2,4-dichloro-6-(trifluoromethyl)pyrimidine

Preparation of 2, 4-Dichloro-6-trifluoromethylpfrimidine (XXVII)6-Trifluormethyluracil (XXVI) (10.0 g, 55 mmol) was mixed with dry acetonitrile (50 mL). To this mixture was added N, N-dimethylaniline (6.5 mL, 51 mmol) and POClA mixture of 6-(Trifluoromethyl)uracil (3 g, 16.66 mmol), SOd2 (8 mL) and DMF (1 mL) was stirred at 80°C for 4 hrs and then cooled down to 0 °C. n-Hexane and crushed ice were added to the resulting mixture, followed by careful addition of NaHCO3 until CO2 had stopped evolving. The organic layer was separated, dried and carefully concentrated under reduced pressure with bath temperature below 35 °C, giving 2, 4-dichloro-6-(trifluoromethyl)pyrimidine (p44, 3.2 g, y= 88percent) as pale yellow oil used in the next stage without additional purification.1H NMR (CHLOROFORM-d): 6 ppm 7.67 (s, 1H)A mixture of 6-(Trifluoromethyl)uracil (3 g, 16.66 mmol), SOCI[00398] 6-Trifluromethyl uracil (3 g, 16.66 mmol) was taken in dry CHTo a stirred solution of compound 1(13 (150 mg 0.83 mm-oI) in DM F (5 niL) under argon atmosphere was added sulfurous diehloride (0-75 niL) in sealed tube at 0 C; the mixture was heated to 75 C and stirred -for 4 h. The reaction was monitored by TLC: afier completion of the reaction.. the reaction mixture was diluted with ice water (20 mL), neutralized with 10percent aqueous NaHCO3 solution (20 mL) and extracted with hexanes (2 x 30 mL). The combined organic extracts were dried over sodium sulfate. filtered and concentrated in voeno at 35 °C to affbrd compound 104 (100 mg) as colorless liquid. TLC: 10percent E.tOAc/ hexanes (Rp: OS); H-NMR (CDCL3, 500 MHz): 6 7.65 (s, 111).A mixture of compound 4 (23.0 g, 128 mmol), SOCI2 (100 ml.) and DMF (12 mi_) was stirred at refluxing for 4 hours, cooled to OExample 24: (4-Chloro-phenyl)-(2-chloro-6-trifluoromethyl-pyrimidin-4-yl)-amine [00215] 2, 4-Dichloro-6-trifluoromethyl-pyrimidine[00216] To 6-trifluoromethyl-pyrimidine-2, 4-diol (460 mg, 2.55 mmol), was added POCl

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:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes