1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 1192-21-8
(R)-2-(2-Chloro-5-methylpyrimidin-4-yl)-6-m yl)methyl)-6,7-dihydroimidazo[l ,2-a]pyrazin-8(5H)-one (Intermediate 91 ; 187 mg, 0.43 mmol), 1 -methyl- lH-pyrazol-5-amine (104 mg, 1.07 mmol),Cs2C03 (279 mg, 0.86 mmol) and 2nd Generation XantPhos precatalyst (38.0 mg, 0.04 mmol) in 1 ,4-dioxane (5 mL) was stirred under an atmosphere of nitrogen at 1 10 ¡ãC for 16 hours. The solvent was removed by distillation under vacuum. The crude product was purified by flash silica chromatography, elution gradient 3 to 5percent MeOH in DCM. The product was further purified by preparative HPLC (XSelect CSH Prep C 18 OBD column, 5mu silica, 19 mm diameter, 150 mm length), using decreasingly polar mixtures of water (containing 0.01percent NH4HCO3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford (i?)-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 (1 12 mg, 52.6percent) as a white solid. lH NMR (400 MHz, DMSO, 20.9 ¡ãC) delta 1.22 (3H, d), 2.52 (3H, s), 3.35 (1H, s), 3.71 (3H, s), 4.13 (1H, ddd), 4.40 (IH, dd), 4.51 – 4.63 (2H, m), 5.22 (IH, d), 6.31 (IH, d), 7.34 (IH, d), 7.78 (IH, d), 7.84 (IH, d), 7.97 (IH, s), 8.10 (IH, t), 8.33 (IH, d), 9.24 (IH, s). m/z (ES+), [M+H]+ = 498.
Statistics shows that 1192-21-8 is playing an increasingly important role. we look forward to future research findings about 1-Methyl-1H-pyrazol-5-amine.