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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038109Generated: November 4, 2026

Potassium Carbonate → HCID 58946494, compound

https://huagongshe.com/reaction/1038109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant1-Bromo-2-fluoro-4-iodobenzeneHCID 2725006—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
CatalystHCID 178478475HCID 178478475—
SolventWaterHCID 962—
ProductHCID 58946494HCID 58946494—

Reaction Steps

4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (14AB) (4.0 g, 12.9 mmol, 1 equiv), 1-Bromo-2-fluoro-4-iodo-benzene (15AB) (5.84 g, 19.4 mmol, 1.5 equiv), potassium carbonate (5.4 g, 38.8 mmol, 3 equiv), and a (4v:1v) mixture of 1,4-dioxane and water (120 mL: 30 mL) were all added in a pressure vessel (350 mL) and the mixture was bubbled with nitrogen gas for about 10 minutes. To this mixture was added dichloro[1,1′-bis(diphenylphosphino)ferrocene] palladium (II)/dichloromethane adduct (1.05 g, 1.29 mmol, 0.1 equiv), and the reaction vessel was tightly capped, placed in an oil bath at 80° C., and stirred overnight.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-e7c01d123b40484eb8f5600f243c16e6
Source noteuspto-grants-2013_10