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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505447Generated: October 27, 2026

Hydrochloric Acid → 6-Methoxy-2-methyl-4-phenyl-3-pyridin-2-ylisoquinolin-1(2H)-one

https://huagongshe.com/reaction/505447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPicolyl chlorideHCID 23393—
Reactant2-Benzyl-4-methoxy-N-methylbenzamideHCID 22555927—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product6-Methoxy-2-methyl-4-phenyl-3-pyridin-2-ylisoquinolin-1(2H)-oneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781457B2
Source datasetuspto-grants-2010_08
ORD IDord-264d22103efe4d038a6fa708576f5363
Source noteuspto-grants-2010_08