Acetyl chloride → HCID 57845576, compound

Participants

Reaction Steps

0.226 cm3 (1.62 mmol) of triethylamine and 0.058 cm3 (0.809 mmol) of acetyl chloride are added, at a temperature close to 20° C. under an argon atmosphere, to a solution of 0.20 g (0.809 mmol) of 2-amino-4-(6-nitropyridin-3-yl)-1H-pyrrole-3-carboxamide in 40 cm3 of tetrahydrofuran. After stirring for 3 hours at this temperature, the reaction medium is concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is diluted in 200 cm3 of ethyl acetate and then washed with 50 cm3 of water and 50 cm3 of a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 0.15 g of 2-acetylamino-4-(6-nitropyridin-3-yl)-1H-pyrrole-3-carboxamide in the form of a green powder. 1H NMR (400 MHz, (CD3)2SO, —δ in ppm) 2.11 (s, 3H); 6.90 (broad m, 2H); 6.95 (d, J=3.0 Hz, 1H); 8.13 (dd, J=2.5 and 8.5 Hz, 1H); 8.27 (d, J=8.5 Hz, 1H); 8.65 (d, J=2.5 Hz, 1H); 10.2 (s, 1H); 11.7 (broad m, 1H).

Provenance & Evidence