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【结 构 式】

【分子编号】61830

【品名】2-Chloronicotinyl chloride; 2-CHLORONICOTINOYL CHLORIDE; 2-Chloropyridine-3-carbonyl chloride

【CA登记号】49609-84-9

【 分 子 式 】C6H5Cl2N

【 分 子 量 】162.01784

【元素组成】C 44.48% H 3.11% Cl 43.76% N 8.65%

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:(IV)

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
Extended Information