Diisopropylethylamine → 2-[(2-Aminocyclopentyl)methylamino]-4-methoxyquinoline

Beteiligte Stoffe

Reaktionsschritte

(2-Aminocyclopentyl)methylamine (0.50 g, 0.00438 mol), 2-chloro-4-methoxyquinoline (0.85 g, 0.00438 mol) and N,N′-diisopropylethylamine (1 ml) were stirred together at 80° C. in a sealed tube for 16 h. After cooling the mixture was diluted in methanol then concentrated onto silica gel and purified by silica gel chromatography (5%, 10% then 20% (10% 880 aqueous ammonia in methanol) in dichloromethane) to give the title compound as a white gum (50:50 mixture of cis and trans isomers; 0.095 g, 8%). δH (CD3OD) 1.40-2.25 (7H, m, (CH2)3, CHCH2NH), 2.96-3.76 (3H, m, CHNH2, CH2NH), 4.02 (3H, s, OCH3), 6.02-6.23 (1H, 2s, 3-H), 7.13-7.95 (4H, m, ArH). MS (ES+) 272 (M+H).

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