Synthetic Route of 35100-92-6, A common heterocyclic compound, 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine, molecular formula is C5H9N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 2.01 2- [ [2- [(1 ,5-Dimethylpyrazol-3-yl)aminol -5-(trifluoromethyl)-4-pyridyll aminol -N- methyl-benzamide l,5-Dimethylpyrazol-3-amine (50.6 mg, 0.45 mmol), 2-[[2-chloro-5- (trifluoromethyl)pyridin-4-yl] amino] -N-methylbenzamide (100 mg, 0.30 mmol), sodium te/t-butoxide (43.7 mg, 0.45 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (35.1 mg, 0.06 mmol) and bis(dibenzylideneacetone)palladium (27.8 mg, 0.048 mmol) were suspended in dioxane (3 mL) and the mixture heated at 1500C for 30 minutes in a microwave reactor. The mixture was allowed to cool to room temperature and then loaded onto an SCX column. The mixture was eluted first with MeOH and then with a solution of 7N NH3 in MeOH. Fractions containing product were combined and then evaporated. The residue was purified by preparative HPLC and fractions containing product were combined and evaporated to leave example 2.01 (28.4 mg, 23% yield); 1H NMR spectrum: (300 MHz, DMSO) delta 2.18 (3H, s), 2.77 (3H, d), 3.55 (3H, s), 5.93 (IH, s), 7.08 – 7.11 (IH, m), 7.52 – 7.55 (IH, m), 7.61 – 7.63 (2H, m), 7.69 – 7.72 (IH, m), 8.21 (IH, d), 8.64 (IH, q), 9.36 (IH, s), 10.25 (IH, s); Mass spectrum: m/z (ESI+) (M+H)+ = 405.07.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics