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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2116782Generated: October 31, 2026

Sodium Carbonate → HCID 58699918, compound

https://huagongshe.com/reaction/2116782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(3R)-3-Aminopiperidine, 3-BOC protectedHCID 1514172—
Reactant3-(Boc-amino)piperidineHCID 4233041—
Reactant2-Bromo-3-(but-2-ynyl)-5-(4-methyl-quinazolin-2-ylmethyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-oneHCID 16037778—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 58699918HCID 58699918—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 240 mg (0.57 mmol) 2-bromo-3-(but-2-ynyl)-5-(4-methyl-quinazolin-2-ylmethyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one and 140 mg (0.70 mmol) tert-butyl (R)-piperidin-3-yl-carbamate in 4 ml dimethylsulphoxide was combined with 95 mg (0.90 mmol) sodium carbonate and stirred for 3 h at 80° C. Then another 50 mg tert-butyl piperidin-3-yl-carbamate was added and the mixture was stirred for a further 2 h at 80° C. After cooling to ambient temperature the mixture was combined with 10 ml of water and stirred for 30 minutes. The product thus precipitated was suction filtered, washed with 5 ml of water and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07439370B2
Source datasetuspto-grants-2008_10
ORD IDord-1ca4bf476dcb43afb19f13795d7188a2
Source noteuspto-grants-2008_10