Hydrochloric Acid → HCID 69591931, compound

Participants

Reaction Steps

To a solution of 3-{4-[[3-(tetrahydro-pyran-2-yloxy)-benzyl]-(2,4,6-trimethylbenzenesulfonyl)-amino]-phenyl}-acrylic acid methyl ester in 0.5 mL MeOH and 0.2 mL methylene chloride was added HCl (0.78 mL of a 4.0M solution in 1,4-dioxane, 3.12 mmol) and triethylsilane (0.20 mL, 1.25 mmol). The reaction mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium bicarbonate was added and the aqueous solution was washed with methylene chloride. The organic layer was separated, dried (magnesium sulfate), and concentrated. Medium pressure silica gel chromatography (methylene chloride to 5% ethyl acetate/methylene chloride) afforded 0.050 g of 3-{4-[(3-hydroxy-benzyl)-(2,4,6-trimethyl-benzenesulfonyl)-amino]-phenyl}-acrylic acid methyl ester. MS 466.4 (M+1)+

Provenance & Evidence