HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-4-chloro-1-(difluoromethoxy)benzene → 4-[5-Chloro-2-(difluoromethoxy)phenyl]-2,5-dimethoxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-4-chloro-1-(difluoromethoxy)benzene | HCID 46311537 | — |
| Reactant | 2,5-Dimethoxypyridine-4-boronic acid | HCID 74890663 | — |
| Product | 4-[5-Chloro-2-(difluoromethoxy)phenyl]-2,5-dimethoxypyridine | HCID 117604904 | — |
Reaction Steps
417 mg (2.19 mmol, 1.2 eq.) of 2,5-dimethoxypyridin-4-ylboronic acid and 494 mg (1.82 mmol) of 2-bromo-4-chlorophenyl difluoromethyl ether in the presence of [1,1-bis(diphenylphosphino)ferrocene]palladium(II) chloride/dichloromethane monoadduct were reacted according to General Method 2A. The crude product was purified by flash chromatography (KP-SIL, petroleum ether/ethyl acetate 15-20%). Yield: 170 mg (purity 90%, 27% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434690B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-b32853877264485fa2c7fb370be08afb |
| Source note | uspto-grants-2016_09 |