3-hydroxy-1-methyl-4(1H)-Pyridinone synthesis

Yield:50700-61-3 87%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol; under 2585.81 Torr; for 1.16667 h;

Steps:

22.B

A mixture of 3-benzyloxy-1-methyl-1H-pyridin-4-one (14.1 g, 65.5 mmol) and 10% Pd/C (1.20 g) in methanol was subjected to hydrogenation in a Parr apparatus under 50 psi pressure of hydrogen for 70 min. The mixture was filtered through a pad of CELITE, the filtrate was concentrated to dryness, and the residue was triturated with acetone. The solid was then collected by suction filtration. The title compound was obtained as a light-brown powder (7.13 g, 87% yield) after vacuum oven drying. ¹H NMR (400 MHz, DMSO-D₆) δ (ppm): 7.49 (br. s, 1H), 7.38 (s, 1H), 6.12 (br. s, 1H) and 3.63 (s, 3H); MS-ESI (m/z): 125.7 [M+1]⁺.

References:

US2008/242706,2008,A1 Location in patent:Page/Page column 28