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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776805Generated: November 1, 2026

Water → HCID 71295584, compound

https://huagongshe.com/reaction/1776805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 15691441HCID 15691441—
Reactant4-Chloro-2-ethynyl-1-methoxybenzeneHCID 23260703—
CatalystHCID 178418476HCID 178418476—
SolventTetrabutylammonium FluorideHCID 2724141—
ProductHCID 71295584HCID 7129558425.9%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 4-chloro-2-ethynyl-1-methoxybenzene (255 mg, 1.5 mmol), N-(2-bromo-3-fluorophenyl)-2,2,2-trifluoroacetamide (400 mg, 1.4 mmol), Pd(PPh3)2Cl2 (30 mg, 0.04 mmol) was stirred in TBAF.3H2O (1.43 g, 7 mmol) at 110° C. for 12 hours. The reaction mixture was cooled to 25° C. and added to water, then extracted with ethyl acetate and washed with brine, dried over Na2SO4. After concentrated, the crude product of 2-(5-chloro-2-methoxyphenyl)-4-fluoro-1H-indole (100 mg, yield: 20%) was obtained. MS (M+H)+: 276/278.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265773B2
Source datasetuspto-grants-2016_02
ORD IDord-a918d2833bdd4ee99330845097d2245b
Source noteuspto-grants-2016_02