Sources of common compounds: 4-Chloro-6-methyl-2-trifluoromethylpyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 1582-25-8.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1582-25-8, name is 4-Chloro-6-methyl-2-trifluoromethylpyrimidine, molecular formula is C6H4ClF3N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Formula: C6H4ClF3N2

To a mixture of 4-chloro-6-methyl-2-(trifluoromethyl)pyrimidine (2.27 g, 11.5 mmol) in methanol (30 mL) were added Pd(dppf)Cl2 (845 mg, 1.2 mmol) and TEA (11.6 g, 115.5 mmol). The mixture was stirred at 70 C for 16 h under CO atmosphere. The solids were filtered out and the filtrate was concentrated under vacuum. The residue was purified by chromatography to afford the title compound (250 mg, 10%).

With the rapid development of chemical substances, we look forward to future research findings about 1582-25-8.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 4-Chloro-6-methyl-2-trifluoromethylpyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 1582-25-8.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1582-25-8, name is 4-Chloro-6-methyl-2-trifluoromethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4-Chloro-6-methyl-2-trifluoromethylpyrimidine

Step A: (±)-tert-butyl-2-methyl-3-((6-methyl-2-(trifluoromethyl)pyrimidin-4-yl)amino)piperidine-1-carboxylate. To intermediate B-3 (135 mg, 0.63 mmol) in DMF (1.5 mL) was added Cs2CO3 (308 mg, 0.95 mmol) and 4-chloro-6-methyl-2-(trifluoromethyl)pyrimidine (149 mg, 0.76 mmol). The flask was then heated with an oil bath at 70 C. for 18 h. The reaction was allowed to cool to rt, diluted with H2O and extracted with EtOAc (2×). The combined organics were washed with brine and dried (Na2SO4). Silica gel chromatography ( EtOAc in hexanes) gave the title compound (111 mg, 47%). MS (ESI) mass calcd. for C17H25F3N4O2, 374.2; m/z found 275.2 [M+H-100]+. 1H NMR (CDCl3): 6.24 (s, 1H), 5.44 (s, 1H), 4.48-4.31 (m, 1H), 4.15-3.60 (m, 2H), 2.97-2.78 (m, 1H), 2.42 (s, 3H), 1.85 (s, 2H), 1.74-1.32 (m, 10H), 1.26 (d, J=7.0 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 1582-25-8.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Dvorak, Curt A.; Shireman, Brock T.; US2014/275095; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia