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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Reactant | N-(2-aminophenethyl)-1-benzylpiperidin-4-amine | HCID 21102095 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,3,4,5-Tetrahydro-3-[1-(phenylmethyl)-4-piperidinyl]-2H-1,3-benzodiazepin-2-one | HCID 16202488 | 21% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07220862B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-960f434800b842aaa664a51236767b34 |
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| Source note | uspto-grants-2007_05 |
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