1,4-Dibromobutane → HCID 178431629, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of trans-4-[(4-methyl-1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-yl)oxy]cyclohexylamine (106 mg, 0.321 mmol), 1,4-dibromobutane (69.3 mg, 0.321 mmol), potassium carbonate (110 mg, 0.80 mmol) and N,N-dimethylacetamide (2.0 ml) was stirred at 80° C. for 2 hours. A 1N-aqueous sodium hydroxide solution (20 ml) was added to the reaction solution, followed by extraction with chloroform (20 ml) (twice). The extract solution was dried over magnesium sulfate and then concentrated to dryness, and the residue oil was purified by elution by a silica gel column chromatography (hexane/ethyl acetate=1:2→hexane/ethyl acetate/triethylamine=20:40:3) to obtain 4-methyl-5-[(trans-4-pyrrolidin-1-ylcyclohexyl)oxy]-1-tetrahydro-2H-pyran-2-yl-1H-indazole (67.1 mg, 55%).

Provenance & Evidence