HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloro-6-(pyridin-2-yl)pyridazine → 3-(6-Methylpyridin-2-yl)-6-(pyridin-2-yl)pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-6-(pyridin-2-yl)pyridazine | HCID 6417960 | — |
| Reactant | 2-Methyl-6-(tributylstannyl)pyridine | HCID 11463183 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(6-Methylpyridin-2-yl)-6-(pyridin-2-yl)pyridazine | HCID 6417969 | — |
Reaction Steps
The 3-(6-methylpyridin-2-yl)-6-(pyridin-2-yl)pyridazine 44 was prepared according to the general Stille coupling method, starting from a mixture of 2 g (5.23 mmol) of 6-methyl-2-tributylstannylpyridine 22, 666 mg (3.49 mmol) of 3-chloro-6-(pyridin-2-yl)pyridazine 8a, 208 mg (0.18 mmol) of tetrakis(triphenylphosphine)palladium(0) and 50 ml of freshly distilled toluene. The reaction medium is stirred at reflux for 18 h. The residue obtained is chromatographed on silica gel (eluent: ethyl acetate/petroleum ether=2/8). The coupling product 44 is isolated with a yield of 90%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034873B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-ab76b00be2fb410f8a234b5951c772bc |
| Source note | uspto-grants-2015_05 |