Hydrochloric Acid → 2-(6-Cyano-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-yl)acetic acid

Participants

Reaction Steps

To a solution of methyl 2-(6-cyano-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-yl)acetate (Example 162, Step 4, 260 mg, 0.7 mmol) in THF (1.4 mL) was added LiOH (2.0 M in H2O, 7 mL, 14 mmol). After 18 min, the clear brown reaction was adjusted to pH 2 using hydrochloric acid (2 N in H2O, 2.35 mL, 4.7 mmol). The solution became less dark and a precipitate formed. The mixture was extracted with EtOAc (3×7 mL), the combined organic extracts were back-washed with 5 mL water, and then dried with MgSO4. Filtration and concentration provided 2-(6-cyano-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-yl)acetic acid (239 mg, 95%) as a yellow-brown foam.

Provenance & Evidence