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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240870Generated: October 30, 2026

Ethyl Acetate → 6-(6-(4-methoxyphenyl)-1H,1'H-3,6'-biindol-1-yl)-N-methylpyrimidin-4-amine

https://huagongshe.com/reaction/240870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indoleHCID 44754854—
Reactant6-(3-bromo-6-(4-methoxyphenyl)-1H-indol-1-yl)-N-methylpyrimidin-4-amineHCID 50991547—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product6-(6-(4-methoxyphenyl)-1H,1'H-3,6'-biindol-1-yl)-N-methylpyrimidin-4-amineHCID 50991001—

Reaction Conditions

Temperature120 °C

Reaction Steps

6-(3-Bromo-6-(4-methoxyphenyl)-1H-indol-1-yl)-N-methylpyrimidin-4-amine (50 mg, 0.074 mmol), K3PO4 (47.1 mg, 0.222 mmol) and 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (27 mg, 0.111 mmol) were dissolved in dimethylformamide (2 mL) and then Pd(PPh3)4 (12.83 mg, 0.011 mmol) was added. After stirring at 120° C. for 3 hours, followed by addition of ethyl acetate and water, the reaction solution was filtered using a diatomite pad. The aqueous layer was extracted with ethyl acetate and the collected organic layer was washed with brine and then concentrated under reduced pressure by drying with magnesium sulfate. The residue was purified by chromatography (silica gel, EtOAc:hexane=1:10→1:4→1:2). The target compound was obtained as brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648089B2
Source datasetuspto-grants-2014_02
ORD IDord-5fa003c7cb5743c68391c0b69d1c82d5
Source noteuspto-grants-2014_02