Hydrochloric Acid → 1-[4-[4-(2-hydroxypropan-2-yl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl]-3-[(1-methylpyrazol-4-yl)methyl]urea

Participants

Reaction Conditions

Reaction Steps

2-[2-Chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-4-yl]propan-2-ol (70 mg) was dissolved in an 18% DMF in a mixture of 7:3:2 DME:water:ethanol (4 mL). 3-[(1-Methylpyrazol-4-yl)methyl]-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]urea (115 mg) and 2M sodium carbonate (1 mL) were added. Dichlorobis(triphenylphosphine) palladium catalyst (10 mg) was added and the solution heated in a microwave reactor at 100° C. for 0.5 h. The mixture was acidified with concentrated hydrochloric acid and loaded directly onto a SCX-2 column (10 g), column washed with methanol then product eluted with 7N ammonia in methanol, to give the desired material (55 mg) as a white solid.

Provenance & Evidence