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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357584Generated: November 2, 2026

Potassium Carbonate → 4-Methyl-3-(1-(3-oxopiperazin-1-yl)phthalazin-6-yl)benzamide

https://huagongshe.com/reaction/2357584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 59544853—
Reactant4-(6-Bromophthalazin-1-yl)piperazin-2-oneHCID 68455278—
CatalystHCID 178418397HCID 178418397—
SolventDimethoxyethane ethanolHCID 20074477—
Product4-Methyl-3-(1-(3-oxopiperazin-1-yl)phthalazin-6-yl)benzamideHCID 6845235755.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-(6-bromophthalazin-1-yl)piperazin-2-one (0.1 g, 0.3 mmol), 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.09 g, 0.3 mmol), and tetrakis(triphenylphosphine)palladium (0.02 g, 0.02 mmol) in 5 mL DME/EtOH (4:1) was treated with 2M potassium carbonate (0.5 mL, 1.0 mmol). The mixture resulted was warmed up to 90° C. and stirred for 1 h under nitrogen. The mixture was cooled down to room temperature, and the crude product was purified via flash chromatography (silica gel) eluting with a gradient of 4% 2 M ammonia in MeOH/DCM to 6% 2 M ammonia in MeOH/DCM to give the title compound (60 mg) as a pale yellow solid. Found MS (ES+): 362(M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759337B2
Source datasetuspto-grants-2010_07
ORD IDord-23dcfc1281524dfc9abcfb8a0b603be7
Source noteuspto-grants-2010_07