p-Toluenesulfonic acid monohydrate → HCID 73297205, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide A14 (0.076 g, 0.225 mmol), 1-(difluoromethyl)-1H-pyrazol-4-amine A28 (0.030 g, 0.23 mmol) and p-toluenesulfonic acid monohydrate (0.004 g, 0.023 mmol) in 1,4-dioxane (4.0 mL) was stirred in a microwave reactor at 120° C. for 2 hours. The volatiles were evaporated in vacuo and the residue was purified by column chromatography (Biotage Isolera, 12 g SiO2 cartridge, 0-5% MeOH in DCM). Fractions containing suspected product were combined and the solvent removed in vacuo to give a residue that was purified further by column chromatography (Biotage Isolera, 12 g SiO2 cartridge, 0-60% EtOAc in petroleum benzine 40-60° C.). Fractions containing suspected product were combined, the solvent was removed in vacuo and the resulting solid purified by prep-LCMS to give the title compound 34 as a white solid (0.005 g, 5%). LCMS-B: rt 3.41 min; m/z 433 [M+H]+.

Provenance & Evidence