Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86710243 | HCID 86710243 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66558215 | HCID 66558215 | 97.3% |
Reaction Steps
To a solution of (2R)-2-methyl-2-(methylsulfonyl)-4-[4-(pyrazin-2-yl)-1H-pyrazol-1-yl]-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (0.182 g, 0.430 mmol) in EtOH (8 mL) was added 1M HCl (15 mL). The reaction mixture was allowed to stir at RT overnight. The reaction mixture was concentrated, and azeotroped with methanol to remove water to give (2R)—N-hydroxy-2-methyl-2-(methylsulfonyl)-4-[4-(pyrazin-2-yl)-1H-pyrazol-1-yl]butanamide (142 mg, 97% yield) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ 1.49 (s, 3H) 2.21-2.33 (m, 1H) 2.68-2.80 (m, 1H) 3.06 (s, 3H) 4.05-4.15 (m, 1H) 4.22-4.32 (m, 1H) 8.12 (s, 1H) 8.40 (d, J=2.54 Hz, 1H) 8.50 (s, 1H) 8.54 (dd, J=2.54, 1.56 Hz, 1H) 8.96 (d, J=1.56 Hz, 1H) 10.93 (br. s., 1H) 11.14 (s, 1H) LC-MS M+H+340.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08809333B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-b00f4063ed57479ba02266e5a1e714c0 |
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| Source note | uspto-grants-2014_08 |
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