Triethylamine → HCID 69056237, compound

Participants

Reaction Steps

0.171 cm3 (1.22 mmol) of triethylamine and 0.098 mg (0.61 mmol) of 3-cyclopentylpropionyl chloride are added, at a temperature close to 25° C., to a solution of 0.15 g (0.61 mmol) of 2-amino-4-(4-nitrophenyl)-1H-pyrrole-3-carboxamide in 25 cm3 of tetrahydrofuran. After stirring for 16 hours at this temperature, the reaction medium is concentrated to dryness under reduced pressure (2.7 kPa) to give a residue which is stirred in 40 cm3 of water and then extracted with three times 40 cm3 of ethyl acetate. The organic phase is washed with 80 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 0.218 g of 2-(3-cyclopentyl-propionylamino)-4-(4-nitrophenyl)-1H-pyrrole-3-carboxamide in the form of a green powder. 1H NMR (400 MHz, (CD3)2SO, —δ in ppm) 1.11 (m, 2H); from 1.42 to 1.65 (m, 6H); from 1.69 to 1.86 (m, 3H); 2.39 (t, J=8.0 Hz, 2H); from 6.17 to 8.50 (very broad m, 2H); 6.79 (d, J=2.5 Hz, 1H); 7.63 (d, J=9.0 Hz, 2H); 8.18 (d, J=9.0 Hz, 2H); 10.35 (broad s, 1H); 11.6 (broad s, 1H)

Provenance & Evidence