3,4-Dichlorobenzaldehyde → HCID 135463472, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(pyrrolidin-1-ylsulfonyl)propan-2-one (191 mg, 1.0 mmol), 3,4-dichlorobenzaldehyde (175 mg, 1.0 mmol), 3-methyl-1H-pyrazol-5-amine (97 mg, 1.0 mmol), piperidine (2 drops) and Ti(OPr-i)4 (2 drops) in 1,4-dioxane (4.0 mL) in a sealed tube was stirred at 80° C. for 24 hrs. Solvent was removed and the residue was purified by flash chromatography (silica gel, 0% to 50% ethyl acetate in hexane gradient) to provide 7-(3,4-dichlorophenyl)-2,5-dimethyl-6-(pyrrolidin-1-ylsulfonyl)-4,7-dihydropyrazolo[1,5-a]pyrimidine as a white solid. LC-MS found: (M+1)+=427.10. The two enantiomers were separated with ChiralPAK AS using 20% EtOH-MeOH(1:1) in heptane as mobile phase.

Provenance & Evidence