HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 1-[(4-chlorophenyl)methyl]-2-(1,1-dimethylethyl)-4,5,6,7-tetrahydro-1H-benzimidazol-7-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-[(4-chlorophenyl)methyl]-2-(1,1-dimethylethyl)-3,5,6,7-tetrahydro-4H-benzimidazol-4-one | HCID 58460203 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[(4-chlorophenyl)methyl]-2-(1,1-dimethylethyl)-4,5,6,7-tetrahydro-1H-benzimidazol-7-ol | HCID 58460182 | 70.4% |
Reaction Steps
To a stirred solution of Intermediate 53 (120 mg) in a mixture of methanol (1.5 mL) and dichloromethane (1.5 mL) at ambient temperature was added sodium borohydride (30 mg) in one charge. The reaction was stirred at ambient temperature under an atmosphere of nitrogen for 2 hr. The reaction was partitioned between ethyl acetate (20 mL) and water (20 mL). The organics were dried (hydrophobic frit) and concentrated in vacuo to give the title compound (85 mg). LC/MS MH+ 319, Rt 1.92 min (5 min run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399444B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-7ee27b776ef242d18615aa56515c5214 |
| Source note | uspto-grants-2013_03 |