HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluoro-2-(tributylstannyl)pyridine → 5-[4-Fluoro-3-(3-fluoropyridin-2-yl)phenyl]-3-(3-fluoropyridin-2-yl)-[1,2,4]triazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluoro-2-(tributylstannyl)pyridine | HCID 16427150 | — |
| Reactant | 5-[4-Fluoro-3-(3-fluoropyridin-2-yl)phenyl]-3-methylsulfanyl-[1,2,4]triazine | HCID 22273590 | — |
| Product | 5-[4-Fluoro-3-(3-fluoropyridin-2-yl)phenyl]-3-(3-fluoropyridin-2-yl)-[1,2,4]triazine | HCID 10044357 | 12% |
Reaction Steps
5-[4-Fluoro-3-(3-fluoropyridin-2-yl)phenyl]-3-methylsulfanyl-[1,2,4]triazine (100 mg, 0.32 mmol) was coupled to 3-fluoro-2-tributylstannylpyridine (146 mg, 0.38 mmol) using the method described in Example 36 to give 5-[4-fluoro-3-(3-fluoropyridin-2-yl)phenyl]-3-(3-fluoropyridin-2-yl)-[1,2,4]triazine as a yellow solid (14 mg): δH (400 MHz, CDCl3) 7.38-7.46 (2H, m), 7.52-7.60 (2H, m), 7.64-7.70 (1H, m), 8.44-8.48 (1H, m), 8.54 (1H, dd, J 2.3, 6.7 Hz), 8.59-8.61 (1H, m), 8.71 (1H, d, J 4.3 Hz), 9.79 (1H, s); m/z (ES+) 366.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06969716B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-7589265253e642ddbfff332aa26af325 |
| Source note | uspto-grants-2005_11 |