HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86710238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | O-(Tetrahydropyran-2-yl)hydroxylamine | HCID 5142091 | — |
| Reactant | HCID 70817564 | HCID 70817564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86710238 | HCID 86710238 | 68.6% |
Reaction Steps
To a solution of (2R)-2-methyl-4-(4-methyl-1H-pyrazol-1-yl)-2-(methylsulfonyl)butanoic acid (20 mg, 0.077 mmol, 1 eq) and CDMT (17.6 mg, 0.10 mmol, 1.3 eq) in THF (1 mL) was added N-methylmorpholine (10.9 mg, 0.108 mmol, 0.0120 mL, 1.4 eq) and the reaction mixture was stirred at RT for one hour. O-Tetrahydro-2H-pyran-2-yl-hydroxylamine (9.00 mg, 0.077 mmol, 1 eq) was added to the reaction mixture which was stirred overnight at RT. Water was added and the organic phase was separated. The aqueous phase was extracted with Et2O. The organic phases were combined, dried over sodium sulfate, filtered and concentrated to give (2R)-2-methyl-4-(4-methyl-1H-pyrazol-1-yl)-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide, (19 mg, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809333B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-039f7dcb9a154a6eae6f0b74f338c364 |
| Source note | uspto-grants-2014_08 |