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【结 构 式】

【分子编号】41514

【品名】methyl 3-[7-(benzyloxy)-3-quinolinyl]-2-chloropropanoate

【CA登记号】

【 分 子 式 】C20H18ClNO3

【 分 子 量 】355.82056

【元素组成】C 67.51% H 5.1% Cl 9.96% N 3.94% O 13.49%

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)

Treatment of 3-nitro-7-hydroxyquinoline (I) with NaH and benzyl bromide (A) provides benzyloxyderivative (II), which is reduced with SnCl4 in HCl/EtOH to yield (III). Amine (III) is then converted into (IV) via the diazonium salt by treatment with NaNO2 in HCl followed by reaction with methyl acrylate (B) in presence of CuO. Cyclization of (IV) with thiourea in 2-methoxyethanol in presence of NaOAc affords imino-thiazolidinone (V), which is finally hydrolyzed with HCl and EtOH.

1 Nomura, Y.; Sakuma, S.; Masui, S. (Nippon Chemiphar Co., Ltd.); Quinoline deriv.. EP 0787725; JP 1997100280; US 5693651; WO 9612719 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
10180 Thiourea 62-56-6 CH4N2S 详情 详情
(A) 12912 1-(Bromomethyl)benzene; Alpha-bromotoluene 100-39-0 C7H7Br 详情 详情
(B) 14156 methyl acrylate 96-33-3 C4H6O2 详情 详情
(I) 41511 3-nitro-7-quinolinol C9H6N2O3 详情 详情
(II) 41512 7-(benzyloxy)-3-nitroquinoline; benzyl 3-nitro-7-quinolinyl ether C16H12N2O3 详情 详情
(III) 41513 7-(benzyloxy)-3-quinolinamine; 7-(benzyloxy)-3-quinolinylamine C16H14N2O 详情 详情
(IV) 41514 methyl 3-[7-(benzyloxy)-3-quinolinyl]-2-chloropropanoate C20H18ClNO3 详情 详情
(V) 41515 5-[[7-(benzyloxy)-3-quinolinyl]methyl]-2-imino-1,3-thiazolidin-4-one C20H17N3O2S 详情 详情
Extended Information