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【结 构 式】 
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【分子编号】28824 【品名】2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid 【CA登记号】2942-59-8 |
【 分 子 式 】C6H4ClNO2 【 分 子 量 】157.556 【元素组成】C 45.74% H 2.56% Cl 22.5% N 8.89% O 20.31% |
合成路线1
该中间体在本合成路线中的序号：(I)This compound can be prepared by two related ways: 1) The condensation of 2-chloronicotinic acid (I) with 3-chloro-4-hydroxybenzonitrile (II) by means of sodium methoxide in nitrobenzene at 180 C gives 2-(2-chloro-4-cyanophenoxy)nicotinic acid (III), which by reaction with sodium azide in DMF at 100 C is converted into 2-[2-chloro-4(1H)-tetrazol-5-yl)phenoxy]nicotinic acid (IV). Finally, this compound is cyclized with H2SO4 at 180 C. 2) The cylization of gives 2-(2-chloro-4-cyanophenoxy)nicotinic acid (III) with H2SO4 at 180 C gives 9-chloro-5-oxo-5H-[1]benzopyrano[2,3]pyridine-4-carbonitrile (V) , which is then treated with sodium azide.
| 【1】 Ohe, T.; Tsuruda, M.; JP 76113899 . |
| 【2】 Ohe, T.; Tsuruda, M.; US 4085111 . |
| 【3】 Castaner, J.; Hillier, K.; Y-12141. Drugs Fut 1980, 5, 5, 261. |
| 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) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (II) | 39042 | 3-chloro-4-hydroxybenzonitrile | C7H4ClNO | 详情 | 详情 | |
| (III) | 39043 | 2-(2-chloro-4-cyanophenoxy)nicotinic acid | C13H7ClN2O3 | 详情 | 详情 | |
| (IV) | 39044 | 2-[2-chloro-4-(1H-1,2,3,4-tetraazol-5-yl)phenoxy]nicotinic acid | C13H8ClN5O3 | 详情 | 详情 | |
| (V) | 39045 | 9-chloro-5-oxo-5H-chromeno[2,3-b]pyridine-7-carbonitrile | C13H5ClN2O2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(II)The condensation of 3-hydroxy-1-methylpyrrolidine (I) with 2-chloronicotinic acid (II) by means of NaH in DMSO gives sodium 2-(1-methylpyrrolidin-3-yloxy)pyridine-3-carboxylate (III), which is then cyclized by a treatment with dry HCl in chloroform followed by a reaction with triphenylphosphine and CCl4 yielding finally 2-(2-chloroethyl)-4-methyl-3,4-dihydropyrido[3,2-f]-1,4-oxazepin-5(2H)-one (IV). The reaction of (IV) with P2S5 and K2S in refluxing toluene affords the corresponding thione (V), which is finally treated with 40% aqueous dimethylamine in ethanol at 100 C in a pressure vessel, and with fumaric acid (VI) in methanol.
| 【1】 Cale, A.D. Jr.; Franko, B.V.; Leonard, C.A. (A.H. Robins Co. Inc.); Fused aromatic oxazepinones and sulphur analogues thereof and their preparation and use in counteracting histamine. EP 0107930; ES 8607956; ES 8802574; US 4592866; US 4604388 . |
| 【2】 Pento, J.T.; Castaner, R.M.; Serradell, M.N.; Castaner, J.; AHR-11325. Drugs Fut 1987, 12, 10, 924. |
| 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) | 28823 | 1-methyl-3-pyrrolidinol | 13220-33-2 | C5H11NO | 详情 | 详情 |
| (II) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (III) | 28825 | sodium 2-[(1-methyl-3-pyrrolidinyl)oxy]nicotinate | C11H13N2NaO3 | 详情 | 详情 | |
| (IV) | 28826 | 2-(2-chloroethyl)-4-methyl-3,4-dihydropyrido[3,2-f][1,4]oxazepin-5(2H)-one | C11H13ClN2O2 | 详情 | 详情 | |
| (V) | 28827 | 2-(2-chloroethyl)-4-methyl-3,4-dihydropyrido[3,2-f][1,4]oxazepine-5(2H)-thione | C11H13ClN2OS | 详情 | 详情 | |
| (VI) | 23808 | Fumaric acid; (E)-2-butenedioic acid | 110-17-8 | C4H4O4 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(III)In a different procedure, 2-chloronicotinic acid (III) was chlorinated to (IV) by means of boiling thionyl chloride. Condensation of acid chloride (IV) with 2-morpholinoethanol (V) gave rise to the morpholinoethyl chloronicotinate (VI). Finally, displacement of the 2-chloro with m-(trifluoromethyl)aniline (VII) in the presence of zinc oxide and iodine furnished the title compound.
