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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353318Generated: October 31, 2026

Triethylamine → Methyl [5-(4-{[4-(trifluoromethyl)benzoyl]amino}benzyl)imidazo[1,2-c]pyrimidin-8-yl]acetate

https://huagongshe.com/reaction/2353318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(Trifluoromethyl)benzoyl chlorideHCID 67607—
ReactantMethyl [5-(4-aminobenzyl)imidazo[1,2-c]pyrimidin-8-yl]acetateHCID 57542079—
SolventDichloromethaneHCID 6344—
ProductMethyl [5-(4-{[4-(trifluoromethyl)benzoyl]amino}benzyl)imidazo[1,2-c]pyrimidin-8-yl]acetateHCID 5754208480%

Reaction Steps

A mixture of methyl [5-(4-aminobenzyl)imidazo[1,2-c]pyrimidin-8-yl]acetate (17 mg, 0.06 mmol), p-trifluoromethylbenzoyl chloride (0.01 mL, 0.07 mmol) and triethylamine (0.016 mL, 0.11 mmol) in dichloromethan (1 mL) was stirred at room temperature for 1 hour. The reaction was quenched with water, and extracted with chloroform. The extracts were washed with water and brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by preparative TLC (silica gel, chloroform:methanol, 95/5) to give methyl [5-(4-{[4-(trifluoromethyl)benzoyl]amino}benzyl)imidazo[1,2-c]pyrimidin-8-yl]acetate (21.5 mg, 80%) as slightly yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750014B2
Source datasetuspto-grants-2010_07
ORD IDord-e8949d2058ed481abc69cf6bc8473474
Source noteuspto-grants-2010_07