Reaction #69007

Reaction equation

2-chloro-4-methoxypyrimidine

4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline

→

4-methoxy-N-(4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl)pyrimidin-2-amine

Solvents

ethoxyethanol

water

EtOAc

Conditions

Workup

1. 1
   Temperaturecooled
2. 2
   OtherThe layers were separated
3. 3
   Extractionthe aqueous layer was extracted with EtOAc (4×)
4. 4
   DryingThe combined organics were dried (MgSO4)
5. 5
   Concentrationconcentrated
6. 6
   Otherto give a near colorless solid which
7. 7
   Otherwas used without further purification

Procedure

To a solution 2-chloro-4-methoxypyrimidine (2 g, 13.8 mmol) in ethoxyethanol (50 mL) was added 4-(3-methyl-1H-1,2,4-triazol-1-yl)aniline (1.7 g, 10.6 mmol). The reaction was warmed to 75° C. for 16 h, cooled, and diluted with water and EtOAc. The layers were separated, and the aqueous layer was extracted with EtOAc (4×). The combined organics were dried (MgSO4), and concentrated to give a near colorless solid which was homogeneous by analytical HPLC analysis and was used without further purification.

Source