| 【1】 Chiesi, P.; Servadio, V.; Pighi, R. (Chiesi Farmaceutici SpA); Processes for the preparation of morniflumate and analogous cpds.. EP 0349902 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (IV) | 15224 | 2-chloronicotinoyl chloride | 49609-84-9 | C6H3Cl2NO | 详情 | 详情 |
| (V) | 12856 | 4-(2-Hydroxyethyl)morpholine; 2-(4-Morpholinyl)-1-ethanol; N-(2-Hydroxyethyl)morpholine | 622-40-2 | C6H13NO2 | 详情 | 详情 |
| (VI) | 56318 | 2-(4-morpholinyl)ethyl 2-chloronicotinate | C12H15ClN2O3 | 详情 | 详情 | |
| (VII) | 26347 | 3-(trifluoromethyl)phenylamine; 3-(trifluoromethyl)aniline; 3-aminobenzotrifluoride | 98-16-8 | C7H6F3N | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(III)Alternatively, acid chloride (IV), prepared from 2-chloronicotinic acid (III), was treated with methanol and triethylamine to afford the methyl ester (VIII). Displacement of the 2-chloro with m-(trifluoromethyl)aniline (VII) yielded methyl niflumate (IX). Finally, transesterification of methyl ester (IX) with 2-morpholinoethanol (V) in the presence of sodium metal gave rise to the title compound.
| 【1】 Chiesi, P.; Servadio, V.; Pighi, R. (Chiesi Farmaceutici SpA); Processes for the preparation of morniflumate and analogous cpds.. EP 0349902 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (IV) | 15224 | 2-chloronicotinoyl chloride | 49609-84-9 | C6H3Cl2NO | 详情 | 详情 |
| (V) | 12856 | 4-(2-Hydroxyethyl)morpholine; 2-(4-Morpholinyl)-1-ethanol; N-(2-Hydroxyethyl)morpholine | 622-40-2 | C6H13NO2 | 详情 | 详情 |
| (VII) | 26347 | 3-(trifluoromethyl)phenylamine; 3-(trifluoromethyl)aniline; 3-aminobenzotrifluoride | 98-16-8 | C7H6F3N | 详情 | 详情 |
| (VIII) | 56319 | methyl 2-chloronicotinate | C7H6ClNO2 | 详情 | 详情 | |
| (IX) | 56320 | methyl 2-[3-(trifluoromethyl)anilino]nicotinate | C14H11F3N2O2 | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(II)Condensation of 2-amino-4-iodobenzoic acid (I) with 2-chloronicotinic acid (II) in refluxing EtOH in the presence of HCl yields pyridoquinazoline acid derivative (III), which is then condensed with N,N-dimethylethylenediamine (IV) in CH2Cl2 using BOP as coupling reagent to provide (V). Reaction of 2-bromopyridine (VI) in Et2O with n-BuLi and trimethylborate, followed by treatment with EtOH and HOAc, gives 3-pyridinyl boronic acid (VII), which is finally coupled to (V) in an Na2CO3 solution via a Suzuki coupling catalyzed by Pd(PPh3)4.
