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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374801Generated: October 26, 2026

Dicyclohexylcarbodiimide → HCID 71046453, compound

https://huagongshe.com/reaction/2374801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-HydroxysuccinimideHCID 80170—
Reactant(S)-1-[(R)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-5-(4-pyrimidin-5-yl-benzyl)-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-sulfonyl]-pyrrolidine-2-carboxylic acid tert-butyl esterHCID 12136449—
SolventDichloromethaneHCID 6344—
ProductHCID 71046453HCID 7104645378.4%

Reaction Steps

N-Hydroxysuccinimide (0.035 g), followed by 1,3-dicyclohexylcarbodiimide (DCC, 0.064 g), were added to a solution of (S)-1-[(R)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-5-(4-pyrimidin-5-yl-benzyl)-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-sulfonyl]-pyrrolidine-2-carboxylic acid (Example 14) (0.16 g) in CH2Cl2 (20 mL). The reaction was stirred at room temperature for 1 h, then was filtered through a pad of diatomaceous earth, concentrated and re-dissolved in 2N NH3—CH3OH (10 mL). The solution was stirred at room temperature for 1 h. The volatiles were then removed and the resultant residue was re-dissolved in CH2Cl2 and washed with H2O. The combined organic layers were concentrated and the resultant residue was purified by silica gel chromatography to afford the title compound (0.128 g) as a foam (697.2, M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462637B2
Source datasetuspto-grants-2008_12
ORD IDord-0e2990a30196445da6cc9a4afe998326
Source noteuspto-grants-2008_12