Ethylene Glycol → HCID 68813138, compound

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (60% dispersion in oil, 71 mg, 1.78 mmol) was added to ethylene glycol (4 ml) and the mixture stirred for 5 minutes. S-6-Chloro-2-{2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidin-1-yl}-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidine (Example 143) (160 mg, 0.35 mmol) was added and the mixture heated at 150° C. in a sealed vessel under microwave irradiation for 45 minutes. The crude mixture was purified by reverse phase HPLC using a C18 column eluting with water/acetonitrile/TFA (95:5:0.2 decreasing in polarity to 0:100:0.2). The product containing fractions were poured onto a 20 g SCX-2 column, eluting with methanol then with 2N methanolic ammonia to elute the product. The solvent was removed by evaporation to give the title compound (23 mg, 14%) as a pale yellow powder.

Provenance & Evidence