Methyl iodide → HCID 70664976, compound

Participants

Reaction Steps

250 mg (0.8 mmol) of 5-(2,2-Dimethyl-propionylamino)-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester are dissolved in 10 ml of acetone, 1.0 g (3.2 mmol, 4 eq) of caesiumcarbonate and 225 mg (1.6 mmol, 2 eq) of iodomethane are added and the resulting mixture is stirred overnight at RT. The mixture is filtrated, the solvent removed in vacuo and the crude product dissolved in 10 ml of ethanol and stirred overnight at RT after the addition of 1.6 ml (2 eq) of 1N NaOH solution. After evaporation of the solvent the residue is taken up in a mixture of 10 ml CH2Cl2 and 10 ml 0.1N HCl, the organic phase is separated, dried over Na2SO4 and the solvent removed in vacuo yielding 75 mg (31%) of 5-(2,2-Dimethyl-propionylamino)-1-phenyl-1H-pyrazole-3-carboxylic acid. This material is used in the amide coupling steps.

Provenance & Evidence