ethyl 4-(quinolin-8-ylsulfonylamino)benzoate synthesis

Yield:208175-71-7 98%

Reaction Conditions:

Stage #1: quinoline-8-sulfonyl chloride;p-aminoethylbenzoate in pyridine;dichloromethane at 20; for 16 h;Inert atmosphere;
Stage #2: with hydrogenchloride in water;

Steps:

2 Synthesis of ethyl 4-(quinoline-8-sulfonamido)benzoate (90)

Synthesis of ethyl 4-(quinoline-8-sulfonamido)benzoate (90) To a solution of amine 88 (16 gm, 96.85 mmol) in a mixture (1:1) of DCM and pyridine, sulfonyl chloride 89 (27.56 gm, 121.07 mmol) was added at room temperature under N₂ atmosphere. The resulting mixture was allowed to stir for 16 hrs. After completion of reaction, the crude mixture was diluted with DCM, washed with water followed by 1N HCl. The organic layer was then dried over Na₂SO₄ and concentrated under reduced pressure to afford product 90 in 98% yields (34 gm).

References:

US2010/331307,2010,A1 Location in patent:Page/Page column 89