HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 57859971, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 66892788 | HCID 66892788 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 57859971 | HCID 57859971 | 45% |
Reaction Steps
To a mixed solution of the compound of Example 61 (150 mg, 0.32 mmol) and acetone (0.2 mL) in methanol (5 mL)-DMF (5 mL) was added sodium cyanoborohydride (20 mg, 0.32 mmol), and the mixture was stirred at room temperature for 24 hr. The reaction mixture was diluted with saturated sodium hydrogen carbonate solution, and extracted twice with ethyl acetate. The extract was combined, washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by aminosilica gel chromatography (eluate; ethyl acetate), and the obtained white solid was recrystallized from ethyl acetate-hexane to give the title compound (69 mg, 45%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399449B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-7a8319aabaf748e19eb3150255a91844 |
| Source note | uspto-grants-2013_03 |