HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-{1,1-dimethyl-2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-4-hydroxy-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-benzyloxy-N-{1,1-dimethyl-2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-benzamide | HCID 59559607 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-{1,1-dimethyl-2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-4-hydroxy-benzamide | HCID 59559600 | 89.9% |
Reaction Steps
Pd/c (20 mg) was added to a stirred solution of 4-benzyloxy-N-{1,1-dimethyl-2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-benzamide (70 mg, 0.12 mmol) in a mixture methanol (2 mL) and ethyl acetate (5 ml) and stirring was continued at room temperature under hydrogen atmosphere for 2 hrs. The mixture was filtered over a bed of celite. The celite was washed with methanol and the filtrate was concentrated under reduced pressure to afford 50 mg (86.2% yield) of N-{1,1-dimethyl-2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-4-hydroxy-benzamide. LCMS Purity: 95.26%. 1H NMR (DMSO): δ 8.2-8.3 (bs, 1H), 7.5-7.9 (m, 6H), 7.4 (d, 2H), 6.8 (d, 2H), 3.5 (m, 6H), 3 (m, 2H), 1.4 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842696B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-1d57e176aa474daeab4dd0588f0c3599 |
| Source note | uspto-grants-2010_11 |