Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 353467Generated: October 27, 2026

1,1'-Carbonyldiimidazole → tert-Butyl (2S)-2-{[(4-oxo-3,4-dihydroquinazolin-7-yl)carbonyl]amino}propanoate

https://huagongshe.com/reaction/353467

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantL-Alanine 1,1-dimethylethyl esterHCID 89016—
Reactant4-Oxo-3,4-dihydroquinazoline-7-carboxylic acidHCID 135483588—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl (2S)-2-{[(4-oxo-3,4-dihydroquinazolin-7-yl)carbonyl]amino}propanoateHCID 135436584—

Reaction Steps

To a solution of 4-oxo-3,4-dihydro-quinazoline-7-carboxylic acid in tetrahydrofuran, 1.2 equivalents of 1,1′-carbonyldiimidazole are added and the mixture is stirred for 30 minutes. Then, the (S)-L-Alanine tert-butyl ester is added and the mixture is stirred for 24 hours until disappearance of starting material. The solvent is removed under reduced pressure and the crude is diluted in chloroform and brine. The organic layer is washed with water and dried over MgSO4. The filtrate is concentrated and the residue is purified by column chromatography to give the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06753340B2
Source datasetuspto-grants-2004_06
ORD IDord-cf68a484e6a9448b8e239b9b9dc32979
Source noteuspto-grants-2004_06