4-Chloro-2-methyl-6-(trifluoromethyl)pyrimidine

4-Chloro-2-methyl-6-(trifluoromethyl)pyrimidine 2-Methyl-6-trifluoromethyl-4H-pyrimidin-4-one of Example 4 (2.00 g, 11.2 mmol) was mixed with phosphorus oxychloride (10 mL) and N, N-dimethylaniline (2 mL), and refluxed for 3 h. The dark solution was poured into crushed ice and extracted with Et2 O. The organic layer was washed with H2 O (twice), dried over Na2 SO4, then evaporated to dryness to afford 2.00 g (91%) of an oil. TLC silica gel (hexane-EtOAc, 9:1) Rf 0.57.Adding ethyl ferulate to a three-neck bottle(0.02 mol) and cesium carbonate (0.024 mol), Add acetone (50 mL), A solution of methyl (S)-2-amino-4-((2-methoxyethyl)(4-(5, 6, 7, 8-tetrahydro-1, 8-naphthyridin-2-yl)butyl)amino)butanoate trihydrochloride (80 mg, 0.16 mmol), To a 25 mL three-necked round-bottomed flask equippedwith a magnetic stirrer, the key intermediate 2 (0.01 mol) dissolved in acetone (10 mL), K2CO3(0.02 mol), KI(0.01 mol), and 4-aminophenol (0.012 mol) were added (Chen et al. 2016). The reactions were reacted for 5-6 h atroom temperature, and the solvent was removed. The residuewas added with water; the precipitate formed was filtered offand recrystallized from ethanol to give the intermediates 3.4-((2-Methyl-6-(trifluoromethyl)pyrimidin-4-yl)oxy)aniline(3) White crystals; yield 60%; m.p. 151-152 C; 1H NMR(DMSO-d6, ppm) delta: 7.30 (s, 1H, pyrimidine-H), 6.95 (d, 2H, J = 8.7 Hz, Ph-H), 6.67 (d, 2H, J = 8.7 Hz, Ph-H), 5.21(s, 2H, NH2), 2.68 (s, 3H); 13C NMR (DMSO-d6, ppm) delta:171.55, 169.85, 156.70 (q, J = 43.4 Hz), 147.45, 142.18, 122.23, 114.96, 102.54, 25.60.

Molecular Weight:196.56
XLogP3:2.5
Hydrogen Bond Acceptor Count:5
Exact Mass:196.0015103
Monoisotopic Mass:196.0015103
Topological Polar Surface Area:25.8
Heavy Atom Count:12
Complexity:161
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes