HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methoxy-N-methylisonicotinamide → 2-Phenyl-1-(pyridin-4-yl)ethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methoxy-N-methylisonicotinamide | HCID 3817473 | — |
| Reactant | HCID 178418336 | HCID 178418336 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Phenyl-1-(pyridin-4-yl)ethan-1-one | HCID 11041704 | 10.1% |
Reaction Steps
To a solution of N-methoxy-N-methylisonicotinamide (500 mg, 3.0 mmol) in anhydrous THF (10 mL) was added benzylmagnesium chloride (2 M in THF, 1.8 mL, 3.6 mmol) drop wise at −78° C. After being stirred at the temperature for 2 h, the reaction was quenched with NH4Cl aqueous solution, and extracted with EtOAc. The organic layer was dried over Na2SO4, concentrated in vacuo, and purified by column chromatography (PE:EtOAc=5:1) to give Intermediate 35 (60 mg, yield 10%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08741915B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-3ed2dd47041f421591166d67f9402598 |
| Source note | uspto-grants-2014_06 |