4,6-DICHLORO-2-TRIFLUOROMETHYLPYRIMIDINE,95+%

To the reaction flask was added phosphorus oxychloride 144.1 g, Stirring 2-trifluoromethyl-4, 6-dihydroxypyrimidine 36g, stirring, Cooling to 5 ~ 10 ° C dropping triethylamine 55.4 mL, dropwise warming to 100 ~ 105 ° C for 4 hours, After the control reaction qualified, the control 0 ~ 5 The reaction solution was added to ice water, after stirring, Then add dichloromethane and stir the layers, add methylene chloride in the aqueous phase to extract, combine the organic phases, wash, Filtration and drying gave the crude product. The crude product was distilled to collect the steamed product, 31.4 g of a colorless liquid, Yield 72.4percent, HPLC 99.9percent.Preparation of 4, 6-dichloro-2-trifluoromethylpyrimidine Sodium (13 g, 0.57 mol) was dissolved in ethanol (500 ml) and diethyl malonate (84 g, 0.53 mol) was added, followed by trifluoromethylformamidine (62 g, 0.55 mol). The mixture was heated under reflux for 12 hours. On cooling, the mixture was concentrated under reduced pressure, and the product was taken up in water. On acidification with concentrated HCl, the product precipitated and was collected. Yield: 27.5 g (28%). The precipitate (5.0 g, 0.028 mol) was suspended in triethylamine (20 ml) and was treated carefully with POCl3 (20 ml). After the exotherm had subsided, the reaction mixture was heated at 100 C. for 2 hours, and then cooled and poured onto ice. The product was extracted into diethyl ether, dried over Na2 SO4 and concentrated under reduced pressure. The final productproduct, 4, 6-dichloro-2-trifluoromethylpyrimidine, was obtained by bulb-to-bulb distillation. Yield: 3.2 g (52%); boiling point: 120 C./20 mmHg.A mixture of (5-phenoxy-lH-benzo[d]imidazol-2-yl)methanethiol (256 mg, 1 mmol), 4, 6- dichloro-2-(trifluoromethyl)pyrimidine (217 mg 1 mmol), and K2C03 (180 mg, 1.5 mmol) in DMF (10 mL) was stirred at rt for 2h. Excess solvent was evaporated under reduced pressure and to the remaining residue water (30 ml) was added and then extraction with DCM. The organic solvent was then dried over anhydrous MgS04 and evaporated under reduced pressure. The residue was purified by prep-HPLC using acetonitrile and water as eluent to afford the desired compound.A mixture of (5, 6-dichloro-lH-benzo[d]imidazol-2-yl)methanethiol (233 mg, 1 mmol), 4, 6- dichloro-2-(trifluoromethyl)pyrimidine (217 mg 1 mmol), and K2CO3 (180 mg, 1.5 mmol) in DMF (10 mL) was stirred at rt for 2h. Excess solvent was evaporated under reduced pressure and to the remaining residue water (30 ml) was added and then extraction with DCM. The organic solvent was then dried over anhydrous MgS04 and evaporated under reduced pressure. The residue was purified by prep-HPLC using acetonitrile and water as eluent to afford the desired compound. NMR (300 MHz, Acetone) d 11.80 (s, 1H), 8.03 (s, 1H), 7.73 (s, 2H), 4.87 (s, 2H). LC.MS: m/z 414.98 (M+H)+.To

Molecular Weight:216.97
XLogP3:3
Hydrogen Bond Acceptor Count:5
Exact Mass:215.9468879
Monoisotopic Mass:215.9468879
Topological Polar Surface Area:25.8
Heavy Atom Count:12
Complexity:153
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes