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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535484Generated: October 29, 2026

Sodium Carbonate → 4-(3,6-dihydro-2H-pyran-4-yl)phthalazin-1(2H)-one

https://huagongshe.com/reaction/535484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-chlorophthalazin-1(2H)-oneHCID 2775142—
Reactant3,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 11218053—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(3,6-dihydro-2H-pyran-4-yl)phthalazin-1(2H)-oneHCID 70976213—

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 4-chlorophthalazin-1(2H)-one (150 mg, 0.831 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (174 mg, 0.831 mmol), Na2CO3 (164 mg, 2.49 mmol) and Pd(PPh3)4 (47.8 mg, 0.042 mmol) in DMF (3 mL) and H2O (1 mL) was heated at 180° C. under microwave condition for 20 minutes. The mixture was diluted with EtOAc and washed with saturated aqueous NaHCO3, dried (Na2SO4), filtered, and concentrated to afford the title compound: MS (APCI) M/Z 229 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859549B2
Source datasetuspto-grants-2014_10
ORD IDord-266f0e53f35d44598d87afd0e3c18f7b
Source noteuspto-grants-2014_10