Trifluoroacetic acid → N-{3-[3-(Aminomethyl)phenyl]-2,6-dimethylthieno[2,3-b]pyridin-4-yl}-3-chlorobenzenesulfonamide

Participants

Reaction Steps

To a solution of 1,1-dimethylethyl {[3-(4-{[(3-chlorophenyl)sulfonyl]amino}-2,6-dimethylthieno[2,3-b]pyridin-3-yl)phenyl]methyl}carbamate (Example 70) (40 mg, 0.072 mmol) in DCM (2 mL) was added TFA (0.276 mL, 3.58 mmol) and the mixture stirred for 1 h. The mixture was then loaded onto an SCX cartridge and flushed with MeOH (3×5 mL) followed by 2M NH3 in MeOH (3×5 mL). The desired fractions were combined and concentrated and further purified by normal phase chromatography, eluting with a gradient of 0-20% 2M NH3 in MeOH in DCM, to give the title compound (2.8 mg). LCMS (A) m/z: 458 [M+1]+, Rt 0.96 min (basic).

Provenance & Evidence