HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 59775180, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | (4-Fluoro-3-methylphenyl)methanamine | HCID 2774599 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 59775198 | HCID 59775198 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 59775180 | HCID 59775180 | — |
Reaction Steps
To a solution of (R)-5-(4-fluoro-3-methylphenoxy)-6-((S)-4-isopropyl-2-oxooxazolidin-3-yl)-6-oxohexanal (70 mg, 0.19 mmol) in 3 mL DCE was added 4-Fluoro-3-methyl-benzylamine (32 mg, 0.23 mmol) followed by NaBH(OAc)3 (56 mg, 0.26 mmol) and AcOH (13.8 mg, 0.23 mmol) at room temperature. The mixture was stirred for 8 h at the room temperature. The reaction was quenched by pouring into 20 mL 5% aqueous NaOH and diluted with ethyl acetate. The mixture was extracted with more ethyl acetate (3×15 mL) and the combined organic layers washed with brine (2×10 mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the crude product used directly in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879911B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-51cd4efc5aa34547b6f793bc3efba92b |
| Source note | uspto-grants-2011_02 |