Hydrochloric Acid → HCID 178423772, compound

Participants

Reaction Conditions

Reaction Steps

1-(Tetrahydro-2H-pyran-2-yl)-N-(1-(tetrahydro-2H-pyran-2-yl)-3-(1-(tetrahydro-2H-pyran-2-yl)-5-p-tolyl-1H-pyrazol-3-ylcarbamoyl)-1H-pyrazol-5-yl)-5-p-tolyl-1H-pyrazole-3-carboxamide (28 mg, 0.04 mmol) was suspended in anhydrous THF (500 μL) and borane dimethylsulfide complex (26 μL, 0.27 mmol) was added dropwise. The reaction mixture was stirred under reflux for 16 hrs. The reaction mixture was then cooled down to 0° C. and MeOH (50 μL) was added and the mixture was stirred for 10 min. Concentrated hydrochloric acid (12 N) was added until pH<2 was obtained The resulting mixture was stirred at 50° C. for 16 hrs. The mixture was cooled to room temperature and the solvent was evaporated. The residue was resuspended in THF and the precipitate was filtrated and washed with cold THF. 5-p-Tolyl-N-((5-((5-p-tolyl-1H-pyrazol-3-yl)methylamino)-1H-pyrazol-3-yl)methyl)-1H-pyrazol-3-amine was obtained as a white solid.

Provenance & Evidence