反応 #75756

ord-1e07ecb7fa434e25b3d101317d2bb870

反応方程式

O=C=NC1CCCCC1
cyclohexyl isocyanate
CCCCc1nc2c(N)nc3cccnc3c2n1CCCCN
4-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butaneamine
CCCCc1nc2c(N)nc3cccnc3c2n1CCCCNC(=O)NC1CCCCC1
N-[4-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butyl]-N′-cyclohexylurea
収率 66.7%

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

Using the general method of Example 47, cyclohexyl isocyanate (61 μL, 0.48 mmol) was reacted with 4-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butaneamine (0.15 g, 0.48 mmole) to provide 0.14 g of N-[4-(4-amino-2-butyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)butyl]-N′-cyclohexylurea as a white solid. Analysis: Calculated for C24H35N7O: %C, 65.88; %H, 8.06; %N, 22.41. 1H NMR (300 MHz, CDCl3) δ 8.60 (dd, J=4.4, 1.4 Hz, 1H), 8.08 (d, J=8.5 Hz, 1H), 7.44 (dd, J=8.5, 4.4 Hz, 1H), 5.55 (br s, 2H), 4.92 (t, J=5.8 Hz, 1H), 4.82 (apparent t, J=7.8 Hz, 2 H), 4.13 (d, J=8.6 Hz, 1 H), 3.48 (m, 1 H), 3.35 (apparent q, J=6.4 Hz, 2H), 2.93 (apparent t, J=7.8 Hz, 2 H), 1.80-2.05 (m, 4H), 1.45-1.75 (m, 6 H), 1.2-1.4 (m 2 H), 1.0-1.2 (m, 2 H), 1.03 (t, 7.4 Hz, 3 H); HRMS (EI) calcd for C24H35N7O (M+) 437.2903, found 437.2903.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06699878B2uspto-grants-2004_03