HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2R)-N-hydroxy-4-[4-{4-[(6-methoxypyridin-3-yl)methoxy]phenyl}-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86671961 | HCID 86671961 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | (2R)-N-hydroxy-4-[4-{4-[(6-methoxypyridin-3-yl)methoxy]phenyl}-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)butanamide | HCID 86671960 | — |
Reaction Steps
HCl (1.0 N in water, 2.09 mL) was added to a solution of the (2R)-4-[4-{4-[(6-methoxypyridin-3-yl)methoxy]phenyl}-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (245 mg, 0.418 mmol) in IPA (5.0 mL) for 1 hour. The reaction mixture was concentrated and the residue was triturated with IPA to afford a white suspension at 50° C. for 30 minutes. A white solid was collected by filtration. Yield 215 mg/95% LCMS MS ES-500.1. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.54 (s, 3 H) 2.07-2.23 (m, 1 H) 2.33-2.43 (m, 1 H) 3.08 (s, 3 H) 3.64-3.79 (m, 1 H) 3.83 (s, 3 H) 4.00-4.12 (m, 1 H) 5.09 (s, 3 H) 6.57-6.67 (m, 2 H) 6.80-6.88 (m, 1 H) 7.05-7.12 (m, 2 H) 7.64-7.73 (m, 3 H) 7.78 (s, 1 H) 8.26 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846933B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-88aefc57a93a46c4b54903a8b246da5d |
| Source note | uspto-grants-2014_09 |