Adding a certain compound to certain chemical reactions, such as: 17228-38-5, name is N-Methyl-1H-benzo[d]imidazol-2-amine, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 17228-38-5, name: N-Methyl-1H-benzo[d]imidazol-2-amine
(5R,8aS)-3-Chloro-1 -(1 -methanesulfonyl-1 -methyl-ethyl)-5-methyl-5,6,8a,9- tetrahydro-8H-7,1 0-dioxa-2,4,4b-triaza-phenanthrene (1 .85 g), benzimidazole2-yl-methylamine (719 mg), tris(dibenzylideneacetone)dipalladium(0) (895 mg; 0.2 eq.) and dicyclohexyl-(2?,4?,6?-triisopropyl-biphenyl-2-yl)-phosphane (932 mg) were dissolved in dioxane (10 ml), lithium tert-butoxide (1,0 M solution in tetrahydrofuran) (6.8 ml, 1.4 eq) was added and the mixture was stirred for 1 h at 80 00. The reaction mixture was purified by chromatography(dichloromethane I methanol) to afford {1 -[(5R,8aS)-1 -(1 -Methanesulfonyl-1 -methyl-ethyl )-5-methyl -5,6 ,8a ,9-tetrahyd ro-8 H-7, 1 0-d ioxa-2 ,4 ,4b-triaza-phenanthren-3-yl]-1 H-benzimidazol-2-yl}-methyl-amine as a yellow solid (1 .18g); LCMS (method E): 0.50 mm (purity 98%); [MH+] 473.3 mlz; 1H NMR (500MHz, DMSO-d6) 6 8.19 (q, J = 4.8 Hz, 1 H), 8.00 (d, J = 7.6 Hz, 1 H), 7.28 -7.21 (m, 1 H), 7.07 (td, J = 7.6, 1 .2 Hz, 1 H), 6.97 (td, J = 7.7, 1 .3 Hz, 1 H), 4.63 (qd, J = 6.8, 2.9 Hz, 1 H), 4.43 (dd, J = 11 .0, 3.4 Hz, 1 H), 4.04 – 3.94 (m, 2H),3.88 (d, J= 11.6 Hz, 1H), 3.83 (dd, J= 11.1,9.2Hz, 1H), 3.70 (dd, J 11.6,3.2 Hz, 1 H), 3.22 -3.15 (m, 1 H), 3.05-3.01 (m, 6H), 1.84 (5, 3H), 1.81(s, 3H), 1 .35 (d, J = 6.8 Hz, 3H)and (1 H-Benzimidazol-2-yl)-[(5R,8aS)-1 -(1 -methanesulfonyl-1 -methyl-ethyl)-5- methyl-5,6,8a,9-tetrahydro-8H-7, 1 0-dioxa-2,4,4b-triaza-phenanthren-3-yl]-methyl-amine as a beige solid (722 mg); LCMS (method E): 0.53 mm (purity94%);[MH+]473.3m/z; 1H NMR (400 MHz, DMSO-d6)o 12.40(s, 1H),7.45-7.38 (m, 1 H), 7.34 – 7.27 (m, 1 H), 7.11 – 7.00 (m, 2H), 4.67 (qd, J = 6.5, 2.7Hz, 1 H), 4.38 (dd, J = 11 .0, 3.5 Hz, 1 H), 3.99 – 3.89 (m, 2H), 3.82 (d, J = 11.5Hz, 1 H), 3.76 (dd, J = 11 .0, 8.8 Hz, 1 H), 3.72 (s, 3H), 3.65 (dd, J = 11.7, 3.3 Hz, 1H), 3.15 (t, J= 11.8 Hz, 1H), 3.04 (s, 3H), 1.83 (s, 3H), 1.81 (s, 3H), 1.29(d, J = 6.8 Hz, 3H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Methyl-1H-benzo[d]imidazol-2-amine, and friends who are interested can also refer to it.
Reference:
Patent; MERCK PATENT GMBH; BURGDORF, Lars; DORSCH, Dieter; TSAKLAKIDIS, Christos; (189 pag.)WO2017/202748; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem