4-(4-CHLORO-6-(2-(DIFLUOROMETHYL)-1H-BENZO[D]IMIDAZOL-1-YL)-1,3,5-TRIAZIN-2-YL)MORPHOLINE Chemical Properties

Melting point:

230-231 °C(Solv: ethanol (64-17-5))

Boiling point:

583.0±60.0 °C(Predicted)

Density 

1.65±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

1.53±0.10(Predicted)

Appearance

White to off-white Solid

4-(4-CHLORO-6-(2-(DIFLUOROMETHYL)-1H-BENZO[D]IMIDAZOL-1-YL)-1,3,5-TRIAZIN-2-YL)MORPHOLINE Usage And Synthesis

Synthesis

The reaction was carried out with 2-(difluoromethyl)-1H-benzo[d]imidazole (67.0 g, 400 mmol) and 2,4-dichloro-6-morpholino-1,3,5-triazine (94.0 g, 400 mmol) as raw materials in the presence of anhydrous potassium carbonate (221.1 g, 1600 mmol), stirred for 4 hours at room temperature in DMF (1.60 L). Upon completion of the reaction, the mixture was poured into water and a white precipitate was precipitated. The precipitate was collected by filtration and washed sequentially with DMF and acetone. Subsequently, the solid was dried under reduced pressure to afford the white crystalline product 4-(4-chloro-6-(2-(difluoromethyl)-1H-benzo[d]imidazol-1-yl)-1,3,5-triazin-2-yl)morpholine (131.5 g, 358.6 mmol) in 90% yield. Mass spectral analysis showed m/z: 366 (M+). 1H-NMR (CDCl3) data were as follows: δ 3.80-3.87 (4H, m), 3.94-4.01 (4H, m), 7.38-7.53 (2H, m), 7.58 (1H, t, J=54 Hz), 7.90 (1H, d, J=7 Hz), 8.42 (1H, d J=7Hz).

References

[1] Patent: US2007/244110, 2007, A1. Location in patent: Page/Page column 4
[2] Patent: WO2014/164942, 2014, A1. Location in patent: Paragraph 0206-0207
[3] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 2, p. 206 - 210
[4] Patent: WO2014/5182, 2014, A1. Location in patent: Page/Page column 40
[5] Patent: WO2011/114275, 2011, A1. Location in patent: Page/Page column 74

4-(4-CHLORO-6-(2-(DIFLUOROMETHYL)-1H-BENZO[D]IMIDAZOL-1-YL)-1,3,5-TRIAZIN-2-YL)MORPHOLINE(475111-38-7)Related Product Information

• TRIETAZINE-DESETHYL
• 4-(4-CHLORO-6-(2-(DIFLUOROMETHYL)-1H-BENZO[D]IMIDAZOL-1-YL)-1,3,5-TRIAZIN-2-YL)MORPHOLINE