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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907281Generated: October 30, 2026

Potassium Carbonate → 6-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-2-(pyridin-4-ylmethyl)-1,2-dihydroisoquinoline-4-carboxylic acid, methyl ester

https://huagongshe.com/reaction/907281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 21914577—
Reactant6-Bromo-1-oxo-2-(pyridin-4-ylmethyl)-1,2-dihydroisoquinoline-4-carboxylic acid, methyl esterHCID 57551725—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product6-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-2-(pyridin-4-ylmethyl)-1,2-dihydroisoquinoline-4-carboxylic acid, methyl esterHCID 57551805—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of the product of step i) (0.7 g), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.565 g) and potassium carbonate (0.518 g) in degassed N,N-dimethylformamide (15 mL) was treated with tetrakis(triphenylphosphine)palladium(0) (0.25 g) and the mixture heated at 80° C. under nitrogen for 40 hours. The reaction mixture was concentrated to dryness and the residue purified (SiO2, 5% methanol in dichloromethane as eluent) to give the sub-title compound (0.70 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012979B2
Source datasetuspto-grants-2011_09
ORD IDord-fbe8a57d2b7e40d09abe50dc63e626cc
Source noteuspto-grants-2011_09