Hydrochloric Acid → HCID 11511422, compound

Participants

Reaction Steps

Dissolve 3-{[6-(4-acetyl-3-hydroxy-2-propyl-phenoxymethyl)-pyridine-2-carbonyl]-amino}-benzoic acid methyl ester (700 mg, 1.51 mmol) in minimal amount of tetrahydrofuran (2 mL), add methanol (8 mL), and 2N aqueous lithium hydroxide solution (2.27 mL, 4.54 mmol) and stir 30 hours. Add 1N hydrochloric acid (50 mL), collect resultant white solid by filtration to yield the title compound (493 mg, 1.02 mmol): 1H NMR (DMSO-d6) δ 0.90 (t, 3H), 1.54 (m, 2H), 2.57 (s, 3H), 2.67 (m, 2H), 5.51 (s, 2H), 6.77 (d, 1H), 7.73 (m, 2H), 7.85 (d, 1H), 8.13 (m, 3H), 8.51 (m, 1H), 10.66 (s, 1H), 12.86 (s, 1H), 13.05 (br s, 1H): MS (m/z): 447 (M-HCl−1).

Provenance & Evidence