HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 118557986, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 118557920 | HCID 118557920 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118557986 | HCID 118557986 | 60% |
Reaction Steps
To a solution of compound 146 (45 mg, 0.08 mmol) in a mixture of methanol and THF (5 mL, respectively 1:4) was added sodium borohydride (3 mg, 1 equiv) in one portion at 0° C. The reaction mixture was then stirred at this temperature for 1 h and quenched with 35% aqueous ammonia solution (3 mL). The mixture was extracted with dichloromethane (3×) and the organic phase was dried over magnesium sulfate, filtered and concentrated to dryness. The crude residue was purified by column chromatography on silica gel (petroleum ether/EtOAc: 2/3) to afford the title compound 168 as a yellow solid (Yield 21.9 mg, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376387B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-710272b0f4f54975bad9849014c01af4 |
| Source note | uspto-grants-2016_06 |