| 【1】 Kitchen, D.B.; Schow, S.R.; Casscles, W.T. Jr.; Discafani, C.; Trova, M.P.; Lassota, P.; Zhang, N.; Powell, D.W.; Hetero biarylpyridoquinazolinone derivatives as anticancer agents. 219th ACS Natl Meet (March 26 2000, San Francisco) 2000, Abst MEDI 59. |
| 【2】 Trova, M.P.; Zhang, N. (American Cyanamid Co.); Hetero-biaryl-pyridoquinazolinone derivs. as anti-cancer agents. EP 0944628; WO 9823617 . |
| 【3】 Trova, M.P.; Zhang, N. (American Cyanamid Co.); Hetero-biaryl-pyridoquinazolinone derivs. as anti-cancer agents. US 5908840 . |
| 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) | 19964 | 5-Iodoanthranilic acid; 2-amino-5-iodobenzoic acid | 5326-47-6 | C7H6INO2 | 详情 | 详情 |
| (II) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (III) | 42991 | 2-iodo-11-oxo-5,11-dihydro-10lambda(5)-pyrido[2,1-b]quinazoline-6-carboxylic acid | C13H9IN2O3 | 详情 | 详情 | |
| (IV) | 14881 | N-(2-aminoethyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,2-ethanediamine; 2-Dimethylaminoethylamine | 108-00-9 | C4H12N2 | 详情 | 详情 |
| (V) | 42992 | N-[2-(dimethylamino)ethyl]-2-iodo-11-oxo-5,11-dihydro-10lambda(5)-pyrido[2,1-b]quinazoline-6-carboxamide | C17H19IN4O2 | 详情 | 详情 | |
| (VI) | 13265 | 3-Bromopyridine | 626-55-1 | C5H4BrN | 详情 | 详情 |
| (VII) | 38825 | 3-pyridinylboronic acid | 1692-25-7 | C5H6BNO2 | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(IV)Treatment of 4-bromophthalic anhydride (I) in MeOH with NaOMe affords methyl ester (II), which is then treated with diphenylphosphoryl azide ((PhO)2PON3) in toluene, acetone/H2O to yield a mixture of regioisomers from which derivative (III) is obtained by chromatographic separation. Condensation of (III) with 2-chloronicotinic acid (IV) in refluxing EtOH in the presence of HCl yields pyridoquinazoline acid derivative (V), which is then condensed with N,N-dimethylethylenediamine (VI) in CH2Cl2 using BOP as coupling reagent to provide (VII). Reaction of 2-bromopyridine (VIII) in Et2O with n-BuLi and trimethylborate, followed by treatment with EtOH and HOAc, gives 3-pyridinyl boronic acid (IX), which is finally coupled to (VII) in an Na2CO3 solution via a Suzuki coupling catalyzed by Pd(PPh3)4.
| 【1】 Kitchen, D.B.; Schow, S.R.; Casscles, W.T. Jr.; Discafani, C.; Trova, M.P.; Lassota, P.; Zhang, N.; Powell, D.W.; Hetero biarylpyridoquinazolinone derivatives as anticancer agents. 219th ACS Natl Meet (March 26 2000, San Francisco) 2000, Abst MEDI 59. |
| 【2】 Trova, M.P.; Zhang, N. (American Cyanamid Co.); Hetero-biaryl-pyridoquinazolinone derivs. as anti-cancer agents. EP 0944628; WO 9823617 . |
| 【3】 Trova, M.P.; Zhang, N. (American Cyanamid Co.); Hetero-biaryl-pyridoquinazolinone derivs. as anti-cancer agents. US 5908840 . |
| 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) | 43060 | 5-bromo-2-benzofuran-1,3-dione | 86-90-8 | C8H3BrO3 | 详情 | 详情 |
| (II) | 43061 | 5-bromo-2-(methoxycarbonyl)benzoic acid | C9H7BrO4 | 详情 | 详情 | |
| (III) | 43062 | methyl 2-amino-4-bromobenzoate | 135484-83-2 | C8H8BrNO2 | 详情 | 详情 |
| (IV) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (V) | 43063 | 3-bromo-11-oxo-5,11-dihydro-10lambda(5)-pyrido[2,1-b]quinazoline-6-carboxylic acid | C13H9BrN2O3 | 详情 | 详情 | |
| (VI) | 14881 | N-(2-aminoethyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,2-ethanediamine; 2-Dimethylaminoethylamine | 108-00-9 | C4H12N2 | 详情 | 详情 |
| (VII) | 43064 | 3-bromo-N-[2-(dimethylamino)ethyl]-11-oxo-5,11-dihydro-10lambda(5)-pyrido[2,1-b]quinazoline-6-carboxamide | C17H19BrN4O2 | 详情 | 详情 | |
| (VIII) | 13265 | 3-Bromopyridine | 626-55-1 | C5H4BrN | 详情 | 详情 |
| (IX) | 38825 | 3-pyridinylboronic acid | 1692-25-7 | C5H6BNO2 | 详情 | 详情 |
合成路线7
该中间体在本合成路线中的序号：(II)Condensation between 1,2-phenylenediamine (I) and 2-chloronicotinic acid (II) in refluxing cyclohexanol generated the tricyclic system (III). Reduction of keto group of (III) with borane-dimethyl sulfide complex afforded 6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine (IV). Acid chloride (VI), prepared from 4-fluoro-2-(trifluoromethyl)benzoic acid (V), was then condensed with tricyclic amine (IV) to produce amide (VII). Finally, displamecement of the 4-fluoro group of (VII) by the sodium salt of 3-methylpyrazole (VIII) in hot DMF yielded a 5:1 mixture of the title 3-methylpyrazole derivative and its 5-methyl regioisomer (IX), which were separated by column chromatography.
