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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466212Generated: November 3, 2026

Potassium Carbonate → HCID 71539516, compound

https://huagongshe.com/reaction/1466212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantIsobutyramideHCID 68424—
ReactantHCID 71539791HCID 71539791—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 71539516HCID 71539516—

Reaction Conditions

Temperature80 °C

Reaction Steps

5-(((3,5-Bis(trifluoromethyl)benzyl)(5-bromopyrimidin-2-yl)amino)methyl)-1-(tert-butyl)-N,N-bis(cyclopropylmethyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-6-amine (150 mg, 0.207 mmol) and isobutyramide (0.018 g, 0.207 mmol) were dissolved in 1,4-dioxane (5 ml) in a sealed tube to which 1,2-transdiaminocyclohexane (0.007 g, 0.062 mmol), and CuI (0.007 g, 0.078 mmol) were added. The reaction mixture was de-gassed for 15 min with argon. K2CO3 (0.057 g, 0.414 mmol) was added to the reaction mixture and it was further degassed with argon for 15 min. The reaction mixture was then stirred at 80° C. for 3 days. Thereafter the reaction mixture was diluted with DCM-MeOH (3:1) mixture (10 ml), filtered through celite. The filtrate was concentrated under reduced pressure; purified by column chromatography using 60-120 silica gel and 25% EtOAc in petroleum ether as the eluent to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000007B2
Source datasetuspto-grants-2015_04
ORD IDord-a3b350e6395d4e4d90223dea9663a536
Source noteuspto-grants-2015_04