HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 69087658, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 68067477 | HCID 68067477 | — |
| Catalyst | Nickel Dichloride | HCID 24385 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69087658 | HCID 69087658 | 76.5% |
Reaction Steps
To a solution of tert-butyl (1-{4-[2-(4-nitrophenyl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl]phenyl}cyclobutyl)carbamate (317 mg, 0.49 mmol) in THF (10 mL) and MeOH (5 mL) cooled to 0° C. was added NiCl2 (245 mg, 1.03 mmol) and NaBH4 (84 mg, 2.04 mmol). The reaction was slowly allowed to warm to room temperature and stirred 30 min. The reaction was diluted with sat.NaHCO3aq and extracted with ethyl acetate (3×20 mL). The organic layers were combined, washed with brine. The organic phase was dried over sodium sulfate, filtered and concentrated gave the title compound as a yellow solid (214 mg, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569331B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-e6aa9696096f4f2eb82fc2af31e5b677 |
| Source note | uspto-grants-2013_10 |