HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanamine, 2,2,2-trifluoro- → HCID 68000385, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanamine, 2,2,2-trifluoro- | HCID 9773 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | (S)-3-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)pentanal | HCID 86660730 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 68000385 | HCID 68000385 | — |
Reaction Steps
To a solution of (S)-2-((3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-1-yl)butanal (104 mg, 0.234 mmol; Example 130, Step A) in ClCH2CH2Cl (3.9 mL) was added 2,2,2-trifluoroethylamine (74 μL, 0.94 mmol) and sodium triacetoxyborohydride (248 mg, 1.17 mmol) at rt. After being stirred at rt overnight, the reaction was quenched (sat aq. NaHCO3), extracted (2×EtOAc), and washed (sat. aq. NaCl solution). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to provide the title compound as a white solid. The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569341B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ecd92c52dad74451ad7cd0d03f25efa8 |
| Source note | uspto-grants-2013_10 |