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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9090Generated: October 25, 2026

5-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl ester → Ethyl-2-tert-butoxycarbonyloxyamino-4-trifluoromethyl-thiazole-5-carboxylate

https://huagongshe.com/reaction/9090

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl esterHCID 67656—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductEthyl-2-tert-butoxycarbonyloxyamino-4-trifluoromethyl-thiazole-5-carboxylateHCID 2191137092%

Reaction Steps

A suspension of ethyl-2-amino-4-trifluoromethyl-thiazole-5-carboxylate (5.05 g, 21.02 mmol), di-t-butyldicarbonate (4.82 g, 22.07 mmol) and 4-dimethylaminopyridine (260 mg, 2.1 mmol) in dichloromethane (209 mL) was stirred under nitrogen for 1.5 h. The solvent was evaporated in vacuo. The residue was chromatographed on a silica gel column. Elution with 5% EtOAc in hexanes, followed by 15% EtOAc in hexanes afforded the title compound (6.57 g, 92%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091223B2
Source datasetuspto-grants-2006_08
ORD IDord-1489de592ed543aead9b9b3cc9eda428
Source noteuspto-grants-2006_08