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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036071Generated: October 30, 2026

Potassium Carbonate → 1'-[6-(3-Methyl-1,2,4-thiadiazol-5-yl)pyridazin-3-yl]-2,3-dihydrospiro[indene-1,4'-piperidine]

https://huagongshe.com/reaction/2036071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-6-(3-methyl-1,2,4-thiadiazol-5-yl)pyridazineHCID 10921829—
Reactant2,3-Dihydrospiro[indene-1,4'-piperidine] hydrochlorideHCID 22509327—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1'-[6-(3-Methyl-1,2,4-thiadiazol-5-yl)pyridazin-3-yl]-2,3-dihydrospiro[indene-1,4'-piperidine]HCID 8663999860.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

3-Chloro-6-(3-methyl-1,2,4-thiadiazol-5-yl)pyridazine (51 mg), 2,3-dihydrospiro[indene-1,4′-piperidine] hydrochloride (78 mg) and potassium carbonate (70 mg) were suspended in N,N-dimethylformamide (3 mL), and the suspension was stirred at 80° C. overnight. The mixture was cooled to room temperature, diluted with ethyl acetate, and washed twice with aqueous sodium hydrogen carbonate solution. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (15% ethyl acetate/hexane to 50% ethyl acetate/hexane) and recrystallized from hexane/ethyl acetate to give the object product (53 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575167B2
Source datasetuspto-grants-2013_11
ORD IDord-4e0355b16b984d69b678132c3e425198
Source noteuspto-grants-2013_11