Hydrochloric Acid → HCID 59662189, compound

Participants

Reaction Steps

Compound 4-6 (1.00 g, 2.33 mmol) was dissolved in methanol (3 mL), treated with 3N sodium hydroxide solution (3.1 mL, 9.33 mmol) at rt, and stirred for 24 hrs. The reaction was neutralized with 2N hydrochloric acid solution (7 mL, 14 mmol) and purified by RP HPLC (gradient elution with 15-90% acetonitrile in water, each containing 0.1% TFA). Lyophilization afforded product Compound 4-7 as a white solid (trifluoroacetate salt, 0.62 g, 64%). 1H NMR (300 MHz, DMSO) δ 7.76 (br s, 1H), 7.64 (br d, J=8 Hz, 1H), 7.41 (d, J=8.5 Hz, 1H), 7.30 (d, J=6.9 Hz, 1H), 7.11-7.06 (m, 3H), 4.70 (s, 2H), 4.33 (m, 2H), 3.86-3.20 (m, 7H), 2.04-1.86 (m, 4H); MS (ES+) m/z 414.9 (M+1); Anal Calcd. for C22H23ClN2O4-1.75CF3CO2H: C, 50.05; H, 4.08; N, 4.60. Found: C, 50.11; H, 4.23; N, 4.56.

Provenance & Evidence