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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1353577Generated: October 31, 2026

Bis-(1H-imidazol-2-YL)-methanone → 3-(6-benzyloxy-pyridin-3-yl)-2-{[4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidine-1-carbonyl]-amino}-propionic acid methyl ester

https://huagongshe.com/reaction/1353577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Reactant3-(Piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-oneHCID 11042597—
Reactant2-Amino-3-(6-benzyloxy-pyridin-3-yl)-propionic acid methyl esterHCID 58864286—
SolventDichloromethaneHCID 6344—
Product3-(6-benzyloxy-pyridin-3-yl)-2-{[4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidine-1-carbonyl]-amino}-propionic acid methyl esterHCID 58864236—

Reaction Steps

To a stirred solution of 2-amino-3-(6-benzyloxy-pyridin-3-yl)-propionic acid methyl ester (60 mg, 0.21 mmol) in methylene chloride (1 mL, 0° C.) was added carbonyl diimidazole (34 mg, 1.0 equiv.). After 15 min, a solution of 3-piperidin-4yl-3,4-dihydro-1H-quinazolin-2one (58 mg, 1.2 equiv.) in methylene chloride (0.5 mL) was added via canula. The ice bath was removed and stirring continued overnight. The reaction was concentrated and purified by column chromatography to give 59 mg (52%). Mass spec.: 544.49 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220862B2
Source datasetuspto-grants-2007_05
ORD IDord-886d350e63c846949ff99343eae2606c
Source noteuspto-grants-2007_05