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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909884Generated: October 31, 2026

3-Bromopyridine → HCID 58306935, compound

https://huagongshe.com/reaction/1909884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromopyridineHCID 12286—
ReactantCesium fluorideHCID 25953—
ReactantHCID 58307051HCID 58307051—
CatalystHCID 178506421HCID 178506421—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58306935HCID 5830693599%

Reaction Conditions

Temperature100 °C

Reaction Steps

To methyl 1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]-1H-indole-7-carboxylate (0.15 g), 1,1′-bis(diphenylphosphino)ferrocene palladium (14 mg), cesium fluoride (0.17 g), and 3-bromopyridine (79 mg) was added dioxane (4.5 mL), followed by stirring at 100° C. for 21 hours under an argon atmosphere. The reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate=2/1-1/1) to obtain methyl 1-(4-pyridin-3-yl benzyl)-1H-indole-7-carboxylate (0.13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598355B2
Source datasetuspto-grants-2013_12
ORD IDord-21e0bca6e10048599626293cfb17f9de
Source noteuspto-grants-2013_12