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. 111196-81-7, name is 2-Chloro-5-ethylpyrimidine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Chloro-5-ethylpyrimidine
3-Hydroxypropylamine (5.62 mL, 73.5 mmol, 1.2 equiv. ) was dissolved in 250 mL of TMOF/MEOH (1: 5) (TMOF = TRIMETHYL ORTHOFORMATE) and then 2,4- bis (trifluoromethyl) benzaldehyde (14.83g, 61.2 mmol, 1.0 equiv. ) was added to this solution at room temperature with stirring. The resulting solution was stirred at rt for 6 hours and then cooled to 0C. NaBH4 was added to the cooled reaction solution in portions with vigorous stirring. After TLC indicated the reduction complete, the reaction mixture was concentrated under reduced pressure. The residue was diluted with 250 mL of ethyl acetate and washed with water, brine and then dried over NA2SO4. After removal of solvent, 17.1 g (93% yield) colorless oil was obtained as desired N-2,5- bis (trifluoromethyl) benzyl-3-hydroxypropylamine (1C). H NMR (400 MHz, CDCL3), 8 (ppm): 7.9 (s, 1H), 7.75 (M, 2H), 4.0 (s, 2H), 3.8 (t, 2H), 2.85 (t, 2H), 1.76 (M, 2H). To a high pressure flask was added intermediate (1C) (12.23g, 40.6 mmol, 1.0 equiv. ), 2-chloro-5-ethylpyrimidine (4.9 mL, 40.6 mmol, 1.0 equiv. ), triethylamine (11.3 mL, 81.2 mmol, 2.0 equiv. ) and 50 mL of toluene. After the flask was sealed, it was heated to 180C with stirring. After reaction at same temperature for 48 hours, the reaction mixture was cooled to room temperature and then diluted with 100 mL of ethyl acetate. The resulting solution was washed with water, brine and the dried over NA2S04.- After removal of solvent, the residue was purified by chromatography to give 7.7 g (46% yield) of product (LE) as bright brown SOLID. H NMR (400 MHz, CDC13), 8 (ppm): 8. 15 (s, 2H), 7.90 (s, 1H), 7.67 (d, 1H) 9 7.30 (d, 1H), 5.02 (s, 2H), 3.71 (m, 2H), 3.53 (m, 2H), 2.42 (Q, 2H), 1.75 (M, 2H), 1.15 (T, 3H).
The synthetic route of 111196-81-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; KALYPSYS, INC.; WO2004/92130; (2004); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia