Triethylamine → HCID 66876192, compound

Participants

Reaction Steps

A mixture of tert-Butyl 4-(3-hydroxybenzylidene)piperidine-1-carboxylate (1 g, 3 mmol; Example 57, Step 3), 6-methoxy-2-methylpyridin-3-ylboronic acid (1.15 g, 6 mmol), copper acetate (0.627 g, 3 mmol), 4 Å molecular sieves, and triethylamine (2.40 mL, 15 mmol) in dichloromethane (5 mL) was stirred at r.t for 48 hours. The reaction mixture was filtered through a celite bed, and the filtrate was concentrated under reduced pressure and purified by column chromatography (3.5% ethyl acetate/hexane) to give the title compound (0.42 g, 30% yield). 1HNMR (500 MHz, CDCl3): δ ppm 7.20 (m, 2H), 6.86 (d, J=7.45 Hz, 1H), 6.68 (m, 2H), 6.59 (d, J=8.6 Hz, 1H), 6.28 (s, 1H), 3.94 (s, 1H), 3.49 (s, 2H), 3.38 (s, 2H), 2.42 (s, 2H), 2.36 (s, 3H), 2.31 (d, J=5.45 Hz, 2H), 1.47 (s, 9H).

Provenance & Evidence