Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → (2R)-4-(5-fluoro-2-oxo-4-phenylpyridin-1(2H)-yl)-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide

Pyridinium p-toluenesulfonate (22 mg, 0.088 mmol) was added to a solution of (2R)-4-(5-fluoro-2-oxo-4-phenylpyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (197 mg, 0.422 mmol). The solution was heated to reflux in ethanol (10 ml) and stirred at this temperature until complete. The solution was cooled to RT, and the volatiles were removed in vacuo. The solid was triturated in ethanol (5 mL), collected via filtration, then washed with ethanol (3×5 mL), hexanes (10 mL), and ether (3×10 mL). The solid was dried under vacuum to afford a white solid (85.1 g, 76.4%). LC-MS m/z 383.1 (M+1). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.58 (s, 3H) 2.11-2.23 (m, 0H) 2.41-2.55 (m, 1H) 3.12 (s, 3H) 3.73-3.84 (m, 1H) 3.99-4.11 (m, 1H) 6.53 (d, J=7.61 Hz, 1H) 7.41-7.73 (m, 5H) 8.04 (d, J=6.44 Hz, 1H) 9.24 (s, 1H) 11.10 (s, 1H).

1. temperatureThe solution was heated
2. customthe volatiles were removed in vacuo
3. customThe solid was triturated in ethanol (5 mL)
4. filtrationcollected via filtration
5. washwashed with ethanol (3×5 mL), hexanes (10 mL), and ether (3×10 mL)
6. customThe solid was dried under vacuum

ORD-Eintrag

ord-9a80167312c54b70aa1231c7c77c7fe7

Quelldatensatz

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09018384B2