Tetrahydrofuran → 5-Amino-1,3-dimethyl-1,2-dihydropyridin-2-one

Participants

Reaction Steps

A mixture of 1,3-dimethyl-5-nitropyridin-2(1H)-one (Step 20.1) (16.4 g, 98 mmol), Pd/C 10% (2.0 g), THF (200 mL) and MeOH (200 mL) was stirred for 3 hr at rt under a hydrogen atmosphere (0.1 bar). The reaction mixture was filtered over celite and concentrated. The crude material was purified by chromatography (CH2Cl2/MeOH/NH3 98/1/1) to afford the title product (10.3 g, 70.8 mmol, 73% yield) as a green oil. The green oil was triturated in diethyl ether to afford a powder. tR: 0.21 min (LC-MS 2); ESI-MS: 139 [M+H]+ (LC-MS 2); Rf=0.35 (CH2Cl2/MeOH 9:1).

Provenance & Evidence