Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86710250 | HCID 86710250 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66558301 | HCID 66558301 | 23.5% |
Reaction Steps
To a solution of (2R)-2-methyl-2-(methylsulfonyl)-4-{4-[4-(1,3-oxazol-2-yl)phenyl]-1H-pyrazol-1-yl}-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (0.031 g, 0.063 mmol) in EtOH (20 mL) was added 6M HCl (5 mL). The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was concentrated and was purified via reverse-phase chromatography, using 5%-95% acetonitrile/water with 0.1% formic acid modifier. The target fractions were combined and evaporated to give (2R)—N-hydroxy-2-methyl-2-(methylsulfonyl)-4-{4-[4-(1,3-oxazol-2-yl)phenyl]-1H-pyrazol-1-yl}butanamide (6 mg, 20% yield) as a white solid. 1H NMR (400 MHz, CHLOROFORM-d) δ 1.22-1.30 (m, 3H), 2.44-2.59 (m, 1H), 2.76-2.92 (m, 1H), 2.94-3.11 (m, 3H), 4.19-4.45 (m, 2H), 7.23 (s, 1H), 7.45-7.56 (m, 2H), 7.66-7.74 (m, 2H), 7.80-7.86 (m, 1H), 7.93-8.06 (m, 2H). LC-MS M+H+405.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08809333B2 |
|---|
| Source dataset | uspto-grants-2014_08 |
|---|
| ORD ID | ord-7e7825dd95244f9ab3ac255b0e22071e |
|---|
| Source note | uspto-grants-2014_08 |
|---|