Cesium carbonate → 4-(4-Benzenesulfonylphenylamino)-quinazoline-6-carboxylic acid methoxymethylamide

Participants

Reaction Conditions

Reaction Steps

4-Chloroquinazoline-6-carboxylic acid methoxymethylamide (XIV-1, 550 rag), 611 mg of 4-benzenesulfonylphenylamine, 49 mg of palladium (II) acetate, 190 mg of Xant phos and 997 mg of cesium carbonate were added to 1,4-dioxane (30 ml), and the interior of a reaction vessel was replaced with a nitrogen gas, followed by stirring at 100° C. for 2.5 hours. The reaction mixture was filtrated with Celite, and water was added to the filtrate, followed by extraction with ethyl acetate. The organic layer was washed with aqueous saturated sodium chloride solution, and dried over sodium sulfate. The filtrated was concentrated, and the residue was purified by silica gel column chromatography (eluting with ethyl acetate:methanol=95:5) to obtain 4-(4-benzenesulfonylphenylamino)-quinazoline-6-carboxylic acid methoxymethylamide (XI-3, 651 tag) as a pale yellow solid.

Provenance & Evidence