Dichloromethane → HCID 22147956, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-iodo-1-(2-methoxyethoxymethyl)-5-nitro-1H-indazole (0.50 g, 1.32 mmol), phenyl boronic acid (0.22 g, 1.80 mmol), potassium phosphate (1.26 g, 5.94 mmol) and 1,1′-Bis(diphenylphosphino)ferrocenedichloropalladium(II), complex with dichloromethane (0.15 g, 0.18 mmol) was added dry dimethoxyethane (8.0 ml) and then heated at 85° C. for 18 hours. Ammonium chloride solution (30 ml, saturated aqueous) was added and extracted into ethyl acetate (3×30 ml). The combined organic extracts were dried (Na2SO4) and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (3% MeOH in DCM) to afford the title compound as a yellow solid (0.35 g, 81%). 1H NMR (400 MHz, CDCl3) δ 3.37 (3H, s), 3.51–3.53 (2H, m), 3.73–3.75 (2H, m), 5.93 (1H, s), 7.50–7.54 (1H, m), 7.57–7.61 (2H, m), 7.73 (1H, d), 7.98 (2H, dd), 8.37 (1H, dd), 9.00 (1H, s).

Provenance & Evidence