Ethanolamine → HCID 69203581, compound

Participants

Reaction Steps

5′-(3-Furoylamino)-2′-methyl-1,1′-biphenyl-4-carboxylic acid (30 mg, 0.093 mmol), 2-hydroxyethylamine (5.7 mg, 0.093 mmol), HATU (35.5 mg, 0.093 mmol), HOBT (12.6 mg, 0.093 mmol) and DIPEA (48 μl, 0.28 mmol) in DMF (2 ml) were stirred at room temperature for 18 h. The reaction was diluted with ethyl acetate (150 ml), washed with water (2×30 ml) and dried (magnesium sulphate). The solvent was evaporated under vacuum and the residue chromatographed on a silica flash column eluting with DCM/methanol/triethylamine (96:2:2). Concentration of the product fractions under vacuum gave N-(4′-{[(2-hydroxyethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)-3-furamide (31.2 mg, 92%). NMR; δH [2H6]—DMSO 9.91,(1H, s), 8.49,(1H, t), 8.35,(1H, s), 7.92,(2H, d), 7.78,(1H, t), 7.67,(1H, dd), 7.59,(1H, d), 7.43,(2H, d), 7.27,(1H, d), 6.97,(1H, m), 4.73,(1H, t), 3.52,(2H, q), 3.35,(2H, m), 2.19,(3H, s). LCMS: retention time 2.72 min, MH+365.

Provenance & Evidence