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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500830Generated: November 3, 2026

Acetonitrile → HCID 117652417, compound

https://huagongshe.com/reaction/1500830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantCesium carbonateHCID 10796—
ReactantHCID 117652491HCID 117652491—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
ProductHCID 117652417HCID 117652417—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 5-bromo-3-(4-fluoro-2-methoxy-5-methylphenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine 135 (250 mg, 0.5122 mmol) and 23 (145.9 mg, 0.655 mmol) in acetonitrile was added cesium carbonate (336.03 mg, 1.024 mmol). The reaction was degassed and purged with nitrogen for 10 min and Pd(dppf)Cl2 (20.8 mg, 0.02561 mmol) was added to the reaction. The reaction was degassed and purged with nitrogen for another 10 min. The reaction was heated to 90° C. under sealed condition for overnight. The reaction mixture was allowed to cool to room temperature, diluted with chloroform. The organic layer was filtered through celite plug and concentrated to get the crude compound 136. The crude was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted in 5% ethyl acetate in hexane as half white solid 3-(3-(4-fluoro-2-methoxy-5-methylphenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)aniline 136.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206188B2
Source datasetuspto-grants-2015_12
ORD IDord-bcf4753493aa4708b3ebc754ea30598f
Source noteuspto-grants-2015_12