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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217274Generated: November 1, 2026

Dimethylformamide → 3,4-dihydro-7-methoxy-3-(1-phenylmethyl-4-piperidinyl)-2(1H)-quinazolinone

https://huagongshe.com/reaction/2217274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium BromideHCID 253877—
Reactant2-amino-4-methoxy-N-(1-phenylmethyl-4-piperidinyl)-benzylamineHCID 17958682—
Solventtert-Butyl methyl etherHCID 15413—
Product3,4-dihydro-7-methoxy-3-(1-phenylmethyl-4-piperidinyl)-2(1H)-quinazolinoneHCID 17958684—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2.5 g (7.682 mmol) of 2-amino-4-methoxy-N-(1-phenylmethyl-4-piperidinyl)-benzylamine, 1.62 g (10 mmol) of N,N′-carbonyldiimidazole, and 25 mL of dimethylformamide was heated to 90° C. with stirring for 2.5 hours. After cooling, the mixture was stirred into 100 mL of ice water, the suspension formed was overlaid with 10 mL of tert-butylmethylether, the precipitate formed was suction filtered, washed with water, and then with tert-butylmethylether. After drying in vacuo, 1.9 g (70% of theoretical) of colorless crystals were obtained. IR (KBr): 1664 (C═O) cm−1; MS: M+=351.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07407963B2
Source datasetuspto-grants-2008_08
ORD IDord-2e13f2dfea614e599e2939fa386e69de
Source noteuspto-grants-2008_08