反应 #1509630

ord-c73695018c1e490f9a632ad48b961536

反应方程式

Cl.Cl.NCCCc1c[nH]c(N)n1
4-(3-amino-propyl)-1H-imidazol-2-ylamine dihydrochloride
CC(C)(C)OC(=O)n1cc(CCCC(=O)NC2CCCC2)nc1N
lysine methyl ester dihydrochloride
CC(C)(C)OC(=O)n1cc(CCCC(=O)NC2CCCC2)nc1N
2-amino-4-(3-cyclopentylcarbamoyl-propyl)-imidazole-1-carboxylic acid tert-butyl ester
Cl.Cl.NCCCCc1c[nH]c(N)n1
target compound 29
收率 18.0%
Cl.Cl.NCCCCc1c[nH]c(N)n1
4-(4-amino-butyl)-1H-imidazol-2-ylamine dihydrochloride
收率 18.0%

反应条件

详细条件
See reaction.notes.procedure_details.

实验过程

Using the same general procedure as used for the synthesis of 4-(3-amino-propyl)-1H-imidazol-2-ylamine dihydrochloride 16, 12.5 g of lysine methyl ester dihydrochloride 28 afforded 2.25 g (18%) of the target compound 29 as a yellow solid: 1H NMR (300 MHz, DMSO-d6) δ 6.09 (s, 1H), 4.96 (s, 2H), 2.56 (t, 2H, J=6.3 Hz), 2.27 (t, 2H, J=6.9 Hz), 1.35-1.51 (m, 4H); 13C NMR (100 MHz, DMSO-d6) δ 149.11, 132.29, 110.59, 40.75, 31.41, 26.62, 26.12; HRMS (ESI) calcd for C7H15N4 (MH+) 155.1291, found 155.1293.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08927029B2uspto-grants-2015_01