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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644041Generated: October 26, 2026

Ethyl 3-chloro-2-oxopentanoate → 2-(1-cyclohexylmethyl-7-methoxy-1H-indol-3-yl)-5-ethyl-thiazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/644041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-chloro-2-oxopentanoateHCID 13719444—
Reactant1-(cyclohexyl)methyl-7-methoxy-1H-indole-3-carbothioic acid amideHCID 86073268—
SolventDimethylformamideHCID 6228—
Product2-(1-cyclohexylmethyl-7-methoxy-1H-indol-3-yl)-5-ethyl-thiazole-4-carboxylic acid ethyl esterHCID 68694920152.3%

Reaction Steps

A mixture of 1-(cyclohexyl)methyl-7-methoxy-1H-indole-3-carbothioic acid amide (0.227 g, 0.754 mmol) and crude 3-chloro-2-oxo-pentanoic acid ethyl ester (1.34 g, 7.52 mmol) in dimethylformamide (4 ml) was subjected to microwave irradiation for 25 min at 140° C. The reaction mixture was concentrated in vacuo and the obtained reside was purified by silica gel column chromatography eluting with 25% acetone in heptane to afford crude 2-(1-cyclohexylmethyl-7-methoxy-1H-indol-3-yl)-5-ethyl-thiazole-4-carboxylic acid ethyl ester (0.490 g). This material was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700634B2
Source datasetuspto-grants-2010_04
ORD IDord-afc903a5336744a697ca743d7acd9aec
Source noteuspto-grants-2010_04