Potassium Carbonate → HCID 69489637, compound

Participants

Reaction Conditions

Reaction Steps

Compound 23a (163 mg, 0.35 mmol), methyl bromoacetate (0.166 mL, 1.75 mmol), and potassium carbonate (145 mg, 1.05 mmol) in DMF (2 mL) was sealed in a pressure tube and heated at 80° C. overnight. The reaction mixture was filtered through a silica gel pad in ethyl acetate and concentrated on a rotary evaporator. The residue was dissolved in a mixture of THF (3 mL) and MeOH (1 mL) and 10% LiOH (2 mL) was added. The reaction mixture was stirred overnight at rt. The reaction mixture was concentrated on a rotary evaporator, dissolved in water (50 mL), and acidified with conc. HCl. The white precipitate was filtered and dried invacuo to give compound 23b (155 mg, 83%). ESI-MS m/e 531.3 (M+1).

Provenance & Evidence