HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86707347, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86707345 | HCID 86707345 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86707347 | HCID 86707347 | 51.7% |
Reaction Steps
A solution of aqueous 2N NaOH (2.00 ml) is added to a stirred solution of methyl 4-(6-(3-(hydroxymethyl)piperidin-1-yl)-3-methylpicolinamido)-3,5-dimethylbenzoate (0.06 g, 0.146 mmol) in THF:MeOH (4 ml:1 ml). After 12 hours at ambient temperature, the organic solvent is removed under reduced pressure and the residue is diluted with water, acidified to pH 3 with aqueous citric acid solution, and extracted with ethyl acetate (2×10 ml). The organic layers are combined and dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure and the resulting precipitate is triturated with pentane and filtered to afford the title compound as an off-white solid (0.03 g, 48%). Mass spectrum (m/z): 398.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642768B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-c8fb47a043c446968936deba654c70b9 |
| Source note | uspto-grants-2014_02 |