Quinoline → N-{2-Amino-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-4-yl}-3-chlorobenzenesulfonamide

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A mixture of 2-amino-4-{[(3-chlorophenyl)sulfonyl]amino}-6-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridine-5-carboxylic acid (Description 84) (388 mg, 0.770 mmol), copper (245 mg, 3.85 mmol) and quinoline (3 mL, 25.3 mmol) was heated at 200° C. for ca. 1 h. After cooling to RT, the mixture was purified by normal phase chromatography, eluting with a gradient of 50-70% ethyl acetate in cyclohexane followed by 10% MeOH in DCM, to give the title compound (127 mg). LCMS (A) m/z: 460 [M+1]+, Rt 1.10 min (acidic).

Provenance & Evidence