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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748570Generated: November 2, 2026

Potassium Phosphate, Tribasic → HCID 86692516, compound

https://huagongshe.com/reaction/1748570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5233012—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
ReactantHCID 86692444HCID 86692444—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86692516HCID 8669251695.8%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 5-bromo-1-methyl-1H-indole-3-carboxylic acid ethyl ester (1.2 g) described in Reference Example 52 (2) in tetrahydrofuran (14 ml) were added 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (983 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-Phos) (349 mg), palladium acetate (96 mg) and tripotassium phosphate (2.26 g) at room temperature, and stirred at 75° C. for 4 hours. After completion of the reaction, the mixture was cooled to room temperature, water was added thereto, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated. The obtained residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give 1-methyl-5-vinyl-1H-indole-3-carboxylic acid ethyl ester (934 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-363bb43c12af4258a073b416dbe32168
Source noteuspto-grants-2015_10