HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(Bromomethyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridine → Ethyl 3-cyclopropyl-3-(2-((6-(2-fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-yl)methoxy)pyridin-4-yl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(Bromomethyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridine | HCID 117759622 | — |
| Reactant | HCID 178471092 | HCID 178471092 | — |
| Catalyst | HCID 178418647 | HCID 178418647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 3-cyclopropyl-3-(2-((6-(2-fluoro-5-methoxyphenyl)-5-neopentylpyridin-3-yl)methoxy)pyridin-4-yl)propanoate | HCID 117760175 | 22.4% |
Reaction Steps
A mixture of 5-(bromomethyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridine (88 mg), ethyl 3-cyclopropyl-3-(2-hydroxypyridin-4-yl)propanoate (62 mg), silver carbonate (72.6 mg) and toluene (2.0 mL) 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 (28 mg) as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-3db89af0847a44c8afc0088aefab84c3 |
| Source note | uspto-grants-2015_11 |