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【结 构 式】

【分子编号】38828

【品名】phenyl 3-fluoro-5-(3-pyridinyl)phenylcarbamate

【CA登记号】

【 分 子 式 】C18H13FN2O2

【 分 子 量 】308.3119032

【元素组成】C 70.12% H 4.25% F 6.16% N 9.09% O 10.38%

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:(X)

3-Fluoro-5-(3-pyridyl)aniline (IX) was prepared by palladium coupling of 3-fluoro-5-iodonitrobenzene (VI) and 3-pyridylboronic acid (VII), followed by reduction of the resultant nitro derivative (VIII) using stannous chloride in aqueous HCl (3). Treatment of aniline (IX) with phenyl chloroformate in the presence of triethylamine gave rise to carbamate (X). This was then coupled with indoline (V) to furnish the title amide.

1 Gaster, L.M.; Wyman, P.A.; Mulholland, K.R.; Davies, D.T.; Duckworth, D.M.; Forbes, I.T.; Jones, G.E. (SmithKline Beecham plc); Indole derivs. as 5-HT receptor antagonist. EP 0808312; JP 1998513442; US 5990133; WO 9623783 .
2 Dabbs, S.; Davies, D.T.; Bromidge, S.M.; et al.; Biarylcarbamoylindolines are novel and selective 5-HT2C receptor inverse agonists: Identification of 5-methyl-1-[[2-[(2-methyl-3-pyridyl)oxy]-5-pyridyl]carbamoyl]-6-trifluoromethylindoline (SB-243213) as a potential antidepressant/anxiolytic agent. J Med Chem 2000, 43, 6, 1123.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(V) 29604 methyl 6-(trifluoromethyl)-2,3-dihydro-1H-indol-5-yl ether; 5-methoxy-6-(trifluoromethyl)indoline C10H10F3NO 详情 详情
(VI) 38824 1-fluoro-3-iodo-5-nitrobenzene C6H3FINO2 详情 详情
(VII) 38825 3-pyridinylboronic acid 1692-25-7 C5H6BNO2 详情 详情
(VIII) 38826 3-(3-fluoro-5-nitrophenyl)pyridine C11H7FN2O2 详情 详情
(IX) 38827 3-fluoro-5-(3-pyridinyl)phenylamine; 3-fluoro-5-(3-pyridinyl)aniline C11H9FN2 详情 详情
(X) 38828 phenyl 3-fluoro-5-(3-pyridinyl)phenylcarbamate C18H13FN2O2 详情 详情
Extended Information