HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 58504086, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1083317-25-2 | HCID 53403772 | — |
| Reactant | HCID 66989940 | HCID 66989940 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58504086 | HCID 58504086 | 51.6% |
Reaction Steps
To a suspension of the compound prepared in Example 308 (323 mg) and the compound prepared in Example 139 (267 mg) in 1,2-dichloroethane (10 mL) and N,N-dimethylformamide (4 mL) was added diisopropylethylamine (0.89 mL) and sodium triacetoxyborohydride (813 mg). The reaction mixture was stirred at room temperature for 18 hours. The mixture was diluted with ethyl acetate, washed with saturated aqueous sodium bicarbonate and brine. The organics were dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography (eluant: 50-75% ethyl acetate/hexane) to furnish the title compound (222 mg) with the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809538B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-141ad9dea7734435978b38ee1e905fa0 |
| Source note | uspto-grants-2014_08 |