反应详情

A solution of 3-chloro-N-{2-methyl-3-[3-(methyloxy)phenyl]-6-oxo-6,7-dihydrothieno[2,3-b]pyridin-4-yl}benzenesulfonamide (Example 116) (150 mg, 0.325 mmol) in phenylphosphonic dichloride (1.5 mL, 10.72 mmol) was heated to 200° C. under a nitrogen atmosphere. The reaction mixture was cooled to RT, poured dropwise onto ice and left for ca. 30 min. The aqueous layer was extracted with DCM (ca. 25 mL×2), the combined organics passed through phase separator and the solvent removed in vacuo. The residue was then purified by normal phase chromatography, eluting with a gradient of 0-50% ethyl acetate in cyclohexane and then further purified by MDAP (acidic conditions), to afford the title compound (37 mg). LCMS (A) m/z: 479 [M+1]+, Rt 1.62 min (acidic).

1. additionpoured dropwise onto ice
2. extractionThe aqueous layer was extracted with DCM (ca. 25 mL×2)
3. customthe solvent removed in vacuo
4. customThe residue was then purified by normal phase chromatography
5. washeluting with a gradient of 0-50% ethyl acetate in cyclohexane
6. customfurther purified by MDAP (acidic conditions)