HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Acetate → 7-(6-Methoxy-pyridin-3-yl)-5-(2-methyl-oxazol-5-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 2-Methyl-1,3-oxazole | HCID 12547675 | — |
| Reactant | 5-Chloro-7-(6-methoxy-pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine | HCID 86618028 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | 7-(6-Methoxy-pyridin-3-yl)-5-(2-methyl-oxazol-5-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine | HCID 68835987 | — |
Reaction Steps
A mixture of 5-Chloro-7-(6-methoxy-pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine, which may be produced similar to Example 1A but substituting 6-methoxy-pyridine-3-boronic acid for 3-pyridine boronic acid (300 mg, 1.09 mmol), 2-methyl-oxazole (450 mg, 5.4 mmol), [Pd(PPh3)4] (130 mg, 0.11 mmol), KOAc (534 mg, 5.45 mmol) and DMA (4 mL) was microwaved at 200° C. for 15 min. The cooled mixture was taken up in MeOH/CHCl3, filtered through Celite, and then the filtrate was pre-adsorbed on SiO2. Column chromatography (3% MeOH/CHCl3) gave a solid which was triturated with a 1:1 mixture of DCM/hexane. Filtration gave 7-(6-methoxy-pyridin-3-yl)-5-(2-methyl-oxazol-5-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07524860B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-f37c0f3b5bf241ce938ca83840669e6b |
| Source note | uspto-grants-2009_04 |