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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040522Generated: October 31, 2026

Trifluoroacetic acid → 1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid

https://huagongshe.com/reaction/1040522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid tert-butyl esterHCID 58431230—
SolventDichloromethaneHCID 6344—
Product1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acidHCID 5843096899%

Reaction Steps

1-{[(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carbonyl]-amino}-cyclopropanecarboxylic acid tert-butyl ester (3.8 g, 6.55 mmol) was dissolved in CH2Cl2 (100 mL), and. TFA (20 mL) was then added dropwise to the solution. The mixture was stirred overnight. After evaporation of the solvent in vacuo, the residue was purified by flash chromatography on silica gel (5% MeOH/CH2Cl2) to give 1-{[(R)-5-(4-cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-α]imidazole-3-carbonyl]-amino}-cyclopropane-carboxylic acid (3.4 g, 6.48 mmol, 99.0%) as a white solid, m/z 524.3 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552205B2
Source datasetuspto-grants-2013_10
ORD IDord-ceb4d97e58244a289881fa107dea6cf9
Source noteuspto-grants-2013_10