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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588635Generated: October 30, 2026

Water → HCID 86717327, compound

https://huagongshe.com/reaction/588635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-PyridinecarboxaldehydeHCID 10371—
ReactantLithium diisopropylamideHCID 2724682—
Reactant4,6-dichloro-3-phenylpyridazineHCID 2736076—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86717327HCID 86717327123.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 4,6-dichloro-3-phenyl-pyridazine (2.27 g, 0.01 mol) in dry THF (30 mL) was added pyridine-3-carbaldehyde (1.3 g, 0.012 mol). The reaction mixture was cooled down to −78° C. and a solution of LDA (2 N, 22 mL) was added dropwise, keeping the internal temperature below −50° C. The reaction mixture was stirred for 3 h, then water and ethyl acetate were added. Phases were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phases were dried (phase separator cartridge) and concentrated in vacuo. The residue was purified by column chromatography (silica gel, isohexane/ethyl acetate 9:1 to 8:2) yielding the title compound as a solid (4.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227976B2
Source datasetuspto-grants-2016_01
ORD IDord-5a0615ea84e347349d0ac9fe810c68f5
Source noteuspto-grants-2016_01