Water → 5-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]pyridin-2-amine

Participants

Reaction Conditions

Reaction Steps

2-Chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidine (363 mg, 1.19 mmol) was dissolved in a solution of 18% DMF in a mixture of 7:3:2 DME:water:ethanol (7 mL). 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (496 mg, 2.25 mmol), 2M sodium carbonate solution (2 mL) and dichlorobis(triphenylphosphine) palladium (42 mg) were added to the solution and it was heated under reflux at 90° C. for 90 minutes under nitrogen atmosphere. The reaction was partitioned between ethyl acetate (50 mL) and water (50 mL), the organics dried over magnesium sulphate, filtered and concentrated in vacuo to give the desired product as a yellow oil (410 mg) which was used without further purification.

Provenance & Evidence