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【结 构 式】 
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【分子编号】25661 【品名】4-pyridinamine; 4-aminopyridine 【CA登记号】5044-74-5 |
【 分 子 式 】C5H6N2 【 分 子 量 】94.11612 【元素组成】C 63.81% H 6.43% N 29.76% |
合成路线1
该中间体在本合成路线中的序号：(VII)The alkylation of isovanillin (I) with cyclopentyl bromide (II) by means of K2CO3 in refluxing ethanol (or hot DMF) gives the 4-cyclopentyloxy-3-methoxybenzaldehyde (III), which is oxidized with H2O2 and NaOH (or NaClO2 in AcOH/water) yielding the carboxylic acid (IV). The reaction of (IV) with SOCl2 and DMF in refluxing toluene affords the acyl chloride (V), which is finally condensed with 3,5-dichloropyridine-4-amine (VI) by means of potassium tert-butoxide in toluene or NaH in THF or by heating at the melting point. The intermediate 3,5-dichloropyridine-4-amine (VI) is obtained by chlorination of pyridine-4-amine (VII) with HCl and H2O2 at 70 C.
| 【1】 Ashton, M.J.; Cook, D.C.; Fenton, G.; Hills, S.J.; Mcfarlane, I.M.; Palfreyman, M.N.; Ratcliffe, A.J.; Vicker, N. (Aventis Pharma SA); Benzamides. EP 0497564; EP 0569414; JP 1994504782; WO 9212961 . |
| 【2】 Cook, D.C.; Walton, J.B.; Pemberton, C.; Jones, R.H.; McFarlane, I.M.; Thompson, D.M.; Thatcher, A.A.; Kabir, H.; Lythgoe, D.J.; Process development of the PDE IV inhibitor 3-(cyclopentyloxy)-N-(3,5-dichloropyrid-4-yl)-4-methoxybenzamide. Org Process Res Dev 1998, 2, 3, 157. |
| 【3】 Ashton, M.J.; et al.; Selective type IV phosphodiesterase inhibitors as antiasthmatic agents. The syntheses and biological activities of 3-(cyclopentyloxy)-4-methoxybenzamides and analogues. J Med Chem 1994, 37, 11, 1696. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 18455 | 3-hydroxy-4-methoxybenzaldehyde; Isovanillin | 621-59-0 | C8H8O3 | 详情 | 详情 |
| (II) | 10972 | 1-Bromocyclopentane; Cyclopentyl bromide | 137-43-9 | C5H9Br | 详情 | 详情 |
| (III) | 16510 | 3-(cyclopentyloxy)-4-methoxybenzaldehyde | C13H16O3 | 详情 | 详情 | |
| (IV) | 33214 | 3-(cyclopentyloxy)-4-methoxybenzoic acid | C13H16O4 | 详情 | 详情 | |
| (V) | 33213 | 3-(cyclopentyloxy)benzoyl chloride | C12H13ClO2 | 详情 | 详情 | |
| (VI) | 25135 | 3,5-dichloro-4-pyridinamine; 4-amino-3,5-dichloropyridine | 22889-78-7 | C5H4Cl2N2 | 详情 | 详情 |
| (VII) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(VI)Indolylacetic acid (I) was esterified with ethanolic HCl, and the resulting ethyl ester (II) was alkylated with 4-fluorobenzyl chloride (III) in the presence of NaH to afford the N-fluorobenzyl indole (IV). Subsequent saponification of (IV) provided carboxylic acid (V). This was finally coupled with 4-aminopyridine (VI) by means of activation with 2-chloro-1-methylpyridinium iodide.
