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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604675Generated: November 2, 2026

Chloride → 4-Tert-butyl-2-{5-[3-(3-cyano-6-methylindole-1-yl)propyl]-benzofuran-2-yl}thiazole

https://huagongshe.com/reaction/1604675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantSodium HydroxideHCID 14798—
Reactant4-Tert-butyl-2-[5-(3-chloropropyl)benzofuran-2-yl]thiazoleHCID 19603748—
Reactant6-Methyl-1H-indole-3-carbonitrileHCID 19603804—
SolventTetrahydrofuranHCID 8028—
Product4-Tert-butyl-2-{5-[3-(3-cyano-6-methylindole-1-yl)propyl]-benzofuran-2-yl}thiazoleHCID 1960369142.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-tert-butyl-2-[5-(3-chloropropyl)-benzofuran-2-yl]thiazole (0.19 g), 3-cyano-6-methylindole (73 mg), sodium hydroxide (90 mg) and small amount of cetyl trymethylammonium chloride in tetrahydrofuran (1 ml) was stirred at 60° C. for 1 day. After the mixture was cooled to room temperature, the insolble mass was filtered off and the filtrate was concentrated under reduced pressure to give a syrup. The syrup was subjected to column chromatography on silica gel and eluted with a mixture of n-hexane and ethyl acetate. The fraction containing the objective compound were combined and concentrated under reduced pressure to give 4-tert-butyl-2-{5-[3-(3-cyano-6-methylindole-1-yl)propyl]-benzofuran-2-yl}thiazole (90 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05994378
Source datasetuspto-grants-1999_11
ORD IDord-38a69cfe465347158e7ba1061b450531
Source noteuspto-grants-1999_11