HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Methoxy-2-methyl-4-phenyl-3-pyridin-2-ylisoquinolin-1(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Picolyl chloride | HCID 23393 | — |
| Reactant | 2-Benzyl-4-methoxy-N-methylbenzamide | HCID 22555927 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Methoxy-2-methyl-4-phenyl-3-pyridin-2-ylisoquinolin-1(2H)-one | HCID 11163675 | — |
Reaction Steps
n-BuLi (1.6 M in hexanes, 17.6 mL, 28 mmol) was added to a solution of amide 9 (3 g, 12 mmol) in THF (70 mL) at −78 C. After stirring for 30 min, 2-picolyl chloride.HCl (3.1 g, 8.8 mmol) was added. After stirring for 30 min the reaction mixture was quenched with water then warmed to room temperature. The reaction mixture was concentrated and the residue partitioned between water and EtOAc. The organic phase was dried (Na2SO4) and concentrated. The residue was purified by flash chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07781457B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-264d22103efe4d038a6fa708576f5363 |
| Source note | uspto-grants-2010_08 |