1,4-Dioxane → 1-(3,3-Dimethylcyclobutyl)-3-(2-fluoro-5-(2-((2-methoxyethyl)amino)-7-methylpyrido[2,3-d]pyrimidin-6-yl)-4-methylphenyl)urea

Participants

Reaction Steps

Treat a solution of 6-(5-amino-4-fluoro-2-methylphenyl)-N-(2-methoxyethyl)-7-methylpyrido[2,3-d]pyrimidin-2-amine (0.270 g, 0.791 mmol) in dioxane (5 mL) with 3,3-dimethylcyclobutane carboxylic acid (0.122 g, 0.949 mmol) followed by DPPA (0.261 g, 0.949 mmol) and TEA (0.160 g, 1.582 mmol), stir at RT for 20 minutes, heat to 90° C. for 2 h and then cool to RT overnight. Concentrate the mixture to dryness, purify via silica gel chromatography (20-100% EtOAc/Hexanes) and triturate with MeCN. Collect the resulting material via filtration and re-purify via silica gel chromatography (20-100% EtOAc/Hexanes) to afford the title compound as a yellow solid (55 mg, 13% yield). MS (m/z): 467.3 (M+1).

Provenance & Evidence