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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630466Generated: November 1, 2026

Ethanol → HCID 131735393, compound

https://huagongshe.com/reaction/630466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-Fluorophenylboronic acidHCID 2734354—
ReactantMethyl 1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylateHCID 118666039—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium CarbonateHCID 10340—
ProductHCID 131735393HCID 131735393—

Reaction Conditions

Temperature90 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (0.15 g, 0.13 mmol), 2-fluorophenylboronic acid (0.93 g, 6.64 mmol) and ethanol (40 mL) were added under an argon atmosphere to a mixture of 51b) (2.0 g, 5.3 mmol) in DME (40 mL) and 2M sodium carbonate solution (5.3 mL). The resulting mixture was heated at 90° C. for 3 h and then filtered through a pad of celite that was subsequently rinsed with dichloromethane (2×50 mL). The filtrate was concentrated and the remnant purified by column chromatography [100-200 mesh silica; dichloromethane/hexane=1:1]. White solid. Yield: 2.0 g (96% of theory). HPLC-MS (method 5): Rt=4.41 min; m/z [M+H]+=394

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315490B2
Source datasetuspto-grants-2016_04
ORD IDord-b23e21a5b82b462baf13810a155505e1
Source noteuspto-grants-2016_04