Hydrochloric Acid → HCID 23633475, compound

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Reaction Steps

To a solution of methyl 5-({[(1R)-1-(3-benzoylphenyl)ethyl]amino}sulfonyl)-2-furoate (0.1 g, 0.24 mmol) in glacial AcOH (10 mL) few drops of 37% HCl were added and the resulting solution was refluxed for 12 h. After cooling at room temperature solvents were evaporated under vacuum, the residue was diluted with a saturated solution of NaHCO3 (10 mL), washed with CHCl3 (2×5 mL), acidified to pH 1 by 37% HCl and extracted again with CHCl3 (2×5 mL). The collected organic extracts were dried over Na2SO4, filtered and evaporated under vacuum to give the pure compound 11 as a waxy solid (0.075 g, 78% yield). [α]D25 (c=0.5, CH2Cl2): −12°; 1H-NMR (CDCl3) δ 7.75 (d, 2H, J=7 Hz), 7.60 (d, 3H, J=7 Hz), 7.50-7.35 (m, 3H), 7.30 (m, 1H), 7.05 (d, 1H, J=7 Hz), 6.85 (d, 1H, J=7 Hz), 5.75 (bs, 1H, NH), 4.78 (q, 1H, J=7 Hz), 4.50 (bs, 1H, COOH), 1.57 (d, 3H, J=7 Hz).

Provenance & Evidence