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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529693Generated: October 29, 2026

1,4-Dioxane → HCID 86726465, compound

https://huagongshe.com/reaction/529693

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantTripotassium phosphate trihydrateHCID 18407952—
ReactantHCID 86726464HCID 86726464—
ReactantHCID 86726466HCID 86726466—
SolventWaterHCID 962—
ProductHCID 86726465HCID 8672646582%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a degassed mixture of 2-chloro-5-iodo-4-isopropoxy-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (1 equiv), (4,5,5-trimethyl-2-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-2-yl)phenyl)-1,3,2-dioxaborolan-4-yl)methylium (1.2 equiv) and tripotassium phosphate trihydrate (3 equiv) in a 9:1 mixture of 1,4-dioxane and water (0.09 M) was added palladium 1,1-bis(diphenylphosphion)-ferrocene dichloride (0.2 equiv). The reaction mixture was stirred at 100° C. for 2 h. After the reaction was complete, the reaction mixture was cooled to room temperature and concentrated. The residue was purified by silica gel chromatography (0-20% ethyl acetate in petroleum ether) to afford the title compound (82% yield) as a red solid. MS (ESI) m/z 614.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346812B2
Source datasetuspto-grants-2016_05
ORD IDord-940746a95d9e4ce2a536a10766b3eb88
Source noteuspto-grants-2016_05