Water → HCID 131730703, compound

Participants

Reaction Steps

A mixture of Example 19 (35 mg, 0.1 mmol) and NH2OH_HCl (10 mg, 0.15 mmol) in pyridine (2 mL) was stirred at room temperature for 14 hours. The mixture was poured into water and extracted with ethyl acetate (2×15 mL). The combined organic extracts were washed sequentially with water and brine, dried over MgSO4, Filtered, and concentrated in vacuo. The residue was purified by flash chromatography using ethyl acetate as an eluent to provide the title compounds as a mixture of E and Z isomers. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.90 (t, J=7.3 Hz, 3 H), 1.25-1.42 (m, 2 H), 1.73 (m, 2 H), 3.86 (s, 3 H), 4.01 (m, 2 H), 6.58 (s, 0.6 H), 6.64 (s, 0.4 H), 7.04-7.20 (m, 1H), 7.35-7.49 (m, 1 H), 7.57 (s, 1 H), 7.61-7.70 (m, 1 H), 7.88 (s, 0.6 H), 8.19 (s, 0.4H), 11.26 (s, 0.4 H), 11.72 (s, 0.6 H), MS (DCI) m/z 368 (M+H)+, 352 (M+H-16)+.

Provenance & Evidence