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 (11.90 mg, 0.01 mmol) was added to 1 -methyl- 1H- pyrazol-5 -amine (87 mg, 0.89 mmol), Cs2C03 (291 mg, 0.89 mmol) and (5)-2-(2-chloro-5- methylpyrimidin-4-yl)-6-methyl-7-((6-(trifluoromethyl)pyridin-2-yl)methyl)-6,7- dihydroimidazo[l,2-a]pyrazin-8(5H)-one (Intermediate 77; 130mg, 0.30 mmol) in 1,4- dioxane (5 mL) under nitrogen. The resulting mixture was stirred at 100 ¡ãC for 4 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, product containing fraction were evaporated to afford a solid. This solid 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 0.1percent Formic acid) 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)pyridin-2-yl)methyl)-6,7-dihydroimidazo[l,2-a]pyrazin-8(5H)-one (Example 27; 100 mg, 67.5percent) as a white solid. lH NMR (300 MHz, DMSO, 23 ¡ãC) delta 1.20 (3H, d), 2.56 (3H, s), 3.70 (3H, s), 4.05-4.18 (1H, m), 4.37-4.41 (1H, m), 451-4.60 (2H, m),5.212 (1H, d), 6.30 (1H, d), 7.34 (1H, d), 7.76-7.83 (2H, m), 7.96 (1H, s), 8.06-8.11 (1H, m), 8.32 (1H, s). m/z (ES+), [M+H]+ = 498.
The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-pyrazol-5-amine. I believe this compound will play a more active role in future production and life.