| 【1】 Menciu, C.; Duflos, M.; Fouchard, F.; et al.; New N-(pyridin-4-yl)-(indol-3-yl)acetamides and propanamides as antiallergic agents. J Med Chem 1999, 42, 4, 638. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 25657 | Indole-3-acetic acid; 2-(1H-Indol-3-yl)acetic acid; 3-Indoleacetic acid | 87-51-4 | C10H9NO2 | 详情 | 详情 |
| (II) | 25658 | 2-(1H-Indol-3-yl)acetic acid ethyl ester | 778-82-5 | C12H13NO2 | 详情 | 详情 |
| (III) | 12354 | 4-Fluorobenzyl chloride; 1-(Chloromethyl)-4-fluorobenzene | 352-11-4 | C7H6ClF | 详情 | 详情 |
| (IV) | 25659 | ethyl 2-[1-(4-fluorobenzyl)-1H-indol-3-yl]acetate | C19H18FNO2 | 详情 | 详情 | |
| (V) | 25660 | 2-[1-(4-fluorobenzyl)-1H-indol-3-yl]acetic acid | C17H14FNO2 | 详情 | 详情 | |
| (VI) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(IV)Racemic trans-4-(1-benzyloxycarbonylaminoethyl)cyclohexanecarboxylic acid (I) was resolved using D-(+)-alpha-phenethylamine. The desired (R)-isomer (II) was activated as the corresponding acid chloride (III), which was further coupled with 4-aminopyridine (IV), yielding amide (V). The benzyloxycarbonyl protecting group of (V) was finally removed by treatment with HBr in HOAc.
| 【1】 Muro, T.; Seki, T.; Abe, M.; Inui, J.; Sato, H. (Mitsubishi Pharma Corp.); Trans-4-amino(alkyl)-1-pyridylcarbamoylcyclohexane cpds. and pharmaceutical use thereof. EP 0370498; JP 1990509475; US 4997834; WO 9005723 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 52952 | 4-(1-{[(benzyloxy)carbonyl]amino}ethyl)cyclohexanecarboxylic acid | n/a | C17H23NO4 | 详情 | 详情 |
| (II) | 52953 | 4-((1R)-1-{[(benzyloxy)carbonyl]amino}ethyl)cyclohexanecarboxylic acid | C17H23NO4 | 详情 | 详情 | |
| (III) | 52954 | benzyl (1R)-1-[4-(chlorocarbonyl)cyclohexyl]ethylcarbamate | n/a | C17H22ClNO3 | 详情 | 详情 |
| (IV) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
| (V) | 52955 | benzyl (1R)-1-{4-[(4-pyridinylamino)carbonyl]cyclohexyl}ethylcarbamate | n/a | C22H27N3O3 | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(I)The condensation of pyridin-4-ylamine (I) with the iminodithiocarbonate (II) by means of NaH in DMF gives the isothiourea (III), which is finally condensed with 6-(4-chlorophenoxy)hexylamine (IV) by means of TEA in pyridine. Alternatively, the target guanidine can also be obtained by condensation of N-[6-(4-chlorophenoxy)hexyl]-N'-(4-pyridyl)thiourea (V) with cyanamide by means of DCC and TEA in acetonitrile.
| 【1】 Schou, C.; et al.; Novel cyanoguanidines with potent oral antitumor activity. Bioorg Med Chem Lett 1997, 7, 24, 3095. |
| 【2】 Bramm, E.; Petersen, H.H.J. (Leo Pharmaceutical Products Ltd. A/S); N-Cyano-N'-pyridylguanidines as serotonin antagonists. EP 0660823; JP 1996501539; US 5563160; US 5696140; WO 9406770 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
| (II) | 18174 | [[bis(methylsulfanyl)methylene]amino](nitrilo)methane | 10191-60-3 | C4H6N2S2 | 详情 | 详情 |
| (III) | 54403 | 4-{[(cyanoimino)(methylsulfanyl)methyl]amino}pyridine | C8H8N4S | 详情 | 详情 | |
| (IV) | 54404 | 6-(4-chlorophenoxy)-1-hexanamine; 6-(4-chlorophenoxy)hexylamine | C12H18ClNO | 详情 | 详情 | |
| (V) | 54405 | N-[6-(4-chlorophenoxy)hexyl]-N'-(4-pyridinyl)thiourea | C18H22ClN3OS | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(V)The condensation of 1H-indole (I) with 4-chlorobenzyl chloride (II) by means of NaH in DMSO gives 1-(4-chlorobenzyl) indole (III), which is treated with oxalyl chloride in a hot aprotic solvent yielding the intermediate acid chloride (IV). Finally, this compound is treated with pyridin-4-amine (V) in the same solvent.
