1-Chloroethyl chloroformate → (R)-5-(2-chloro-5-(3-fluoropyridin-2-yl)benzamido)-N-(morpholin-2-ylmethyl)-1-phenyl-1H-pyrazole-3-carboxamide

Participants

Reaction Steps

The title compound was prepared according to the method described for Example 3 using 5-(2-chloro-5-(3-fluoropyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylic acid (Example 105) and (S)-(4-benzylmorpholin-2-yl)methanamine. The residue was dissolved in DCM and treated with 1-chloroethyl chloroformate (37.2 μL, 0.192 mmol) and stirred at room temperature for 4 hours. The reaction was concentrated in vacuo, methanol (4 mL) was added, and the resulting solution stirred for 2 hours at 65° C. The reaction was concentrated in vacuo, and the residue purified by elution through an SCX cartridge followed by silica gel column chromatography eluting with 2% NH3(aq) and 8% propan-2-ol in dichloromethane.

Provenance & Evidence