HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (S)-8-bromo-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | (S)-8-bromo-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxamide | HCID 22876620 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-8-bromo-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carbonitrile | HCID 53644483 | 100% |
Reaction Steps
A suspension of 12.8 g (35.4 mmol) of (S)-8-bromo-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]-benzodiazepine-1-carboxamide in a mixture of 50 ml of dioxan and 7 ml of pyridine was treated at 7 to 10° with 6.5 ml of trifluoroacetic anhydride. The suspension was stirred at room temperature for 2.5 hours and poured into 200 ml of water. After 1 hour the suspension was suction filtered. There were obtained 12.1 g (100%) of (S)-8-bromo-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carbonitrile of m.p. 253°-254°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05665718 |
| Source dataset | uspto-grants-1997_09 |
| ORD ID | ord-ca2f21d9bf634837b2ebebfb3d735adf |
| Source note | uspto-grants-1997_09 |