HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(3-Formyl-pyridin-4-yl)-benzonitrile → 3-{3-[(3-Fluoro-4-methyl-phenyl)-hydroxy-methyl]-pyridin-4-yl}-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(3-Formyl-pyridin-4-yl)-benzonitrile | HCID 59205208 | — |
| Reactant | HCID 178426143 | HCID 178426143 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-{3-[(3-Fluoro-4-methyl-phenyl)-hydroxy-methyl]-pyridin-4-yl}-benzonitrile | HCID 59205215 | — |
Reaction Steps
To a solution of 3-(3-formyl-pyridin-4-yl)-benzonitrile (41 mg, 0.20 mmol) in THF (2 mL) at −78° C. was added 0.5 M 3-fluoro-4-methylphenylmagnesium bromide in THF (0.8 mL). The reaction mixture was quenched with ammonium chloride and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, concentrated, and the residue purified by flash chromatography eluted with 5% methanol in dichloromethane to yield 3-{3-[(3-fluoro-4-methyl-phenyl)-hydroxy-methyl]-pyridin-4-yl}-benzonitrile as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790895B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-f60b047d76384ce5825c3e935175c2e9 |
| Source note | uspto-grants-2010_09 |