HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Tributylstannyl)pyridine → (5-Bromo-2-methoxy-phenyl)-[6-(2,4-difluoro-phenylamino)-pyridin-3-yl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Tributylstannyl)pyridine | HCID 607784 | — |
| Reactant | (5-Bromo-2-methoxy-phenyl)-[6-(2,4-difluoro-phenylamino)-pyridin-3-yl]-methanone | HCID 22349594 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | (5-Bromo-2-methoxy-phenyl)-[6-(2,4-difluoro-phenylamino)-pyridin-3-yl]-methanol | HCID 22349592 | 40% |
Reaction Steps
(5-Bromo-2-methoxy-phenyl)-[6-(2,4-difluoro-phenylamino)-pyridin-3-yl]-methanone (50 mg; 0.12 mmol), 2-tributylstannylpyridine (88 mg; 0.26 mmol) and PdCl2(PPh3)2 (25 mg; 0.035 mmol) are dissolved in xylene (2 ml) and refluxed for 4.5 hours. The reaction mixture is diluted with TBME and filtered through a bed of SiO2. The resulting solid is dissolved in ether, crystallized by adding hexanes and yields the title compound as yellowish crystals (20 mg; 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919336B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-eb634b211c0340a788a827a95486882f |
| Source note | uspto-grants-2005_07 |