Hydrochloric Acid → HCID 60198850, compound

Participants

Reaction Steps

To a solution 322 (28 mg, 0.056 mmol) in MeOH (2 mL) was added 4M HCl in dioxane (0.6 mL, 2.4 mmol) and the reaction stirred at RT 4 h. The reaction was diluted with DCM (25 mL) and satd. aq. NaHCO3 (25 mL), the phases separated and the aqueous phase extracted with 10% MeOH/DCM (25 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated. The crude product was purified on a preparative SiO2 TLC plate (0.5 mm) developed with MeOH/DCM/NH4OH (9/90/1) to afford 6 mg (25%) of I-113 as a pale yellow residue: 1H NMR (400 MHz, CDCl3) δ 8.04 (s, 0.6H), 8.02 (s, 0.4H), 7.15-7.30 (m, 4H), 4.80 (m, 1H), 4.52 (s, 1H), 4.34 (m, 1H), 4.09 (m, 1H), 3.74 (m, 1H), 3.59 (m, 1H), 3.47 (m, 1H), 2.79-2.92 (m, 3H), 2.51-2.73 (m, 3H), 2.42 (s, 1.2H), 2.39 (s, 2.8H), 1.87 (br s, 2H), 1.22 (m, 6H); LRMS (M+H) (APCI pos) m/e=402.1.

Provenance & Evidence