4-Toluenesulfonyl chloride → HCID 86610854, compound

Participants

Reaction Steps

p-Toluenesulphonyl chloride (3.0 g, 15.7 mmol) was added to a mixture of 6-hydroxymethyl-2-{2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidin-1-yl}-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidine (Example 80) (3.13 g, 7.49 mmol), triethylamine (2.5 ml, 18 mmol) in anhydrous THF (50 ml). The resulting mixture was stirred at ambient temperature for 1 hour then heated at reflux for 4 hours. The volatiles were removed by evaporation and the residue dissolved in water and extracted with DCM. The organic extracts were combined and the solvent removed by evaporation. The residue was purification by chromatography on silica gel, eluting with DCM (100%) and then with diethylether (100%) to give the title compound (contaminated with 31% of the 6-chloromethyl derivative) (1.69 g, 31%).

Provenance & Evidence