HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Toluidine → 3-(2-Bromo-pyridin-4-yloxy)-N-m-tolyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Toluidine | HCID 7934 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-(2-Bromo-pyridin-4-yloxy)-benzoic acid | HCID 58167936 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-Bromo-pyridin-4-yloxy)-N-m-tolyl-benzamide | HCID 58167919 | — |
Reaction Steps
A mixture of 3-(2-bromo-pyridin-4-yloxy)-benzoic acid (170 mg, 0.58 mmol), HATU (265 mg, 0.69 mmol), m-toluidine (93 mg, 0.87 mmol) and N,N-diisopropylethylamine (164 mg, 1.28 mmol) in anhydrous DMF (10 ml) was stirred at room temperature for 20 minutes. The mixture was poured into 100 ml of water. The precipitates were filtered, washed with water and dried in vacuo to give 3-(2-Bromo-pyridin-4-yloxy)-N-m-tolyl-benzamide as off-white solid. Yield: 150 mg, 68%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328103B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-a05ebef8b20e4f2ba0cce35ec129d045 |
| Source note | uspto-grants-2016_05 |