Acetone → HCID 66678807, compound

Participants

Reaction Steps

To a stirred solution of (S)-1-cyclopropyl-3-(3-fluoro-4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea (example 149) (115 mg, 0.279 mmol) in anhydrous DMF (2 ml) was added triethylamine (780, 0.558 mmol) and anhydrous acetone (100 μL). The reaction was stirred at RT for 30 minutes after which time sodium triacetoxyborohydride (118 mg, 0.558 mmol) was added and the reaction was stirred for a further 2 hours at RT. The reaction was then partitioned between H2O and DCM and the aqueous phase was extracted into DCM. The organic extracts were combined, dried over magnesium sulphate and concentrated in vacuo. The sample was then purified via preparative HPLC at high pH to yield the title compound (16 mg, 13%).

Provenance & Evidence