Dimethylformamide → HCID 57647294, compound

Participants

Reaction Conditions

Reaction Steps

[100 mg; 0.22 mmol] of 3-Methyl-N-{4-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-thiazol-2-yl}-butyramide was dissolved in 1 mL of dry DMF and to this solution was added [13.0 mg; 0.27 mmol] of sodium hydride (60% in oil dispersion) and the reaction was stirred at 40° C. for 10 minutes before addition of [21.5 uL; 37.37 mg; 0.22 mmol] of n-propyliodide, in one portion. The reaction was stirred for one hour more at 40° C. After reaction was determined to be complete, the solvent was removed under reduced pressure and residue triturated with methyl t-butyl ether and filtrate decanted away from oil. The trituration was performed again and the crude reaction mixture stirred overnight at ambient temperature, the material solidifies. The material was isolated via suction filtration and washed with more ether, again with petroleum ether and air dried. This provides a dark beige powder; 83 mg representing a 76% yield.

Provenance & Evidence