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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747294Generated: October 30, 2026

1,1'-Carbonyldiimidazole → (S)-3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-5-phenyl-pentanoic acid ethyl ester

https://huagongshe.com/reaction/1747294

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant(S)-3-(2-Amino-5-methyl-phenylamino)-5-phenyl-pentanoic acid ethyl esterHCID 59497376—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product(S)-3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-5-phenyl-pentanoic acid ethyl esterHCID 5949762281.9%

Reaction Steps

To a solution of (S)-3-(2-Amino-5-methyl-phenylamino)-5-phenyl-pentanoic acid ethyl ester (0.84 g, 2.6 mmol) in THF (15 mL) was added CDI (0.50 g, 3.1 mmol). The reaction mixture was stirred at room temperature for 16 h. When the reaction was complete, the reaction mixture was diluted with CH2Cl2 and washed with water. The organic phase was dried over Na2SO4 and concentrated to afford 0.75 g of the desired product as a dark brown solid. The resulting residue was used for the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-85f5c24674654dd099d58afcf12174a8
Source noteuspto-grants-2015_10