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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907277Generated: October 30, 2026

Potassium Carbonate → 2-Benzyl-6-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid, methyl ester

https://huagongshe.com/reaction/907277

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—
Reactant2-Benzyl-6-bromo-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid, methyl esterHCID 57551715—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product2-Benzyl-6-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid, methyl esterHCID 57551734—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of the product of step i) (0.37 g), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.29 g) [prepared as described in US2005020590] and potassium carbonate (0.27 g) in degassed N,N-dimethylformamide (8 mL) was treated with tetrakis(triphenylphosphine)palladium(0) (0.115 g) and the mixture heated at 80° C. under nitrogen for 24 hours. The reaction mixture was concentrated to dryness and the crude product purified (SiO2, 2% methanol in dichloromethane as eluent) to give the sub-title compound (0.44 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012979B2
Source datasetuspto-grants-2011_09
ORD IDord-b75a41df79fb4300adf84c185f5dce3b
Source noteuspto-grants-2011_09