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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177773Generated: October 26, 2026

Bis-(1H-imidazol-2-YL)-methanone → 3,4-dihydro-6-hydroxy-3-(1-phenylmethyl-4-piperidinyl)-2(1H)-quinazolinone

https://huagongshe.com/reaction/1177773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Reactant4-Amino-3-[(1-benzyl-piperidin-4-yl-amino)-methyl]phenolHCID 58864312—
SolventTetrahydrofuranHCID 8028—
Product3,4-dihydro-6-hydroxy-3-(1-phenylmethyl-4-piperidinyl)-2(1H)-quinazolinoneHCID 1795869258.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

A stirred solution of 4-amino-3-[(1-benzyl-piperidin-4-yl-amino)-methyl]-phenol (0.16 g, 0.51 mmol) in tetrahydrofuran (3 mL) at 0° C. was treated with carbonyl diimidazole (52 mg, 0.51 mmol). The reaction was stirred for 30 min at 0° C. and at reflux for 1 h. After cooling to room temperature, the solvent was evaporated and the residue purified by column to afford 100 mg (57%) of the desired product. LC/MS: tR=1.09 min, 338.28 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842808B2
Source datasetuspto-grants-2010_11
ORD IDord-c93531d530034ffba3dd7d1d43f24c50
Source noteuspto-grants-2010_11