| 【1】 Lebaut, G.; Menciu, C.; Kutscher, B.; Emig, P.; Szelenyi, S.; Brune, K. (Asta Medica AG); N-Substd. indol-3-glyoxylamide with antiasthmatic, antiallergic and immunosuppressive/immunomodulating effect. DE 19636150; EP 0931063; JP 2000505098; US 6008231; WO 9809946 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 15292 | Indole; 1H-indole | 120-72-9 | C8H7N | 详情 | 详情 |
| (II) | 10356 | 1-Chloro-4-(chloromethyl)benzene; 4-Chlorobenzyl chloride | 104-83-6 | C7H6Cl2 | 详情 | 详情 |
| (III) | 30441 | 1-(4-chlorobenzyl)-1H-indole | C15H12ClN | 详情 | 详情 | |
| (IV) | 30442 | 2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-oxoacetyl chloride | C17H11Cl2NO2 | 详情 | 详情 | |
| (V) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(VI)Iodination of 4-aminopyridine (VI), followed by protection with Boc2O, provided the N-Boc iodopyridine (VIII). Piperazinone (XI) was prepared by alkylation of 4-(benzyloxycarbonyl)-2-piperazinone (IX) with propargyl bromide (X). Palladium-catalyzed coupling of propargyl piperazinone (XI) with iodopyridine (VIII) furnished adduct (XII), which was subsequently cyclized to the pyrrolopyridine derivative (XIII) upon treatment with DBU. The benzyloxycarbonyl group of (XIII) was then cleaved by transfer hydrogenolysis to yield the intermediate piperazinone (XIV).
| 【2】 Myers, M.R.; Becker, M.R.; Ewing, W.R.; Spada, A.P. (Aventis Pharmaceuticals, Inc.); Substd. oxoazaheterocyclyl factor Xa inhibitors. WO 0032590; WO 0107436 . |
| 【1】 Hanney, B.A.; He, W.; Poli, G.B.; Spada, A.P.; Myers, M.R.; Burns, C.J.; Pauls, H.W.; Jiang, J.Z.; Condon, S.M.; Ewing, W.R.; Becker, M.R.; Li, A.; Choi-Sledeski, Y.M.; Lau, W.F.; Davis, R.S. (Aventis Pharmaceuticals, Inc.); Substd. oxoazaheterocyclyl factor Xa inhibitors. EP 1051176; WO 9937304 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VI) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
| (VII) | 48102 | 3-iodo-4-pyridinamine; 3-iodo-4-pyridinylamine | C5H5IN2 | 详情 | 详情 | |
| (VIII) | 48103 | tert-butyl 3-iodo-4-pyridinylcarbamate | C10H13IN2O2 | 详情 | 详情 | |
| (IX) | 48104 | benzyl 3-oxo-1-piperazinecarboxylate | C12H14N2O3 | 详情 | 详情 | |
| (X) | 11176 | 3-Bromopropyne; 3-Bromo-1-propyne | 106-96-7 | C3H3Br | 详情 | 详情 |
| (XI) | 48105 | benzyl 3-oxo-4-(2-propynyl)-1-piperazinecarboxylate | C15H16N2O3 | 详情 | 详情 | |
| (XII) | 48106 | benzyl 4-(3-[4-[(tert-butoxycarbonyl)amino]-3-pyridinyl]-2-propynyl)-3-oxo-1-piperazinecarboxylate | C25H28N4O5 | 详情 | 详情 | |
| (XIII) | 48107 | tert-butyl 2-([4-[(benzyloxy)carbonyl]-2-oxo-1-piperazinyl]methyl)-1H-pyrrolo[3,2-c]pyridine-1-carboxylate | C25H28N4O5 | 详情 | 详情 | |
| (XIV) | 48108 | tert-butyl 2-[(2-oxo-1-piperazinyl)methyl]-1H-pyrrolo[3,2-c]pyridine-1-carboxylate | C17H22N4O3 | 详情 | 详情 |
合成路线7
该中间体在本合成路线中的序号：(III)4-(tert-Butoxycarbonylamino)butyric acid (I) was activated as the corresponding mixed anhydride (II) by treatment with ethyl chloroformate and triethylamine. Subsequent coupling of (II) with 4-aminopyridine (III) afforded the title amide.
