Application of 134221-52-6 ,Some common heterocyclic compound, 134221-52-6, molecular formula is C7H7ClN2O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a stirred solution of 2-methyl-4-morpholin-4-yl-6-nitro-phenyl amine (0.290 g, 1.22 mmol) in methanol (40 mL) was added 10% palladium on carbon (180 mg) and the suspension flushed well with nitrogen, followed by hydrogen. The resulting suspension was stirred 8 hours at room temperature under an atmosphere of hydrogen (ca. 1 atm). The resulting suspension was filtered under nitrogen through a pad of Celite and washed with methanol (50 mL). This solution was cooled down to 0 C. and the 4-chloro-2,6-dimethoxy-pyrimidine-5-carbaldehyde (N. Ple et al. J. Heterocyclic Chem., 28, 283, 1991 (0.272 g, 1.34 mmol) in methanol (50 ml) was added and the reaction mixture as stirred exposed to air at 23 C. for 18 hours. MeOH was evaporated in vacuo and the crude material was purified on silicagel dry column using CH2Cl2: Isopropanol (9:1) to give the title compound as a yellow solid. (0.304 g, 64%), HPLC: 98% (220 nm), LCMS (+ESI, M+H+) m/z 390, IR (KBr, cm-1) 3421, 2955, 2854, 1602, 1540, 1385; 1H NMR (400 MHz, DMSO) delta 6.70 (br s, 2H), 3.87 (s, 3H), 3.80 (s, 3H), 3.63 (m, 4H), 2.94 (m, 4H), 2.34 (s, 3H);
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. 134221-52-6, 4-Chloro-2,6-dimethoxypyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Beaulieu, Francis; Marinier, Anne; Ouellet, Carl; Roy, Stephan; Wittman, Mark D.; US2005/54655; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia