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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1353598Generated: November 1, 2026

Bis-(1H-imidazol-2-YL)-methanone → 1,3,4,5-Tetrahydro-3-[1-(phenylmethyl)-4-piperidinyl]-2H-1,3-benzodiazepin-2-one

https://huagongshe.com/reaction/1353598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
ReactantN-(2-aminophenethyl)-1-benzylpiperidin-4-amineHCID 21102095—
SolventTetrahydrofuranHCID 8028—
Product1,3,4,5-Tetrahydro-3-[1-(phenylmethyl)-4-piperidinyl]-2H-1,3-benzodiazepin-2-oneHCID 1620248821%

Reaction Conditions

Temperature0 °C

Reaction Steps

A stirred solution of [2-(2-amino-phenyl)-ethyl]-(1-benzyl-piperidin-4-yl)-amine (0.44 g, 1.42 mmol) in tetrahydrofuran (5 mL) at 0° C. was treated with carbonyl diimidazole (0.23 g, 1.42 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 (21%) of the desired product. LC/MS: tR=1.29 min, 336.34 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220862B2
Source datasetuspto-grants-2007_05
ORD IDord-960f434800b842aaa664a51236767b34
Source noteuspto-grants-2007_05