| 【1】 Leoni, A.; Villetti, G.; Morigi, R.; Pietra, C.; Andreani, A.; Locatelli, A.; Rambaldi, M.; 4-Aminopyridine derivatives with antiamnesic activity. Eur J Med Chem 2000, 35, 1, 77. |
合成路线8
该中间体在本合成路线中的序号：(II)The reaction of 2-(3-chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (I) with 4-aminopyridine (II) gives the corresponding pyridinium salt (III), which is reduced with NaBH4 to 2-[3-(4-aminopiperidyl)propyl]-2-(4-fluorophenyl)-1,3-dioxolane (IV). The condensation of (IV) with 2-chloronitrobenzene (V) yields 2-[3-[4-(2-nitroanilino)piperidyl]propyl]-2-(4-fluorophenyl)-1,3-dioxolane (VI), which is hydrogenated with H2 over Raney-Ni affording the corresponding amino compound (VII). Finally this compound is cyclized with carbon disulfide and KOH
| 【1】 JP 76095096 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 28203 | 2-(3-chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane | 3308-94-9 | C12H14ClFO2 | 详情 | 详情 |
| (II) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
| (III) | 60701 | 4-amino-1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}pyridinium chloride | C17H20ClFN2O2 | 详情 | 详情 | |
| (IV) | 60702 | 1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-4-piperidinamine; 1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-4-piperidinylamine | C17H25FN2O2 | 详情 | 详情 | |
| (V) | 15248 | 1-chloro-2-nitrobenzene | 88-73-3 | C6H4ClNO2 | 详情 | 详情 |
| (VI) | 60703 | 1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-(2-nitrophenyl)-4-piperidinamine; N-(1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-4-piperidinyl)-N-(2-nitrophenyl)amine | C23H28FN3O4 | 详情 | 详情 | |
| (VII) | 60704 | N-(2-aminophenyl)-N-(1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-4-piperidinyl)amine; N~1~-(1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-4-piperidinyl)-1,2-benzenediamine | C23H30FN3O2 | 详情 | 详情 |
合成路线9
该中间体在本合成路线中的序号：(I)The reaction of pyridine-4-amine (I) with 2-chloroethyl isocyanate (II) in toluene gives N-(2-chloroethyl)-N'-(4-pyridyl)urea (III), which is cyclized by means of NaH in DMF/THF, yielding 1-(4-pyridyl)imidazolidin-2-one (IV). Finally, this compound is condensed with 4-(5-bromopentyloxy)biphenyl (V) by means of NaH in DMF to afford the target disubstituted imidazolidinone. (1,2)
| 【1】 Chang, C.-M.; Li, W.-T.; Shia, K.-S.; et al.; Design, synthesis, and structure-activity relationship of pyridyl imidazolidinones: A novel class of potent and selective human enterovirus 71 inhibitors. J Med Chem 2002, 45, 8, 1644. |
| 【2】 Hsu, M.-C.; Li, W.-T.; Chang, C.-M.; Shia, K.-S.; Shih, S.-R.; Chern, J.-H.; Chen, S.-J. (National Health Research Institutes); Imidazolidinone cpds.. US 2003087936; US 6706739 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
| (II) | 11237 | 1-Chloro-2-isocyanatoethane; 2-Chloroethyl isocyanate | 1943-83-5 | C3H4ClNO | 详情 | 详情 |
| (III) | 53583 | N-(2-chloroethyl)-N'-(4-pyridinyl)urea | 62491-96-7 | C8H10ClN3O | 详情 | 详情 |
| (IV) | 53584 | 1-(4-pyridinyl)-2-imidazolidinone | n/a | C8H9N3O | 详情 | 详情 |
