Butyric Acid → HCID 44578403, compound
Reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:21])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([NH:16][CH2:17][CH:18]3[CH2:20][CH2:19]3)=[O:15])=[CH:10][CH:9]=2)[CH:7]=1.[C:22](O)(=[O:26])[CH2:23][CH2:24][CH3:25]>C1COCC1>[CH:18]1([CH2:17][NH:16][C:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]3[C:5]([CH3:21])=[CH:4][CH:3]=[C:2]([NH:1][C:22](=[O:26])[CH2:23][CH2:24][CH3:25])[CH:7]=3)=[CH:9][CH:10]=2)=[O:15])[CH2:20][CH2:19]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5′-Amino-N-(cyclopropylmethyl)-2′-methyl-1,1′-biphenyl-4-carboxamide (30 mg, 0.11 mmol) and butyric acid (22.0 mg, 0.25 mmol) were mixed in THF (3 ml). Carbodiimde resin (295 mg, 0.31 mmol) was added and shaking continued for 72 h. The reaction was filtered, the resin washed with THF and methanol and the combined filtrate and washings filtered through an SPE (SCX), to give, after evaporation of the solvent under vacuum, N-(4′-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)butyramide. NMR; δH [2H6]—DMSO 9.85,(1H, s), 8.60,(1H, t), 7.91,(2H, d), 7.50-7.49,(2H, m), 7.40,(2H, d), 7.21,(1H, d), 3.16,(2H, t), 2.25,(2H, t), 2.15,(3H, s), 1.59,(2H, m), 1.04,(1H, m), 0.89,(3H, t), 0.43,(2H, m), 0.24,(2H, m). LCMS: retention time 3.14 min, MH+351.