Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86710245 | HCID 86710245 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66558216 | HCID 66558216 | 86% |
Reaction Steps
To a solution of (2R)-2-methyl-2-(methylsulfonyl)-4-[4-(quinoxalin-2-yl)-1H-pyrazol-1-yl]-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (0.685 g, 1.62 mmol, 1 eq) in EtOH (8 mL) was added 1M HCl (4 mL). The reaction mixture 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-(quinoxalin-2-yl)-1H-pyrazol-1-yl]butanamide (38 mg, 86% yield) as a light yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 1.51 (s, 3H) 2.26-2.37 (m, 1H) 2.72-2.85 (m, 1H) 3.07 (s, 3H) 4.10-4.20 (m, 1H) 4.27-4.38 (m, 1H) 7.73 (s, 1H) 7.80 (s, 1H) 7.98 (d, J=8.39 Hz, 1H) 8.02 (d, J=0.78 Hz, 1H) 8.31 (s, 1H) 8.72 (s, 1H) 9.30 (s, 1H) 10.23 (s, 1H) 11.01 (br. s., 1H). LC-MS M+H+390.1.
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-17944d20cf754aee8a1dc9c7449f7716 |
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| Source note | uspto-grants-2014_08 |
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