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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177740Generated: November 4, 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/1177740

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 numberUS07842808B2
Source datasetuspto-grants-2010_11
ORD IDord-dc88639659ce47b2aacb0df0294bd255
Source noteuspto-grants-2010_11