Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747387Generated: November 1, 2026

1,1'-Carbonyldiimidazole → (S)-2-(2-Oxo-2,3-dihydro-benzimidazol-1-yl)-propionic acid tert-butyl ester

https://huagongshe.com/reaction/1747387

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant(S)-2-(2-Amino-phenylamino)-propionic acid tert-butyl esterHCID 59497437—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(S)-2-(2-Oxo-2,3-dihydro-benzimidazol-1-yl)-propionic acid tert-butyl esterHCID 5949741196.8%

Reaction Steps

To a solution of (S)-2-(2-Amino-phenylamino)-propionic acid tert-butyl ester (1.5 g, 6.3 mmol) in THF (10 mL) was added CDI (1.03 g, 6.3 mmol). The reaction mixture was stirred at room temperature for 1 h. When the reaction was completed, the reaction mixture was diluted with ethyl acetate and washed with water. The organic phase was dried over Na2SO4 and concentrated to afford 1.6 g of the desired product as an oily residue. The LCMS indicated only 40% purity; however, this product was used for the next reaction without further purification. LCMS (ESMS): m/z 263.38 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-289be3a6320b4b1e994da24a42e6e0d3
Source noteuspto-grants-2015_10