Potassium Carbonate → (S)-1-[4'-Cyclopropylmethyl-2-(pyridin-4-ylamino)-[4,5]bipyrimidinyl-2'-ylamino]-propan-2-ol

Participants

Reaction Conditions

Reaction Steps

To a solution of (Z)-1-cyclopropyl-4-(dimethylamino)-3-(2-(pyridin-4-ylamino)pyrimidin-4-yl)but-3-en-2-one (9) (50 mg, 0.155 mmol) in DMF (1288 μl), (S)-1-(2-hydroxypropyl)guanidine (18.11 mg, 0.115 mmol), and potassium carbonate (64.1 mg, 0.464 mmol) were added, and the reaction mixture was stirred at 90° C. for 3 hours. The crude product was purified by reverse-phase HPLC [30-90% organic phase over 15 minutes] followed by Biotage™ silica gel chromatography [10 g SNAP column, 100% DCM to 12% MeOH/DCM] to obtain the desired product (19.76 mg, 33%).

Provenance & Evidence