Related Products of 1192-21-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
7-(2-Chloro-5 -methylpyrimidin-4-yl)-2-(2-methoxyethyl)-3 ,3 -dimethyl-3 ,4- dihydropyrrolo [1 ,2-a]pyrazin- 1 (2H)-one (48 mg, 0.14 mmol), i-methyl-i H-pyrazol-5 – amine (14.70 mg, 0.15 mmol) and cesium carbonate (90 mg, 0.28 mmol) were suspendedin tert-butanol (4 mL) and de-gassed for 10 minutes, then BrettPhos 3rd generation precatalyst (6.24 mg, 6.88 jimol) was added. The reaction was heated to 80 °C for 2 hours under nitrogen. The mixture was cooled to room temperature, diluted with EtOAc (50 mL), washed with saturated aqueous sodium bicarbonate (10 mL) and the layers separated. The aqueous portion was washed with ethyl acetate (50 mL) and the combined organics weredried (Na2SO4) and concentrated in vacuo to a yellow gum. The crude product was purified by preparative HPLC (Waters XBridge Prep C18 OBD column, Sji silica, 30 mm diameter, 100 mm length), using decreasingly polar mixtures of water (containing 1percent NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford 2-(2-methoxyethyl)-3 ,3 -dimethyl-7-(5 -methyl-2-(( 1-methyl-i H-pyrazol-5 – yl)amino)pyrimidin-4-yl)-3 ,4-dihydropyrrolo [1 ,2-a]pyrazin- 1 (2H)-one (44.0 mg, 78 percent) as an off white solid. ?H NMR (500 MHz, DMSO, 30 °C) 1.11 (6H, s), 2.11 – 2.14 (3H, m),3.08 (3H, s), 3.25 (2H, t), 3.38 (2H, t), 3.49 (3H, s), 3.93 (2H, s), 6.06 (1H, d), 7.01 (1H, d), 7.13 (1H, d), 7.38 (1H, d), 8.04 (1H, d), 8.87 (1H, s). m/z: ES+ [M+H]+ 410.
The synthetic route of 1-Methyl-1H-pyrazol-5-amine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; GRAHAM, Mark, Andrew; SWALLOW, Steven; JONES, Clifford, David; (282 pag.)WO2016/162325; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics