HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Methoxide → 2-Methoxy-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-5-trifluoromethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 2-Fluoro-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-5-trifluoromethyl-benzamide | HCID 49763099 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Methoxy-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-5-trifluoromethyl-benzamide | HCID 49763224 | — |
Reaction Steps
2-Fluoro-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-5-trifluoromethyl-benzamide (as prepared in Example 66, 50 mg, 0.11 mmol) was treated with NaOMe (0.5 M in MeOH, 600 μL, 0.30 mmol) in MeOH (1 mL) at room temperature overnight. The solvent was removed and the residue was purified on a silica gel column using a CombiFlash® system using ethyl acetate and 7N NH3 in MeOH as eluent (from pure ethyl acetate to 5% 7N NH3 in MeOH in ethyl acetate) to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513229B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-8a5d45751c274435922af512440c09f2 |
| Source note | uspto-grants-2013_08 |