HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 59232587, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 59232656 | HCID 59232656 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 59232587 | HCID 59232587 | 89.3% |
Reaction Steps
To a solution of the title compound of Example 368 (20 mg, 0.053 mmol) in ethanol (1 ml) was added sodium borohydride (2 mg, 0.053 mmol) at ° C. The reaction mixture was stirred for 2 h. It was diluted with DCM and saturated aqueous NaHCO3. After separation, the organic extract was washed (brine), dried (MgSO4) and concentrated. The crude product was purified by silica gel flash chromatography using 0 to 50% ethyl acetate in heptane to afford the title compound of Example 371 as a white solid (18 mg, 89% yield). LC/MS (m/z) 381.19 [(M+1)+]; HPLC Rt: 3.246 min. 1H NMR (400 MHz, MeOD) δ ppm 7.36-7.40 (5H, m) 7.28-7.23 (4H, m) 7.20-7.16 (1H, m) 7.06 (1H, s) 4.79-4.75 (1H, m) 4.64 (1H, s) 1.4-1.39 (9H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968577B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-1145322659d049d09eb67af1ad319b2c |
| Source note | uspto-grants-2011_06 |