HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 76283582, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 131735192 | HCID 131735192 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 76283582 | HCID 76283582 | 94.1% |
Reaction Steps
A solution of 2-(N-tert-butyl-6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)acetate (Example 23, 58 mg, 136 μmol) in a mixture of 1N aqueous NaOH solution (164 μL, 164 μmol), THF (0.5 mL), MeOH (0.2 mL) and water (0.05 mL) was stirred at ambient temperature for 24 h and evaporated to dryness. The residue was partitioned between ice water/0.1N aqueous HCl solution (25 mL) and EtOAc (25 mL). The aqueous layer was extracted one more time with EtOAc (25 mL). The combined extracts were washed with ice/brine (25 mL), dried over Na2SO4 and brought to dryness to give the title compound (51 mg, 128 μmol, 94%) as light yellow solid; MS (EI): m/e=398.4 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303012B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-4fab913dc8534f94b37cb8dd6a01e4e0 |
| Source note | uspto-grants-2016_04 |