Cesium carbonate → Ethyl 1-{5-[2-amino-5-(1H-pyrazol-1-yl)[1,2,4]triazolo[1,5-a]pyridin-7-yl]pyrimidin-2-yl}-4-methylpiperidine-4-carboxylate

Participants

Reaction Conditions

Reaction Steps

A suspension of ethyl 4-methyl-1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl]piperidine-4-carboxylate (360 mg, 0.97 mmol), 7-chloro-5-(1H-pyrazol-1-yl)[1,2,4]triazolo[1,5-a]pyridin-2-amine (190 mg, 0.81 mmol), cesium carbonate (400 mg, 1.2 mmol) and Pd(dppf)2C12 (60 mg, 0.08 mmol) in 1,4-dioxane (4.5 mL) and water (0.5 mL) was added to a microwave vial and degassed with N2. The vessel was then heated at 110° C. in a microwave reactor for 60 mins. The resultant solution was concentrated in vacuo and the residue purified by flash column chromatography (Biotage SP4, 40 g 0-10% MeOH/DCM) and (Biotage SP4, 12 g 2% MeOH/DCM, then flush with 10% MeOH/DCM) to give the desired product as a cream solid (200 mg, 55%) MS: 448.27 [M+H]+.

Provenance & Evidence