HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentanol → cyclopentyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentanol | HCID 7298 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | ethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]-benzodiazepine-1-carboxylate | HCID 53890667 | — |
| Product | cyclopentyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate | HCID 54221556 | — |
Reaction Steps
3.45 g (10 mmol) of ethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate and 70 mg of powdered potassium cyanide in 10 ml of cyclopentanol are stirred at the boiling point overnight, the excess cyclopentanol is removed in vacuo, the residue is taken up in chloroform, filtered and evaporated. By recrystallization from ethyl acetate/hexane there is obtained cyclopentyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate of melting point 210.5°-212°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04489003 |
| Source dataset | uspto-grants-1984_12 |
| ORD ID | ord-f5b6bfedb0ad49c798a790cf7b0d87fe |
| Source note | uspto-grants-1984_12 |