HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(3-Formyl-pyridin-4-yl)-benzonitrile → 3-(3-[(4-Chloro-phenyl)-hydroxy-methyl]-pyridin-4-yl}-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(3-Formyl-pyridin-4-yl)-benzonitrile | HCID 59205208 | — |
| Reactant | HCID 178478191 | HCID 178478191 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3-[(4-Chloro-phenyl)-hydroxy-methyl]-pyridin-4-yl}-benzonitrile | HCID 59205193 | — |
Reaction Steps
To a solution of 3-(3-formyl-pyridin-4-yl)-benzonitrile (30 mg, 0.15 mmol) in THF (1.5 mL) at −78° C. was added 0.5 M 4-chlorophenylmagnesium bromide in THF (0.6 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-[(4-chloro-phenyl)-hydroxy-methyl]-pyridin-4-yl}-benzonitrile as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07671065B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-6519895192eb48039acc5e2be16e85cc |
| Source note | uspto-grants-2010_03 |