Hydrochloric Acid → 3-(4-tert-Butyl-phenyl)-N-(4-methanesulfonylamino-2-methoxy-5-vinyl-benzyl)-acrylamide

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Reaction Steps

To a ice-cooled solution of 4-methanesulfonylamino-2-methoxy-5-vinyl-benzylamine and HCl salt (220 mg, 0.73 mmol) prepared in the synthesis of Example 48 in methylene chloride was treated with trifluoroacetic acid (100 mg, 0.88 mmol)) for 1 hr, and then concentrated under reduced pressure. The part of the crude residue (50 mg, 0.13 mmol) was suspended in methylene chloride and treated with triethylamine followed by 3-(4-tert-butyl-phenyl)-acrylic acid (30 mg) and DMTMM (40 mg). The resulting mixture was stirred for 2 days at ambient temperature and concentrated under reduced pressure. The crude residue was column-chromatographed (hexane/ethylacetate=3/2) to yield a white solid (11 mg, 19%).

Provenance & Evidence