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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446046Generated: November 1, 2026

Cesium carbonate → 2-Bromo-3-(but-2-ynyl)-5-(4-methyl-quinazolin-2-ylmethyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one

https://huagongshe.com/reaction/1446046

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(Chloromethyl)-4-methylquinazolineHCID 241518—
Reactant2-Bromo-3-(but-2-ynyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-oneHCID 21947658—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Bromo-3-(but-2-ynyl)-5-(4-methyl-quinazolin-2-ylmethyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-oneHCID 16037778—

Reaction Conditions

Temperature80 °C

Reaction Steps

489 mg (1.5 mol) cesium carbonate were added to a solution of 300 mg (1.12 mmol) 2-bromo-3-(but-2-ynyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one and 344 mg (1.35 mmol) 2-chloromethyl-4-methyl-quinazoline in 4 ml of dimethylformamide and this mixture was stirred for 1 h under an argon atmosphere at 80° C. Then the mixture was diluted with 10 ml of water, the solution was cooled to approx. 10° C., the precipitate formed was suction filtered and dried and purified by column chromatography (silica gel; eluant: dichloromethane/ethanol 1:0->19:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07667035B2
Source datasetuspto-grants-2010_02
ORD IDord-15a0e34e8a40413a80ad63e486b217b5
Source noteuspto-grants-2010_02