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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406367Generated: October 29, 2026

Triethylamine → Pyrimidine-5-carboxylic acid(1-{1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylcarbamoyl}-cyclopropyl)-amide

https://huagongshe.com/reaction/1406367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant1-[4-(4-Difluoromethoxy-phenoxy)-phenyl]-ethylamineHCID 58487910—
Reactant1-[(Pyrimidine-5-carbonyl)-amino]cyclopropanecarboxylic acidHCID 59496291—
SolventDimethylformamideHCID 6228—
ProductPyrimidine-5-carboxylic acid(1-{1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylcarbamoyl}-cyclopropyl)-amideHCID 58487824—

Reaction Steps

376 μL (2.70 mmol) of triethylamine and 0.52 g (1.62 mmol) of TBTU were added to a solution of 0.28 g (1.35 mmol) of 1-[(pyrimidin-5-carbonyl)-amino]-cyclo-propanecarboxylic acid (from 1b) in 5 mL DMF and the mixture was stirred for 5 min at RT. Then 0.42 g (1.50 mmol) of 1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylamine was added and the mixture was stirred for 30 min at ambient temperature. The reaction mixture was purified by chromatography (reversed phase). The acetonitrile was distilled off, the aqueous phase was made basic with ammonia and extracted with dichloromethane. The organic phase was dried and evaporated down.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916589B2
Source datasetuspto-grants-2014_12
ORD IDord-1b7f1da8d8be4e94af0db65b7be0cebc
Source noteuspto-grants-2014_12