Hydrochloric Acid → HCID 66977532, compound

Participants

Reaction Steps

A solution of Example 22 step a (50 mg, 0.145 mmol) and 1N sodium hydroxide (0.5 mL, 0.5 mmol) in MeOH (2 mL) was stirred at RT for 16 h. The reaction mixture was treated with sat. aq. sodium bicarbonate, evaporated to dryness, and purified on a reverse phase FCC (water/MeOH 100/0.0 to 0/100) to give two fractions. The first eluting fraction was acidified to pH 5 with 1N HCl solution and extracted with EtOAc. The organic layer was dried (MgSO4), filtered, combined with the second eluting fraction from chromatography and concentrated in vacuo. The resulting residue was dissolved in MeOH/EtOAc (1:1, 10 mL), filtered and evaporated to dryness to give the title compound as a pale brown solid (27 mg, 59%). LCMS (Method 5): Rt 3.58-3.65 min, m/z 318 [MH+].

Provenance & Evidence