Réaction #1509630

Équation de réaction

4-(3-amino-propyl)-1H-imidazol-2-ylamine dihydrochloride

lysine methyl ester dihydrochloride

2-amino-4-(3-cyclopentylcarbamoyl-propyl)-imidazole-1-carboxylic acid tert-butyl ester

→

target compound 29

Rendement 18.0%

4-(4-amino-butyl)-1H-imidazol-2-ylamine dihydrochloride

Rendement 18.0%

Conditions de réaction

Mode opératoire

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.

Source