Dicyclohexylcarbodiimide → HCID 131730148, compound

Participants

Reaction Conditions

Reaction Steps

18.9 g (0.1 mol) of N-t-Butyloxycarbonyl-N-methylglycine was dissolved in 300 ml of dichloromethylene. 20.6 g of N,N′-Dicyclohexylcarbodiimide was added into the reaction mixture. The mixture was stirred for 1 hour at 0° C. 32.2 g (0.1 mol) of 1-benzyl-1H-imidazo[4,5-c]quinolin-4-amine and 20 ml of triethylamine were added into the reaction mixture. The mixture was stirred for 3 hours at RT. The solid was removed by filtration. The dichloromethylene solution was washed with water (1×100 ml), 30% citric acid (1×100 ml), water (1×100 ml), 5% NaHCO3 (2×100 ml), and water (3×100 ml). The organic solution was dried over anhydrous sodium sulfate. Sodium sulfate was removed by filtration. The organic solution was evaporated to dryness. After drying, it yielded 33 g of the desired product (74.1%). Elementary analysis: C25H27N5O3; MW: 445.51; calculated % C, 67.40; H, 6.11; N, 15.72; O: 10.77. found % C, 67.35; H, 6.14; N, 15.70; O: 10.81.

Provenance & Evidence