1-Methylpiperazine → HCID 91182712, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-cyano-1-[3-bromobenzyl]-1H-indole-2-carboxylic acid (2-hydroxy-cyclohexylmethyl)amide (prepared using 3-bromobenzyl bromide and 3-amino-2,2-dimethyl-1-propanol in a manner similar to that described in Example 35) (0.250 g, 0.54 mmol), tris(dibenzylidineacetone)dipalladium (125 mg, 0.014 mmol), 2-(dicyclohexylphosphine) biphenyl (9.6 mg, 0.027 mmol), potassium phosphate (1.44 g, 0.82 mmol) and N-methylpiperazine (64 mg, 0.64 mmol) in 1,2-dimethoxyethane (3 ml) were heated in a sealed Reactavial at 100° C. under nitrogen for 30 h. After cooling to ambient temperature, the mixture was filtered through dicalite and the resulting filtrate evaporated to dryness. Purification was fulfilled by chromatography on silica using DCM:methanol (19:1) as eluent, affording the title compound (0.021 g, 8%).

Provenance & Evidence