Hydrochloric Acid → (E)-2-(2-methoxy-5-((2,4,6-trimethoxystyrylsulfonyl)methyl)pyridin-3-ylamino)acetic acid

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Reaction Steps

Sodium hydroxide (4 mg, ° Animal) was added to a solution of (E)-ethyl 2-(2-methoxy-5-((2,4,6-trim ethoxystyrylsulfonyl)methyl)pyridin-3-ylamino)acetate (19 mg, 0.04 mmol) in H2O (10 mL). The mixture was stirred at room temperature for 1 h. The residue was acidified by addition of 2M aq HCl and extracted with EtOAc (3×10 mL). The combined extracts was washed with brine, dried on MgSO4, and filtered. The residue was further purified by silica gel chromatography, eluting with PE/EtOAc (2:3, v/v) to afford pure product as a white solid (24.2 mg, 70%). 1H-NMR (CDCl3): δ 3.82 (s, 6H, 2×OCH3), 3.83 (s, 3H, OCH3), 3.85 (d, 2H, J=1.6 Hz, CH2), 3.90 (s, 2H, CH2), 3.96 (s, 3H, OCH3), 6.08 (s, 2H, Ph-H), 6.72 (s, 1H, Py-H), 7.02 (d, 1H, J=15.6 Hz, CH), 7.43 (s, 1H, Py-H), 7.78 (d, 1H, J=15.6 Hz, CH); HR-MS (ESI+) m/z: 451.1245 [M−H]−, C20H24N2O8S requires 452.1253.

Provenance & Evidence