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

HRID 1512006

Reaktionsgleichung

[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]

Komponenten

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

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)+.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag: ord-fc86f27af53942f48954e69854928e81
Quelldatensatz: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08217043B2

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