HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methyl-1-benzofuran-2-carboxylic acid | HCID 600591 | — |
| Reactant | 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2734620 | — |
| Product | 3-Methyl-benzofuran-2-carboxylic acid [4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amide | HCID 86599027 | 55% |
Reaction Steps
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).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07420001B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-198390a6d33d4b68ad7a39f661b84849 |
| Source note | uspto-grants-2008_09 |