Dimethylamine → 4-(4-Chloro-2-fluoro-phenylamino)-7-(3-dimethylaminopropoxy)-6-methoxy-quinoline-3-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 1 g (2.38 mmol) of 4-(4-Chloro-2-fluoro-phenylamino)-7-(3-chloro-propoxy)-6-methoxy-quinoline-3-carbonitrile and 0.07 g of sodium iodide in 17.85 ml of 2M dimethylamine in tetrahydrofuran was placed in a sealed tube and heated to 125° C. for 3.5 hr. The solvent was removed and the residue was mixed with warm ethyl acetate and saturated sodium bicarbonate solution. The organic layer was separated and dried over magnesium sulfate. Solvent was removed and ether was added. One standing, the crystals were deposited giving 0.93 g of the tide compound as a white solid: mass spectrum (electrospray, m/e) M+H 428.9.

Provenance & Evidence