Reaktion #57590

ord-27a217f1dcb3412ea82ee388290e69b1

Reaktionsgleichung

O=C(O)c1cc2ccccc2o1
benzofuran-2-carboxylic acid
CC1(C)OB(c2ccc(N)cc2)OC1(C)C
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine
CC1(C)OB(c2ccc(NC(=O)c3cc4ccccc4o3)cc2)OC1(C)C
benzofuran-2-carboxylic acid [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amide
Ausbeute 83.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Amide coupling of 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 benzofuran-2-carboxylic acid [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amide in 83% yield. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.3 (s, 12 H) 7.4 (m, 1 H) 7.5 (m, 1 H) 7.7 (d, J=8.3 Hz, 2 H) 7.7 (dd, J=8.5, 0.9 Hz, 1 H) 7.8 (m, 4 H) 10.6 (s, 1 H)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07420001B2uspto-grants-2008_09