Sodium Carbonate → HCID 9844427, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of Example 1E (55 mg), 4-methoxycarbonylphenylboronic acid (27.2 mg), and tris(dibenzylideneacetone)dipalladium (15 mg) in degassed dimethoxyethane (1.3 mL) was treated with 2N aqueous Na2CO3 (0.1 mL), heated to 70° C. for 20 hours, and concentrated. The concentrate was dissolved in dichloromethane (2 mL), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 1:1 hexanes/acetone to provide the desired product. MS (ESI(+)) m/e 411 (M+H)+; MS (ESI(−)) m/e 409 (M−H)−; 1H NMR (300 MHz, CDCl3) δ 8.00 (d, 2H), 7.61 (d, 2H), 7.55 (dd, 1H), 7.50 (t, 1H), 7.20 (dd, 1H), 6.0 (br t, 1H), 4.80 (m, 1H), 4.07 (t, 1H), 3.93 (s, 3H), 3.85-3.75 (dd, 1H), 3.60-3.50 (m, 2H), 2.05 (s, 3H).

Provenance & Evidence