2-Methanesulfonyl-4-methyl-8H-pyrido[2,3-d]pyrimidin-7-one → 4-Methyl-2-[4-(4-naphthalen-1-yl-piperazin-1-yl)-butoxy]-8H-pyrido[2,3-d]pyrimidin-7-one

Participants

Reaction Steps

2-Methanesulfonyl-4-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (300 mg, 1.245 mmol, U.S. Pat. No. 6,498,163), 4-(4-naphthalen-1-yl-piperazin-1-yl)-butan-1-ol (392 mg, 1.379 mmol) and sodium t-butoxide (362 mg, 3.76 mmol) were combined in a vial. Dioxane (10 mL) was added and the solution was stirred for 1 h. The reaction mixture was concentrated and then partitioned between ethyl acetate and water. The organic layer was washed with water, dried over Na2SO4, filtered and concentrated. Purification by liquid chromatography (MPLC, gradient of 100% CH2Cl2 to 100% of 100:8:1 CH2Cl2:EtOH:NH4OH solution) gave the title compound as a solid (220 mg, 0.485 mmol, 38%). MS: APCI: M+1: 444.2 (Exact Mass: 443.23).

Provenance & Evidence