HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-2-Hydroxy-4-methoxy-N-(5-methylpyridin-2-yl)butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | (S)-4-methoxy-1-(5-methylpyridin-2-ylamino)-1-oxobutan-2-yl acetate | HCID 57504605 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (S)-2-Hydroxy-4-methoxy-N-(5-methylpyridin-2-yl)butanamide | HCID 57504483 | 99% |
Reaction Steps
Aqueous potassium carbonate 1M (5.257 mL, 5.26 mmol) was added to a solution of (S)-4-methoxy-1-(5-methylpyridin-2-ylamino)-1-oxobutan-2-yl acetate (Intermediate F2) (170 mg, 0.64 mmol) in MeOH (0.3 mL) at 0° C. and the mixture was stirred at room temperature for 2 h. The reaction mixture was neutralized with aqueous KHSO4 (1.0 M, 0.29 mL). The reaction mixture was concentrated and the residue was purified by flash silica chromatography, elution gradient 0 to 100% EtOAc in isohexane to afford (S)-2-hydroxy-4-methoxy-N-(5-methylpyridin-2-yl)butanamide (142 mg, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143263B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-18f7ec8c3c46402aa3ec7e0ae9f2a0fa |
| Source note | uspto-grants-2012_03 |