Sodium Carbonate → HCID 22147962, compound

Participants

Reaction Steps

A mixture of 2-bromo-6-methyl-4-nitroaniline (100 mg, 0.43 mmole), phenyl boronic acid (81 mg, 0.66 mmole), 2M Na2CO3(aq) (660 μL), Pd(PPh3)4 (4 mg, 0.0033 mmole) in DME(2.4 mL) containing 1.0:1.3 EtOH/H2O (1.4 mL) was placed in a microwave tube and degassed for 5 minutes. The tube was then capped and irradiated with microwaves (CEM Discover) for 20 minutes at 110° C. The crude reaction mixture was diluted with dichloromethane (10 mL) and washed with saturated NaHCO3 solution (3×20 mL). The organic layer was dried (MgSO4), filtered and concentrated in-vacuo to afford a crude solid, this was then purified further by flash chromatography (100% dichloromethane) to yield the desired pure (91 mg) as a bright yellow solid. 1H NMR (400 MHz, CDCl3) δ 2.25(3H, s), 4.42(2H, br s), 7.39(3H, m), 7.50(2H, m), 7.97(1H, s), 8.12(1H, s). MS (ES+): m/e=229, (ES−): m/e=227.

Provenance & Evidence