HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86707361, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 86707362 | HCID 86707362 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86707361 | HCID 86707361 | 71.6% |
Reaction Steps
Lithium hydroxide (LiOH.H2O, 0.048 g, 0.00115 mol) is added to a stirred solution of methyl 4-[[6-(4,4-difluoro-1-piperidyl)-3-methyl-pyridine-2-carbonyl]amino]-3,5-dimethyl-benzoate (0.24 g, 0.575 mmol) in THF:H2O:MeOH (1.5 ml:0.7 ml:1.5 ml). After 3 hours at 50° C., the organic solvent is removed under reduced pressure and the residue is diluted with water, acidified to pH 6 with aqueous 1N HCl, and extracted with ethyl acetate (3×20 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 diethyl ether and filtered to afford the title compound as a white solid (0.166 g, 71%). Mass spectrum (m/z): 404.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642768B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-e2f205dd09834aaca5d1c5323dab9312 |
| Source note | uspto-grants-2014_02 |