tert-Butyl piperazine-1-carboxylate → HCID 68817460, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-chloro-4-(5-methyl-1H-pyrazol-3-ylamino)-2-[2-{3-(pyrid-2-yl)isoxazol-5-yl}pyrrolidin-1-yl]pyrimidine (Example 17) (250 mg, 0.6 mmol) and N-(tert-butoxycarbonyl)piperazine (222 mg, 6.0 mmol) in 1,4-dioxane (4 ml) was heated at 160° C. in a sealed vessel under microwave irradiation for 90 minutes. The crude reaction 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). Product containing fractions were combined and passed through an isolute SCX-2 ion exchange column. The column was eluted with methanol to elute any neutrals, followed by 7M methanolic ammonia to elute the product. The solvent was removed by evaporation to afford the desired product (85 mg, 25%) as a white solid.

Provenance & Evidence