2-Morpholinoethylamine → HCID 68511474, compound

Participants

Reaction Steps

put a solution of 250 mg of methyl {6-[(2,6-dichlorobenzyl)oxy]-1H-benzimidazol-2-yl}carbamate and 178 mg of 2-morpholin-4-ylethanamine in 3 cm3 of 1-methylpyrrolidin-2-one in a microwave reactor. After the reactor has been sealed, it is put in the microwave cavity for 25 minutes at 125° C. The reaction mixture is then evaporated to dryness under reduced pressure (0.2 kPa) with a bath temperature of 85° C. The residue is taken up in 30 cm3 of water, then extracted three times with 180 cm3 of ethyl acetate. The combined organic phases are washed three times with 30 cm3 of water, dried over magnesium sulphate, filtered and evaporated under reduced pressure (2 kPa). After purification of the residue by silica-column flash chromatography [eluent: dichloromethane/methanol (90/10 by volume)], the product obtained is solidified in 20 cm3 of diethyl oxide, filtered, washed three times with 3 cm3 of diethyl oxide and dried under reduced pressure in the presence of potassium hydroxide. We obtain 241 mg of 1-{6-[(2,6-dichlorobenzyl)oxy]-1H-benzimidazol-2-yl}-3-(2-morpholin-4-ylethyl)urea in the form of a pink powder, which has the following characteristics:

Provenance & Evidence