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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092124Generated: October 26, 2026

Water → 2-[5-Bromo-6-oxo-4-{[(1r,2r,3r,5s)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]oxy}pyridazin-1(6h)-yl]-n-(pyridin-4-ylmethyl)acetamide

https://huagongshe.com/reaction/2092124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantBicyclo(3.1.1)heptan-3-ol, 2,6,6-trimethyl-, (1alpha,2beta,3alpha,5alpha)-HCID 99038—
Reactant2-(4,5-Dibromo-6-oxopyridazin-1(6H)-yl)-N-(pyridin-4-ylmethyl)acetamideHCID 59574387—
Solvent1,4-DioxaneHCID 31275—
Product2-[5-Bromo-6-oxo-4-{[(1r,2r,3r,5s)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]oxy}pyridazin-1(6h)-yl]-n-(pyridin-4-ylmethyl)acetamideHCID 684313543%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 2-(4,5-dibromo-6-oxopyridazin-1(6H)-yl)-N-(pyridin-4-ylmethyl)acetamide (50 mg, 0.124 mmol) and (1R,2R,3R,5S)-(−)-isopinocampheol (50 mg, 0.324 mmol) in 1,4-dioxane (2 mL), sodium hydride (15 mg, 0.313 mmol) was added at 0° C., and stirred at 100° C. for 5 days. After completion of the reaction, the reaction mixture was mixed with water and extracted with chloroform and ethyl acetate. The combined organic layer was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate) to give the desired product (1.7 mg, 3% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440666B2
Source datasetuspto-grants-2013_05
ORD IDord-c56953d6b35a44e2a5f9e7b82d1c8e60
Source noteuspto-grants-2013_05