Indium → HCID 86713127, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of indium powder (237 mg, 2.07 mmol) in AcOH (2 mL) was added 2-(2-fluoro-6-nitrobenzamido)acetic acid (50 mg, 0.21 mmol) at rt and stirred at 60° C. for 30 min. The reaction mixture was attained to rt and diluted with EtOAc (20 mL). The solution was stirred for 5 min and filtered through celite. The celite bed was washed with EtOAc (10 mL) and the combined organic layer was evaporated under reduced pressure. The residue was chromatographed over silica gel column using chloroform:methanol (70:30) as eluents to give the product as a pale brown color solid (32 mg, 73%), mp 188-192° C. 1H NMR (400 MHz, CDCl3+DMSO-d6): δ 7.80 (2H, br s), 7.04 (1H, dd, J=15.0, 7.8 Hz), 6.50 (1H, d, J=8.4 Hz), 6.27 (1H, t, J=9.4 Hz), 6.26 (1H, br s, exchangeable with D2O), 3.74 (2H, d, J=3.6 Hz); 13C NMR (100 MHz, CDCl3+DMSO-d6): δ 172.7, 164.3, 160.7 (d, J=242 Hz), 150.1 (d, J=6 Hz), 130.9 (d, J=12 Hz), 111.5, 106.4 (d, J=18 Hz), 101.2 (d, J=24 Hz), 43.0; LC-MS (negative ion mode): m/z 211 (M−H)−.

Provenance & Evidence