| (V) | 53585 | 4-[(5-bromopentyl)oxy]-1,1'-biphenyl; [1,1'-biphenyl]-4-yl 5-bromopentyl ether | n/a | C17H19BrO | 详情 | 详情 |
合成路线10
该中间体在本合成路线中的序号：(II)The title carboxamide is prepared by coupling 2-chloro-5-nitrobenzoyl chloride (I) with 4-aminopyridine (II) in DMA
| 【1】 Amemiya, Y.; Wakabayashi, K.; Takaishi, S.; Fukuda, C. (Sankyo Co., Ltd.); PPARgamma modulators. EP 1277729; JP 2002332266; WO 0183427 . |
合成路线11
该中间体在本合成路线中的序号：(XLV)The thiazolopyridine derivatives (II) and (III) can be obtained in several ways. Treatment of N-Boc-4-piperidinone (XXXVI) with pyrrolidine in the presence of p-TsOH·H2O in refluxing cyclohexane, followed by cyclization of the resulting enamine with cyanamide and elemental sulfur in MeOH gives 2-amino-5-Boc-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (XXXVII), which by Sandmeyer reaction with CuBr2 and t-BuONO in DMF at 40 °C affords the 2-bromo compound (XXXVIII). After removal of the N-Boc-protecting group of intermediate (XXXVIII) with TFA, reductive methylation of the deprotected amine (XXXIX) with formaldehyde and NaBH(OAc)3 in the presence of AcOH and Et3N in CH2Cl2 yields 2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (XL) , optionally isolated as the corresponding tosylate salt (1). Alternatively, cyclization of 1-methyl-4-piperidinone (XLI) with cyanamide and sulfur in the presence of pyrrolidine in i-PrOH at 50 °C yields 2-amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (XLII), which is converted to the corresponding bromide (XL) by diazotization with NaNO2 in the presence of HBr in H2O. Metalation of the bromo derivative (XL) with BuLi in THF at –78 °C, followed by quenching with CO2 affords the lithium carboxylate (II) , which is converted to the carboxylic acid (III) by treatment with HCl in EtOH. Alternatively, cyanation of bromide (XL) with NaCN/CuCN in DMAc at 150 °C yields nitrile (XLIII), which is hydrolyzed to carboxylate (II) using LiOH in EtOH . In one further method, deamination of intermediate (XXXVII) by diazotization with NaNO2 and H2SO4 in the presence of hypophosphorous acid in H2O gives 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (XLIV) , which is carboxylated to compound (II) by metalation with BuLi in THF at –78 °C and subsequent quenching with CO2 , or by acylation with trichloroacetyl chloride and Et3N in toluene, followed by haloform reaction of the resultant trichloromethyl ketone in the presence of LiOH .
The tetrahydrothiazolopyridine intermediate (XLIV) can also be prepared by a different procedure. After protection of 4-aminopyridine (XLV) as the N-Boc derivative (XLVI) with Boc2O in THF, treatment with BuLi in cold THF, followed by elemental sulfur yields the 3-sulfanylpyridine (XLVI). Cyclization of the Boc-protected amino thiol (XLVI) with formic acid at reflux, followed by KOH in H2O or Et2O leads to thiazolo[5,4-c]pyridine (XLVII), which is converted to the target intermediate (XLIV) by quaternization with iodomethane in DMF at 80 °C and then reduction with NaBH4 in MeOH .
