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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357531Generated: November 2, 2026

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

https://huagongshe.com/reaction/2357531

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-chlorophthalazineHCID 22030424—
CatalystHCID 178478474HCID 178478474—
SolventTolueneHCID 1140—
Product3-(1-chlorophthalazin-6-yl)-N-cyclopropyl-4-methylbenzamideHCID 11848312—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 6-bromo-1-chlorophthalazine (0.11 g, 0.5 mmol), N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (0.1 g, 0.5 mmol), and dichloro[1,1′-bis(diphenylphosphino)ferrocene]dichloride palladium(II) dichloromethane adduct (0.02 g, 0.02 mmol) in toluene (5 mL) was treated with 2 M aq. potassium carbonate (0.7 mL, 1 mmol). The mixture was stirred at 90° C. After about 15 hr, the mixture was cooled to RT and purified by flash chromatography (silica gel) eluting with 1/1 hexanes/ethyl acetate to 6% 2 M ammonia in MeOH/DCM to give the title compound as yellow solid. MS (ES+): 338 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759337B2
Source datasetuspto-grants-2010_07
ORD IDord-1f65651756f945cd927a913d7dac8583
Source noteuspto-grants-2010_07