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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250248Generated: October 31, 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/2250248

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 numberUS07314883B2
Source datasetuspto-grants-2008_01
ORD IDord-b9981052774f45da85eb9d020d671db0
Source noteuspto-grants-2008_01