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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357612Generated: October 26, 2026

Potassium Carbonate → N-cyclopropyl-3-(1-(ethylthio)phthalazin-6-yl)-4-methylbenzamide

https://huagongshe.com/reaction/2357612

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-(ethylthio)phthalazineHCID 68454892—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthyl AcetateHCID 8857—
SolventDimethoxyethane ethanolHCID 20074477—
ProductN-cyclopropyl-3-(1-(ethylthio)phthalazin-6-yl)-4-methylbenzamideHCID 68455798—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 6-bromo-1-(ethylthio)phthalazine (1.87 g), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.3 g, 0.9 mmol), and tetrakis(triphenylphosphine) palladium(0) (0.05 g, 0.05 mmol) in DME/EtOH (4:1) (5 mL) was treated with the 2 M aqueous solution of potassium carbonate (1 mL, 3 mmol). The mixture was heated at 90° C. for 1 h. The mixture was cooled, diluted with ethyl acetate (100 mL), washed with water (3×20 mL), brine 20 mL, dried over anhydrous Na2SO4, and concentrated in vacuo. The crude product was purified by chromatography eluting with 1-5% 2 M ammonia methanol/dichloromethane to give the title compound as pale yellow solid. Found MS(ES+): 364(M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759337B2
Source datasetuspto-grants-2010_07
ORD IDord-3a9e10be422e48c5a4eebc0a18a718f6
Source noteuspto-grants-2010_07