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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221427Generated: October 26, 2026

Triethylamine → HCID 57518397, compound

https://huagongshe.com/reaction/221427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBoc-(R)-3-Amino-4-(2,4,5-trifluoro-phenyl)-butyric acidHCID 21911205—
Reactant5,6,7,8-Tetrahydro-3-(trifluoromethyl)imidazo[1,5-a]pyrazineHCID 34176314—
SolventDichloromethaneHCID 6344—
ProductHCID 57518397HCID 57518397—

Reaction Steps

Under a nitrogen atmosphere, 3-tert-butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyric acid 1k (8.6 g, 45 mmol) and 9.4 mL of triethylamine were dissolved in 300 mL of dichloromethane under stirring. After stirring at room temperature for 5 minutes, 3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine if (15.0 g, 45 mmol) and bis(2-oxo-3-oxazolidinyl)phosphonic chloride (17.1 g, 67.3 mmol) were added to the solution successively. The reaction mixture was reacted at room temperature for 2 hours and monitored by thin layer chromatography until the disappearance of the starting materials and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (R-[3-oxo-1-(2,4,5-trifluoro-benzyl)-3-(3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl)-propyl]carbamic acid tert-butyl ester 1l (20.0 g, yield 88%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207161B2
Source datasetuspto-grants-2012_06
ORD IDord-722b89e47168443b9b7f2e7af9c89c32
Source noteuspto-grants-2012_06