| 【1】 Failli, A.A.; Steffan, R.J.; Sumsky, J.S.; et al.; Pyridobenzodiazepines: Synthesis and structure-activity relationship of a novel class of orally active vasopressin V2 receptor agonists. 219th ACS Natl Meet (March 26 2000, San Francisco) 2000, Abst MEDI 201. |
| 【2】 Failli, A.A.; Shumsky, J.S.; Steffan, R.J. (American Home Products Corp.); Tricyclic vasopressin agonists. EP 1000059; WO 9906403 . |
| 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) | 12824 | 2-Aminophenylamine; o-Phenylenediamine; 1,2-Benzenediamine | 95-54-5 | C6H8N2 | 详情 | 详情 |
| (II) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (III) | 38946 | 6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one | C12H9N3O | 详情 | 详情 | |
| (IV) | 38947 | 6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine | C12H11N3 | 详情 | 详情 | |
| (V) | 38951 | 4-fluoro-2-(trifluoromethyl)benzoic acid | 141179-72-8 | C8H4F4O2 | 详情 | 详情 |
| (VI) | 38948 | 4-fluoro-2-(trifluoromethyl)benzoyl chloride | C8H3ClF4O | 详情 | 详情 | |
| (VII) | 38949 | 5,11-dihydro-6H-pyrido[2,3-b][1,5]benzodiazepin-6-yl[4-fluoro-2-(trifluoromethyl)phenyl]methanone | C20H13F4N3O | 详情 | 详情 | |
| (VIII) | 37998 | 3-methyl-1H-pyrazole | 1453-58-3 | C4H6N2 | 详情 | 详情 |
| (IX) | 38950 | 5,11-dihydro-6H-pyrido[2,3-b][1,5]benzodiazepin-6-yl[4-(5-methyl-1H-pyrazol-1-yl)-2-(trifluoromethyl)phenyl]methanone | C24H18F3N5O | 详情 | 详情 |
合成路线8
该中间体在本合成路线中的序号：(XIV)The intermediate amino alcohol (XVIII) was prepared by two ways. 2-Chloronicotinic acid (XIV) was converted to the corresponding acid chloride (XV) by treatment with oxalyl chloride, and then reacted with potassium tert-butoxide to afford the tert-butyl ester (XVI). Displacement of the chloride group of (XVI) with methanolic methylamine gave rise to the 2-(methylamino)nicotinic ester (XVII), which was then reduced to alcohol (XVIII) employing LiAlH4. Alternatively, 2-aminonicotinic acid (XIX) was esterified to (XX) by means of 2-chloro-1,3-dimethylimidazolinium chloride in MeOH. The amino group of (XX) was acylated with formic acetic anhydride to give formamide (XXI). Amino alcohol (XVIII) was then obtained by reduction of amido ester (XXI) in the presence of LiAlH4. Condensation of (XVIII) with 1-chloroethyl chloroformate produced the carbamate alcohol (XXII), which was subsequently esterified with N-Boc-sarcosine (XXIII) by means of EDC yielding (XXIV) (2). Quaternization of the triazole compound (XIII) with the chloroethyl carbamate (XXIV) in the presence of NaI furnished the corresponding triazolium salt, which was finally subjected to acidic Boc group cleavage to produce the title compound.
