Application of 1192-21-8, The chemical industry reduces the impact on the environment during synthesis 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, I believe this compound will play a more active role in future production and life.
3rd Generation BrettPhos precatalyst (12.42 mg, 0.01 mmol) was added to (5)-2-(2-chloro- 5-methylpyrimidin-4-yl)-6-methyl-7-((6-(trifluoromethyl)pyrimidm dihydroimidazo[l,2-a]pyrazin-8(5H)-one (Intermediate 87; 120 mg, 0.27 mmol), 1-methyl- lH-pyrazol-5-amine (66.5 mg, 0.69 mmol) and CS2CO3 (179 mg, 0.55 mmol) in 1,4- dioxane (4mL) at 25¡ãC under nitrogen. The resulting mixture was stirred at 100 ¡ãC for 8 hours. The solvent was then removed under reduced pressure. The crude product was purified by flash silica chromatography, elution gradient 0 to 6percent MeOH in DCM. Pure fractions were evaporated to dryness to afford a yellow residue. This residue was purified further by preparative HPLC (XSelect CSH Prep C18 OBD column, 5mu silica, 19 mm diameter, 150 mm length), using decreasingly polar mixtures of water (containing 0.03percent NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford (5)-6-methyl-2-(5-methyl-2-((l-methyl-lH-pyrazol-5- yl)amino)pyrimidin-4-yl)-7-((6-(trifluoromethyl)pyrimidin-4-yl)methyl)-6,7- dihydroimidazo[l,2-a]pyrazin-8(5H)-one (Example 32; 60 mg, 43.9percent) as a white solid. H NMR (300 MHz, DMSO) delta 1.25 (d, 3H), 3.71 (s, 3H), 4.14 – 4.21 (m, 1H), 4.34 – 4.46 (m, 1H), 4.56 – 4.71 (m, 2H), 5.27 (d, 1H), 6.32 (d, 1H), 7.35 (d, 1H), 7.98 (s, 1H), 8.13 (d, 1H), 8.34 (s, 1H), 9.24 (s, 1H), 9.41 (s, 1H). m/z (ES+), [M+H]+ = 499.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-1H-pyrazol-5-amine, other downstream synthetic routes, hurry up and to see.