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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967734Generated: October 26, 2026

Pyridine → 2-[n-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/967734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantHexaneHCID 8058—
Reactant4-tert-Butylbenzoyl chlorideHCID 74372—
Reactant2-Amino-thiazole-5-carboxylic acid ethyl esterHCID 314628—
SolventDichloromethaneHCID 6344—
Product2-[n-[4-(1,1-Dimethylethyl)benzoyl]amino]thiazole-5-carboxylic acid ethyl esterHCID 2063534488.2%

Reaction Steps

A solution of ethyl 2-aminothiazole-5-carboxylate (0.52 g, 3.0 mmol), 4-t-butylbenzoyl chloride (1.3 mL, 6.7 mmol) and pyridine (1.2 mL) in dichloromethane (10 mL) was stirred at 0° C. for 1.25 h. It was then diluted with dichloromethane and washed with aqueous HCl (1 N) twice, saturated aqueous sodium bicarbonate, and brine. After drying over sodium sulfate, filtration and concentration in vacuo gave a burgundy oil. Trituration with hexane afforded the desired amide as a light tan solid (0.88 g, 88% yield): LC/MS RT=3.85 min; mass spectrum (M+H)+=333.16. B. 4-(1,1-Dimethylethyl)-N-[(5-hydroxymethyl)thiazol-2-yl]benzamide

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06956045B2
Source datasetuspto-grants-2005_10
ORD IDord-c55b1bcf818248c68c0cbe5647fa4252
Source noteuspto-grants-2005_10