反应详情

5′-Amino-N-(cyclopropylmethyl)-2′-methyl-1,1′-biphenyl-4-carboxamide (53 mg, 0.189 mmol) and 3-(2,5-dimethylpyrrol-1-yl)benzoic acid (122 mg, 0.57 mmol) were mixed in THF (5 ml) and the mixture shaken in a varian tube for 15 min at room temperature. Carbodiimde resin (500 mg) was added and shaking continued for 18 h. The solution was filtered off and concentrated under vacuum. The residue chromatographed on a silica gel flash column eluting with ethyl acetate/hexane (1:1) and the solvent evaporated under vacuum to give N-(4′-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)-3-(2,5-dimethylpyrrol1-yl)benzamide (75 mg, 74%). NMR; δH CDCl3 7.91,(1H, d), 7.83,(2H, d), 7.79,(1H, s), 7.71,(1H, s), 7.61-7.55,(2H, m), 7.49,(1H, s), 7.41,(3H, m), 7.29,(1H, d), 6.24,(1H, m), 5.92,(2H, s), 3.34,(2H, m), 2.23,(3H, s), 2.04,(6H, s), 1.08,(1H, m), 0.57,(2H, m), 0.29,(2H, m). LCMS: retention time 3.80 min, MH+478.

1. stirringshaking
2. waitcontinued for 18 h
3. filtrationThe solution was filtered off
4. concentrationconcentrated under vacuum
5. customThe residue chromatographed on a silica gel flash column
6. washeluting with ethyl acetate/hexane (1:1)
7. customthe solvent evaporated under vacuum