• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】44839

【品名】1-(4-pyridinyl)-4-piperidinyl hydroperoxide

【CA登记号】

【 分 子 式 】C10H14N2O2

【 分 子 量 】194.23344

【元素组成】C 61.84% H 7.27% N 14.42% O 16.47%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(II)

Reduction of ethyl ester (I) with LiAlH4 provides primary carbinol (II), which is then converted into amine (III) by Mitsunobu reaction with phthalimide (A) in the presence of PPh3 and DEAD in THF, followed by an hydrazine mediated deprotection in EtOH. Reaction of amine (III) with 2-nitrophenyl isocyanate (IV) in CHCl3/THF or CH2Cl2, followed by reduction of the nitro group by hydrogenation over Pd/C in EtOH, affords aniline (V). Finally, aniline (V) is condensed with acid chloride (VI) in CHCl3 in the presence of pyridine to furnish the target compound.

1 Tinsley, J.M.; Franciskoich, J.B.; Masters, J.J.; et al.; Non-amidine-containing 1,2-dibezamidobenzene inhibitors of human factor Xa with potent anticoagulant and antithrombotic activity. J Med Chem 2000, 43, 11, 2087.
2 Antithrombotic agents. WO 9900121 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 12376 Phthalimide; 1H-Isoindole-1,3(2H)-dione; Isoindole-1,3-dione;Phthalic dicarboximide;Phenylimide;Isoindole-1,3-dione 85-41-6 C8H5NO2 详情 详情
(I) 44838 ethyl 1-(4-pyridinyl)-4-piperidinecarboxylate C13H18N2O2 详情 详情
(II) 44839 1-(4-pyridinyl)-4-piperidinyl hydroperoxide C10H14N2O2 详情 详情
(III) 44840 O-[1-(4-pyridinyl)-4-piperidinyl]hydroxylamine; 4-(aminooxy)-1-(4-pyridinyl)piperidine C10H15N3O 详情 详情
(IV) 32771 1-isocyanato-2-nitrobenzene; 2-nitrophenyl isocyanate 3320-86-3 C7H4N2O3 详情 详情
(V) 44841 N-(2-aminophenyl)-N'-[[1-(4-pyridinyl)-4-piperidinyl]oxy]urea C17H21N5O2 详情 详情
(VI) 10295 p-Chlorobenzoyl chloride; 4-Chlorobenzoyl chloride 122-01-0 C7H4Cl2O 详情 详情
Extended Information