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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 707474Generated: October 26, 2026

Cesium carbonate → 8-[(4-Methoxyphenyl)methyl]-12-(3-methyl-6-oxopyridazin-1-yl)-3,5,6,8,10-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,10,12-pentaen-7-one

https://huagongshe.com/reaction/707474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
Reactant6-methylpyridazin-3(2H)-oneHCID 83346—
Reactant9-bromo-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-oneHCID 86705385—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
Product8-[(4-Methoxyphenyl)methyl]-12-(3-methyl-6-oxopyridazin-1-yl)-3,5,6,8,10-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,10,12-pentaen-7-oneHCID 8670538711.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

9-Bromo-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (75 mg, 0.19 mmol), 6-methylpyridazin-3(2H)-one (43 mg, 0.39 mmol), copper(I) iodide (44 mg, 0.23 mmol), dioxane (3 ml), trans-1,2-diaminocyclohexane (0.030 ml, 0.25 mmol) and cesium carbonate (152 mg, 0.47 mmol) were combined and heated at 120° C. for 12 hours in the microwave. The mixture was filtered and the residue was purified by HPLC to afford 9 mg (11%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09175010B2
Source datasetuspto-grants-2015_11
ORD IDord-d4c999a530154385b21fe8de5c8df8a5
Source noteuspto-grants-2015_11