HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 58503946, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-Phenyl-1,2-oxazole-5-carbaldehyde | HCID 11367267 | — |
| Reactant | HCID 66989627 | HCID 66989627 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58503946 | HCID 58503946 | 67.1% |
Reaction Steps
To a solution of the compound prepared in Example 306 (83.0 mg) and the compound prepared in Example 7 (52.2 mg) in dichloromethane (5.0 mL) was added diisopropylethylamine (0.105 mL) and sodium triacetoxyborohydride (85.2 mg). The reaction mixture was stirred at room temperature for 18 hours. The mixture was diluted with ethyl acetate, washed with saturated aqueous solution of sodium hydrogen carbonate, brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=9:1) to obtain the title compound (72.0 mg) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809538B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-f7092aa3d2354416937fadd4f8a63a09 |
| Source note | uspto-grants-2014_08 |