| 【1】 Nagasawa, Sato, K., Yagi, T., H., Kitani, Y. (Daiichi Sankyo Co., Ltd.).Process for producing thiazole derivative. CA 2545730, EP 1683800, US 7547786, US 2007135476, US 2009192313. |
| 【2】 Ohta, T., Komoyira, S., Yoshimo, T. et al. (Daiichi Sankyo Co., Ltd.).Diamine derivatives. CA 2451605, CA 2456841, EP 1405852, EP 1415992, JP 2008143905, US 2005020645, US 2005119486, US 2005245565, US 2008015215, US 2009270446, US 7342014, US 7365205, WO 2003000657, WO 2003000680, WO 2003016302. |
| 【3】 Ohta, T., Komoriya, S., Yoshino, T. et al. (Daiichi Sankyo Co., Ltd.). Diamine derivatives. CA 2511493, EP 1577301, JP 2007070369, JP 2008138011, US 2006252837, US 2009281074, US 7576135, WO 2004058715. |
| 【4】 Schwartz, H.M., Wu, W.-S., Marr, P.W., Jones, J.B. Predicting the enantiomeric selectivity of chymotrypsin. Homologous series of ester substances. J Am Chem Soc 1978, 100(16): 5199-203. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (II) | 69421 | lithium 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylate | C8H9LiN2O2S | 详情 | 详情 | |
| (III) | 69422 | 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid hydrochloride | C8H10N2O2S.HCl | 详情 | 详情 | |
| (XVIII) | 69458 | tert-butyl (3-mercaptopyridin-4-yl)carbamate | C10H14N2O2S | 详情 | 详情 | |
| (XXXVI) | 18620 | tert-butyl 4-oxo-1-piperidinecarboxylate;BOC-Piperidone;N-(tert-Butoxycarbonyl)-4-piperidone; N-Boc-4-piperidone | 79099-07-3 | C10H17NO3 | 详情 | 详情 |
| (XXXVII) | 69450 | 2-amino-5-Boc-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine；tert-butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate；Thiazolo[5,4-c]pyridine-5(4H)-carboxylicacid, 2-amino-6,7-dihydro-, 1,1-dimethylethyl ester;2-Amino-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-5-carboxylicacid tert-butyl ester;2-Amino-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butylester | 365996-05-0 | C11H17N3O2S | 详情 | 详情 |
| (XXXVIII) | 69451 | tert-butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate；Thiazolo[5,4-c]pyridine-5(4H)-carboxylicacid, 2-bromo-6,7-dihydro-, 1,1-dimethylethyl ester;2-Bromo-5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine；2-Bromo-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid tert-butylester;2-Bromo-6,7-dihydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carboxylic acidtert-butyl ester | 365996-06-1 | C11H15BrN2O2S | 详情 | 详情 |
| (XXXIX) | 69452 | 2-bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine 2,2,2-trifluoroacetate | C8H8BrF3N2O2S | 详情 | 详情 | |
| (XL) | 69453 | 2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine | C7H9BrN2S | 详情 | 详情 | |
| (XLI) | 10919 | 1-Methyl-4-piperidone; 1-Methyltetrahydro-4(1H)-pyridinone; N-Methyl-4-piperidone;1-methylpiperidin-4-one | 1445-73-4 | C6H11NO | 详情 | 详情 |
| (XLII) | 69454 | 2-amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine;5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-amine | C7H11N3S | 详情 | 详情 | |
| (XLIII) | 69455 | 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carbonitrile | C8H9N3S | 详情 | 详情 | |
| (XLIV) | 69456 | 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine | 259809-24-0 | C7H10N2S | 详情 | 详情 |
| (XLV) | 25661 | 4-pyridinamine; 4-aminopyridine | 5044-74-5 | C5H6N2 | 详情 | 详情 |
| (XLVI) | 69457 | tert-butyl pyridin-4-ylcarbamate;4-(Boc-amino)pyridine;4-(tert-Butoxycarbonylamino)pyridine | 98400-69-2 | C10H14N2O2 | 详情 | 详情 |
| (XLVII) | 69459 | 4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine | C6H8N2S | 详情 | 详情 |