HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(Bromomethyl)-3-(2-fluoro-5-methoxyphenyl)-2-neopentylpyridine → Ethyl 3-cyclopropyl-3-(2-((5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)methoxy)pyridin-4-yl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(Bromomethyl)-3-(2-fluoro-5-methoxyphenyl)-2-neopentylpyridine | HCID 117760264 | — |
| Reactant | HCID 178471092 | HCID 178471092 | — |
| Catalyst | HCID 178418647 | HCID 178418647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 3-cyclopropyl-3-(2-((5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)methoxy)pyridin-4-yl)propanoate | HCID 117760063 | 76.7% |
Reaction Steps
Under a nitrogen atmosphere, to a solution of 6-(bromomethyl)-3-(2-fluoro-5-methoxyphenyl)-2-neopentylpyridine (200 mg) in toluene (3.0 mL) were added ethyl 3-cyclopropyl-3-(2-hydroxypyridin-4-yl)propanoate (141 mg) and silver carbonate (166 mg), and the mixture was heated under reflux for 3 hr. The reaction mixture was cooled to room temperature, and filtered. The solvent in the filtrate was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (218 mg) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-49e7c616b15b496e835f3b4db4410a52 |
| Source note | uspto-grants-2015_11 |