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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1353568Generated: November 1, 2026

Diisopropylethylamine → 3-(6-methoxy-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/1353568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantDi(succinimido) carbonateHCID 676246—
Reactant3-(Piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-oneHCID 11042597—
Reactant(+)-2-Amino-3-(6-methoxy-pyridin-3-yl)-propionic acid methyl esterHCID 59639680—
SolventDichloromethaneHCID 6344—
Product3-(6-methoxy-pyridin-3-yl)-2-{[4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidine-1-carbonyl]-amino}-propionic acid methyl esterHCID 59639677—

Reaction Steps

To a solution of 2-amino-3-(6-methoxy-pyridin-3-yl)-propionic acid methyl ester (130 mg) and diisopropylethylamine (0.3 mL) in methylene chloride (2 mL, 0° C.) was added N,N′-disuccinimidyl carbonate (158 mg). After 30 min, 3-piperidin-4-yl-3,4-dihydro-1H-quinazolin-2-one (120 mg) in methylene chloride (1 mL) was added via canula. The reaction was warmed to room temperature and stirred overnight. The reaction was concentrated and purified by prep HPLC to give 160 mg (55%). Mass spec.: 468.19 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220862B2
Source datasetuspto-grants-2007_05
ORD IDord-25160072dfa449c3b3a5ad749d72f4c1
Source noteuspto-grants-2007_05