| 【1】 Ohwada, J.; Tsukazaki, M.; Hayase, T.; et al.; Design, synthesis and antifungal activity of a novel water soluble prodrug of antifungal triazole. Bioorg Med Chem Lett 2003, 13, 2, 191. |
| 【2】 Hayase, T.; Tsukazaki, M.; Ohwada, J.; et al.; Development of novel water antifungal, RO0098557. 21st Symp Med Chem (Nov 28 2001, Kyoto) 2001, Abst 1P-06. |
| 【3】 Ohwada, J.; et al.; RO0098557, a novel water soluble azole prodrug for parenteral and oral administration (I). Design, synthesis, physicochemical properties and bioconversion. 42nd Intersci Conf Antimicrob Agents Chemother (Sept 27 2002, San Diego) 2002, Abst F-820. |
| 【4】 Shimma, N.; Fukuda, H.; Umeda, I.; Ohwada, J.; Sakaitani, M.; Oikawa, N.; Hayase, T.; Tsukazaki, M.; Mizuguchi, E. (F. Hoffmann-La Roche AG); N-Substd. carbamoyloxyalkyl-azolium derivs.. WO 0132652 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIII) | 55929 | 4-{2-[(1R,2R)-2-(2,5-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-1,3-thiazol-4-yl}benzonitrile | C22H17F2N5OS | 详情 | 详情 | |
| (XIV) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (XV) | 15224 | 2-chloronicotinoyl chloride | 49609-84-9 | C6H3Cl2NO | 详情 | 详情 |
| (XVI) | 55930 | tert-butyl 2-chloronicotinate | C10H12ClNO2 | 详情 | 详情 | |
| (XVII) | 55931 | tert-butyl 2-(methylamino)nicotinate | C11H16N2O2 | 详情 | 详情 | |
| (XVIII) | 55932 | [2-(methylamino)-3-pyridinyl]methanol | C7H10N2O | 详情 | 详情 | |
| (XIX) | 55933 | 2-Aminonicotinic acid; 2-Aminopyridine-3-carboxylic acid | 5345-47-1 | C6H6N2O2 | 详情 | 详情 |
| (XX) | 55934 | methyl 2-aminonicotinate | 14667-47-1 | C7H8N2O2 | 详情 | 详情 |
| (XXI) | 55935 | methyl 2-(formylamino)nicotinate | C8H8N2O3 | 详情 | 详情 | |
| (XXII) | 55936 | 1-chloroethyl 3-(hydroxymethyl)-2-pyridinyl(methyl)carbamate | C10H13ClN2O3 | 详情 | 详情 | |
| (XXIII) | 55937 | Boc-L-sarcosine; Boc-N-Methylglycine; Boc-sarcosine; N-tert-Butoxycarbonylsarcosine | 13734-36-6 | C8H15NO4 | 详情 | 详情 |
| (XXIV) | 55938 | {2-[[(1-chloroethoxy)carbonyl](methyl)amino]-3-pyridinyl}methyl 2-[(tert-butoxycarbonyl)(methyl)amino]acetate | C18H26ClN3O6 | 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 intermediate 2-chloropyridin-3-ylmethylamine (VI) has been obtained as follows. The reaction of 2-chloropyridine-3-carboxylic acid (I) with refluxing SOCl2 gives the corresponding acyl chloride (II), which is reduced by means of NaBH4 in water to yield the carbinol (III). The reaction of (III) with SOCl2 in toluene affords the chloromethyl derivative (IV), which is treated with esther NaN3 in DMF or LiN3 ijn DMSO to provide the azidomethyl derivative (V). Finally, this compound is reduced with PPh3 in THF/water or H2, Pd/C in EtOH to furnish the desired 2-chloropyridin-3-ylmethylamine intermediate (VI).
| 【1】 Design and synthesis of 8-hydroxy-[1,6]naphthyridines as novel inhibitors of HIV-1 integrase in vitro and in infected cells. J Med Chem 2003, 46, 4, 453. |
| 【2】 Young, S.D.; Guare, J.P.; Wai, J.S.; Payne, L.S.; Fisher, T.E.; Zhuang, L.; Embrey, M. (Merck & Co., Inc.); Aza- and polyaza-naphthalenyl ketones useful as HIV integrase inhibitors. WO 0236734 . |
| 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) | 28824 | 2-Chloropyridine-3-carboxylic acid; 2-Chloronicotinic acid | 2942-59-8 | C6H4ClNO2 | 详情 | 详情 |
| (II) | 15224 | 2-chloronicotinoyl chloride | 49609-84-9 | C6H3Cl2NO | 详情 | 详情 |
| (III) | 61829 | (2-chloro-3-pyridinyl)methanol | C6H6ClNO | 详情 | 详情 | |
| (IV) | 61830 | 2-Chloronicotinyl chloride; 2-CHLORONICOTINOYL CHLORIDE; 2-Chloropyridine-3-carbonyl chloride | 49609-84-9 | C6H5Cl2N | 详情 | 详情 |
| (V) | 61831 | (2-chloro-3-pyridinyl)methyl azide; 3-(azidomethyl)-2-chloropyridine | C6H5ClN4 | 详情 | 详情 | |
| (VI) | 61832 | (2-chloro-3-pyridinyl)methanamine; (2-chloro-3-pyridinyl)methylamine | C6H7ClN2 | 详情 | 详情 |