Acetic Acid → [3-(5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinolin-2-yl)-cyclohexyl]-carbamic acid benzyl ester

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Reaction Steps

As described in example 3D, [3-(4-amino-1-methyl-2-oxo-1,2-dihydro-quinolin-3-ylcarbamoyl)-cyclohexyl]-carbamic acid benzyl ester (0.22 g, 0.49 mmol) was heated in glacial acetic acid (5.30 g, 88.3 mmol) to give [3-(5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinolin-2-yl)-cyclohexyl]-carbamic acid benzyl ester (0.195 g, 92% yield). 1H-NMR (CDCl3): δ 8.18 (m, 1H), 7.51 (m, 2H), 7.34 (m, 7H), 5.10 (s, 2H), 3.84 (s, 3H), 2.48 (m, 1H), 2.17 (m, 3H), 1.92 (m, 1H), 1.72 (m, 3H), 1.53 (m, 1H), 1.13 (m, 2H). MS: calculated for C25H26N4O3+H 431.2; found: 431.0.

Provenance & Evidence