Acetone → HCID 178471739, compound

Participants

Reaction Steps

K2CO3 (0.831 g; 6.01 mmol) was added to a stirred solution of intermediate D15 (1.765 g; 5.01 mmol) in acetone (50 ml) at room temperature. After 40 minutes, CH3I (0.624 ml; 10.0 mmol) was added dropwise. The reaction mixture was stirred at room temperature. The solvent was removed under reduced pressure and the residue partitioned between H2O/DCM. The aqueous phase was extracted with DCM and the combined organic extracts were washed with brine, dried (Na2SO4) and filtered yielding an orange oil. LCMS showed 4 different products which were separated by flash chromatography using the Biotage system (40M column), eluent: DCM to 10% MeOH/DCM gradient elution. The third fraction contained the desired compound. Yield: 401 mg of intermediate D16.

Provenance & Evidence