Sodium Hydroxide → HCID 178503037, compound

Participants

Reaction Conditions

Reaction Steps

A solution of compound 29-a (4 g, 7.8 mmol) in 30 ml of dioxane was treated with 7 ml of 3N NaOH. The mixture was heated at 80° C. for one hour. The mixture was then concentrated under vacuum and the resulting residue was diluted with water and washed with ethyl acetate. The aqueous layer was acidified with conc. HCl to pH=1 and the expected product, 29-1, crashed out (700 mg of crude). The product can be further purified via prep-HPLC (152 mg, 5%). 1H NMR (300 MHz, CD3OD): δ 8.66 (s, 1H), 8.57 (d, 1H), 7.81 (d, 1H), 7.77 (m, 2H), 7.52 (m, 2H), 7.20 (m, 2H), 7.13 (m, 2H), 6.38 (s, 1H), 1.65 (d, 3H). (M+H)+=486.2.

Provenance & Evidence