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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340655Generated: October 25, 2026

Triethylamine → Methyl 5-isopropyl-2-{[2-fluoro-5-(trifluoromethyl)benzoyl]amino}-1,3-thiazole-4-carboxylate

https://huagongshe.com/reaction/340655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl 2-amino-5-(propan-2-yl)-1,3-thiazole-4-carboxylateHCID 737584—
Reactant2-Fluoro-5-(trifluoromethyl)benzoyl ChlorideHCID 2734880—
SolventDichloromethaneHCID 6344—
ProductMethyl 5-isopropyl-2-{[2-fluoro-5-(trifluoromethyl)benzoyl]amino}-1,3-thiazole-4-carboxylateHCID 8664454392.4%

Reaction Steps

A mixture of commercially available methyl 2-amino-5-isopropylthiazole-4-carboxylate (1 g, 4.99 mmol) and 2-fluoro-5-(trifluoromethyl)benzoyl chloride (1.31 g, 5 mmol) in anhydrous CH2Cl2 (25 mL) was treated dropwise at 0° C. with triethylamine (0.84 mL, 6 mmol). The mixture was allowed to warm to room temperature and stirred for 14 hours. The mixture was then washed with water, brine, dried with MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography and eluted with hexanes-EtOAc (1:1) to afford 1.8 g of the title compound. MS (DCI/NH3) m/z 391 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895592B2
Source datasetuspto-grants-2014_11
ORD IDord-90faabccc9a84e2ebb5d1565039fcaf5
Source noteuspto-grants-2014_11