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4-chloro-2-methyl-6-phenylpyrimidine

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4-chloro-2-methyl-6-phenylpyrimidine Basic information
Product Name:4-chloro-2-methyl-6-phenylpyrimidine
Synonyms:4-chloro-2-methyl-6-phenylpyrimidine;Pyrimidine, 4-chloro-2-methyl-6-phenyl-
CAS:2915-15-3
MF:C11H9ClN2
MW:204.66
EINECS:
Product Categories:
Mol File:Mol File
4-chloro-2-methyl-6-phenylpyrimidine Structure
4-chloro-2-methyl-6-phenylpyrimidine Chemical Properties
Melting point 57-58 °C
Boiling point 324.5±22.0 °C(Predicted)
density 1.208±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-0.14±0.30(Predicted)
Safety Information
MSDS Information
4-chloro-2-methyl-6-phenylpyrimidine Usage And Synthesis
Synthesis
4-HYDROXY-2-METHYL-6-PHENYLPYRIMIDINE

62260-39-3

4-chloro-2-methyl-6-phenylpyrimidine

2915-15-3

Step 2: Synthesis of 4-chloro-2-methyl-6-phenylpyrimidine; A mixture of 2-methyl-6-phenylpyrimidin-4(3H)-one (15 g) with phosphorus trichloride (150 mL) was refluxed under nitrogen protection for 20 hours. Upon completion of the reaction, the excess phosphorous trichloride was removed by distillation. The residue was diluted with ethyl acetate (500 mL), washed sequentially with 10% sodium bicarbonate solution (100 mL), water and saturated saline, and the organic phase was dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by silica gel column chromatography (60-120 mesh) with petroleum ether/ethyl acetate (9:1, v/v) as eluent to afford the title compound 4-chloro-2-methyl-6-phenylpyrimidine 11 g (67% yield) as a light yellow solid. Melting point:57-59°C. Mass spectrum (MS): m/z measured value [M+H]+ 204.9. 1H NMR (400 MHz, DMSO-d6) δ: 2.50 (3H, s), 7.52-7.58 (3H, m), 8.08 (1H, s), 8.20-8.22 (2H, m).

References[1] Synthesis, 1993, # 5, p. 478 - 481
[2] Australian Journal of Chemistry, 1984, vol. 37, # 1, p. 155 - 163
[3] Patent: WO2007/65940, 2007, A1. Location in patent: Page/Page column 41
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 22, p. 6439 - 6442
4-chloro-2-methyl-6-phenylpyrimidine Preparation Products And Raw materials
Raw materials4,6-Dichloro-2-methylpyrimidine-->4-Hydroxy-2-methyl-6-phenylpyrimidine-->Phenylboronic acid-->Sodium bicarbonate-->Ethyl acetate
Tag:4-chloro-2-methyl-6-phenylpyrimidine(2915-15-3) Related Product Information
4-Chloro-6-phenylpyrimidine 4-(4-bromophenyl)-6-chloro-2-methylpyrimidine Pyrimidine, 4-chloro-2-methyl-6-(4-methylphenyl)- 4-chloro-6-(4-fluorophenyl)-2-methylpyrimidine Pyrimidine, 4-chloro-2-methyl-6-(3-methylphenyl)- 4-chloro-6-(3-fluorophenyl)-2-methylpyrimidine