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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909879Generated: October 31, 2026

Potassium Phosphate, Tribasic → methyl 1-(4-pyridin-2-yl benzyl)-1H-indole-7-carboxylate

https://huagongshe.com/reaction/1909879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
Reactant2-Pyridyl TrifluoromethanesulfonateHCID 3947626—
ReactantHCID 58307051HCID 58307051—
CatalystPalladium ChlorideHCID 24290—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Productmethyl 1-(4-pyridin-2-yl benzyl)-1H-indole-7-carboxylateHCID 5830653657.1%

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 (0.30 g), pyridin-2-yltrifluoromethanesulfonate (0.35 g), tripotassium phosphate (0.49 g), palladium(II) chloride (27 mg), and biphenyl-2-yl(dicyclohexyl)phosphine (0.11 g) were added dioxane (12 mL) and water (3.0 mL), followed by stirring at 100° C. for 4 hours. The reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate=5/1-4/1) to obtain methyl 1-(4-pyridin-2-yl benzyl)-1H-indole-7-carboxylate (0.15 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598355B2
Source datasetuspto-grants-2013_12
ORD IDord-cf64c48e514e45cea79144abe207e379
Source noteuspto-grants-2013_12