P-Anisidine → HCID 71735773, compound

Participants

Reaction Conditions

Reaction Steps

4-methoxy-aniline (124 mg, 1.0 mmol) and compound 5a (200 mg, 0.92 mmol) were reacted in acetonitrile (10.0 mL) for 30 mins and diisopropylethylamine was added (0.28 mL, 2.0 mmol) dropwise. After the addition was complete, the reaction was stirred at 60° C. for 12 hours. The reaction mixture was concentrated, purified by column chromatography to isolate the compound 5 as a colorless oil (45 mg, 0.17 mmol, 19% yield). MS (ESI, positive) m/z calcd. for C15H18NO3 [M+H]+: 260.13, found: 259.94. 1H NMR (CDCl3, 400 MHz) δ 6.66-6.84 (m, 8H), 4.45 (bs, 1H), 4.12 (t, J=5.2 Hz, 2H), 3.89 (bs, 1H), 3.77 (s, 3H), 3.47 (t, J=5.2 Hz, 2H).

Provenance & Evidence