Dimethylformamide → HCID 23582475, compound

Participants

Reaction Steps

A mixture of 0.46 g (1.31 mmol) 5-(4-cyclopentyl-piperazin-1-yl)-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid 0.56 mL (6.6 mmol) oxalylchloride and 0.03 mL DMF in 30 mL DCM was stirred at room temperature for 1 h and evaporated to dryness. An aliquot containing 0.054 mmol of the intermediately built acid chloride was treated with 27 mg (0.27 mmol) triethylamine and 11.6 mg (0.16 mmol) pyrrolidine in 2 mL DCM during 16 h at room temperature. After evaporation of all volatiles the residue was taken up in a mixture of DMF/methanol/water/NEt3 and subjected to preparative HPLC purification on reversed phase eluting with a acetonitrile/water (0.05% NEt3) gradient. After evaporation of the product fractions 4.1 mg (14%) of the title compound was obtained.

Provenance & Evidence