3,4-Dichlorobenzaldehyde → 7-(3,4-dichlorophenyl)-N-(4-methoxyphenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-sulfonamide

Participants

Reaction Conditions

Reaction Steps

N-(4-Methoxyphenyl)-2-oxopropane-1-sulfonamide (100 mg, 0.41 mmol, from Step C), 3-methyl-1H-pyrazol-5-amine (40 mg, 0.41 mmol) and 3,4-dichlorobenzaldehyde (72 mg, 0.41 mmol) were dissolved in THF (6 mL), to which was added a catalytic amount of piperidine (3 drops). The reaction in a sealed tube was stirred at 70° C. for about 36 hrs. After cooling to rt., solvent was removed and crude product was purified by HPLC (acetonitrile-water, 5% to 95% gradient) to provide pure product 7-(3,4-dichlorophenyl)-N-(4-methoxyphenyl)-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-sulfonamide as a solid. LC-MS found: (M+1)+=479.21.

Provenance & Evidence