Ethyl 3-chloro-3-oxopropionate → 1-[(2-Ethoxycarbonyl-acetyl)-(4-fluoro-benzyl)-amino]-6-trifluoromethyl-1H-indole-2-carboxylic acid ethyl ester

HRID 1512006노트

반응식

HRID 1512006 반응식
[CH2:1]([O:3][C:4]([C:6]1[N:7]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[C:10]([C:15]([F:18])([F:17])[F:16])[CH:9]=2)=[O:5])[CH3:2].[CH2:28]([O:30][C:31](=[O:36])[CH2:32][C:33](Cl)=[O:34])[CH3:29]>O1CCOCC1>[CH2:1]([O:3][C:4]([C:6]1[N:7]([N:19]([C:33](=[O:34])[CH2:32][C:31]([O:30][CH2:28][CH3:29])=[O:36])[CH2:20][C:21]2[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=2)[C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[C:10]([C:15]([F:18])([F:16])[F:17])[CH:9]=2)=[O:5])[CH3:2]

참가 물질

4

반응물 2

HCID 118931Ethyl 3-chloro-3-oxopropionateHCID 672303031-(4-fluoro-benzylamino)-6-trifluoromethyl-1H-indole-2-carboxylic acid ethyl ester

생성물 1

HCID 672304801-[(2-Ethoxycarbonyl-acetyl)-(4-fluoro-benzyl)-amino]-6-trifluoromethyl-1H-indole-2-carboxylic acid ethyl ester수율 52%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

A mixture of 1-(4-fluoro-benzylamino)-6-trifluoromethyl-1H-indole-2-carboxylic acid ethyl ester (240 mg, 0.63 mmol) and chlorocarbonyl-acetic acid ethyl ester (105 mg, 0.69 mmol) in dioxane (3 mL) was heated in an 100° C. oil bath for 30 min and concentrated. Crude product was purified by silica gel chromatography (5%-50% EtOAc/DCM) to provide the title compound 162 mg. ESI (m/z): 495.24 (M+H)+.

후처리

  1. concentrationconcentrated
  2. customCrude product was purified by silica gel chromatography (5%-50% EtOAc/DCM)

출처 및 근거

ORD 기록
ord-fc86f27af53942f48954e69854928e81
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08217043B2

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