HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 66558213, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86710240 | HCID 86710240 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66558213 | HCID 66558213 | 91% |
Reaction Steps
To a solution of (2R)-2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-pyrazol-1-yl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (0.685 g, 1.62 mmol, 1 eq) in THF (20 mL) was added HCl (4M aq. sol.) and the reaction was allowed to stir at RT overnight. The reaction mixture was concentrated and azeotroped with MeOH to remove water to give (2R)—N-hydroxy-2-methyl-2-(methylsulfonyl)-4-(4-phenyl-1H-pyrazol-1-yl)butanamide (497 mg, 91% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 10.85-10.73 (m, 1H), 10.30-10.18 (m, 1H), 8.19 (s, 1H), 7.86 (s, 1H), 7.60-7.50 (m, 2H), 7.32 (t, J=7.7 Hz, 2H), 7.15 (s, 1H), 4.27-4.14 (m, 1H), 4.10-3.95 (m, 1H), 3.04 (s, 3H), 2.79-2.63 (m, 1H), 2.32-2.18 (m, 1H), 1.46 (s, 3H). LC-MS M+H+338.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809333B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-476c1a3986b940fd8f8dbda27564cd34 |
| Source note | uspto-grants-2014_08 |