HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86691245, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | (2R)-1-aminopropan-2-ol | HCID 439938 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86691246 | HCID 86691246 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86691245 | HCID 86691245 | 93.8% |
Reaction Steps
Dissolve (2R)-1-aminopropan-2-ol (0.4 g, 5.33 mmol) in DCM (10.6 mL); then acetic acid (366.2 uL, 6.39 mmol) and N-[(1S)-2,2,2-trifluoro-1-(4-formylphenyl)-ethyl]-methanesulfonamide (1.65 g, 5.86 mmol). Stir the resulting mixture at ambient temperature for 2 hours; then add sodium triacetoxyborohydride (2.82 g, 13.31 mmol); and stir at ambient temperature overnight. Add MeOH (1 mL) and evaporate a portion of the solvent under reduced pressure. Purify via SCX chromatography eluting with 2M NH3/MeOH. Concentrate the appropriate fractions under reduced pressure to give the title compound (1.7 g, 93.8%). MS (m/z): 341 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575352B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-994f2649dec741989fa391a83fb8b1e8 |
| Source note | uspto-grants-2013_11 |