HuagongsheHuagongshe Chemistry Print Report · For research reference only
Borane;tetrahydrofuran → 6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | 6-(4-chlorophenyl)-1,4-dimethyl-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepin-5(6H)-one | HCID 70979051 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine | HCID 70979255 | 7.8% |
Reaction Steps
To a solution of 6-(4-chlorophenyl)-1,4-dimethyl-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepin-5(6H)-one (40.0 mg, 0.12 mmol) in THF (5 ml) was added BH3-THF solution (1 mL, 1M in THF) slowly, the resulting mixture was stirred under reflux overnight, concentrated, the residue was purified by Prep-HPLC (column: Gemini 5u C18 250*21.5 mm; mobile: H2O (0.1% TFA)-ACN(0.1% TFA)) to give 6-(4-chlorophenyl)-1,4-dimethyl-5,6-dihydro-4H-benzo[b][1,2,4]triazolo[4,3-d][1,4]diazepine as an off-white solid (3.0 mg, 7.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422292B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-d55b474877f6409c861a7c373df06c21 |
| Source note | uspto-grants-2016_08 |