Morpholine → HCID 57657247, compound

Participants

Reaction Steps

3-[4-Amino-2-ethyl-1-(2-hydroxy-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-7-yl]propanoic acid (500 mg, 1.4 mmol), chloroform (100 mL) and 1-hydroxybenzotriazole (575 mg, 4.26 mmol) were combined and then stirred for 30 minutes. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide (1.00 g, 5.2 mmol) was added and the reaction was stirred for 30 minutes. Morpholine (10 mL) was added in one portion. After 4 hours, 1% aqueous sodium carbonate (100 mL) was added and the mixture was stirred. The fractions were separated and the organic fraction was sequentially washed with 1% aqueous sodium carbonate (50 mL), dried (MgSO4), filtered, and concentrated to a white solid. Recrystallization from acetonitrile provided 225 mg of 3-[4-amino-2-ethyl-1-(2-hydroxy-2-methyl-propyl)-1H-imidazo[4,5-c]quinolin-7-yl]-1-(morpholin-4-yl)propan-1-one as a white solid, mp 237-239° C.

Provenance & Evidence