Sodium Methoxide → HCID 18696618, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the tide compound of Step F (3.3 g) in THF (38 mL) was added a solution of sodium methoxide (6.5 mL, 30% in methanol) while stiring under N2. The mixture was heated at 50° C. for 6 h and cooled to room temperature and left to stir overnight. The reaction was quenched with water and extracted three times with methylene chloride and then three times with ethyl acetate. The combined organic extracts were dried (MgSO4), filtered and concentrated under reduced pressure. Trituration (ethyl acetate:hexane 1:1) of the crude product provided 1.61 g of the title compound of Step G as a light brown solid melting at greater than 250° C. 1H NMR (Me2SO-d6): δ 10.00 (s,1H), 7.93 (m,2H), 7.47 (dd,1H), 7.36 (t,1H), 7.15 (dd,1H), 6.73 (d,1H), 3.86 (s,3H), 3.39 (s,3H).

Provenance & Evidence