3-Methyl-1-benzofuran-2-carboxylic acid → 3-Methyl-benzofuran-2-carboxylic acid [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amide
반응식
[CH3:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:11]([OH:13])=O.[CH3:14][C:15]1([CH3:29])[C:19]([CH3:21])([CH3:20])[O:18][B:17]([C:22]2[CH:27]=[CH:26][C:25]([NH2:28])=[CH:24][CH:23]=2)[O:16]1>>[CH3:20][C:19]1([CH3:21])[C:15]([CH3:14])([CH3:29])[O:16][B:17]([C:22]2[CH:27]=[CH:26][C:25]([NH:28][C:11]([C:3]3[O:4][C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=4[C:2]=3[CH3:1])=[O:13])=[CH:24][CH:23]=2)[O:18]1참가 물질
3
실험 절차
Amide coupling of 3-methyl-benzofuran-2-carboxylic acid with 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine was done according to Example 20, Step 4, to give 3-methyl-benzofuran-2-carboxylic acid [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amide in 55% yield. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.3 (s, 12 H) 2.6 (s, 3 H) 7.4 (m, 1 H) 7.5 (m, 1 H) 7.7 (m, 3 H) 7.8 (d, J=7.3 Hz, 1 H) 7.9 (d, J=8.6 Hz, 2 H) 10.5 (s, 1 H).