Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250528Generated: October 31, 2026

Potassium Fluoride → HCID 11500344, compound

https://huagongshe.com/reaction/2250528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
Reactant(5-cyano-1-methyl-1H-pyrrol-2-yl)boronic acidHCID 11708078—
Reactant5-Bromo-7-fluoro-1,3,3-trimethyl-1,3-dihydro-2H-indol-2-oneHCID 57439918—
CatalystHCID 178418851HCID 178418851—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11500344HCID 1150034428%

Reaction Conditions

Temperature45 °C

Reaction Steps

5-Bromo-7-fluoro-1,3,3-trimethyl-1,3-dihydro-2H-indol-2-one (0.10 g, 0.36 mmol), 1-methyl-5-cyano-2-pyrroleboronic acid (95 mg, 0.63 mmol), KF (69 mg, 1.19 mmol) were suspended in 1 mL of dioxane. Pd2(dba)3 monochloroform adduct (3.1 mg, 0.003 mmol) and Pd(P(t-Bu)3)2 (4.6 mg, 0.009 mmol) were added and the mixture was stirred vigorously at 45° C. for 6 h. The mixture was diluted with 100 mL of EtOAc and filtered through a plug of silica gel and concentrated. Purification by flash chromatography (2% acetone/hexane) afforded the title compound (30 mg, 28%) as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07317037B2
Source datasetuspto-grants-2008_01
ORD IDord-4a5a540fffaa4d989af96121630b3b60
Source noteuspto-grants-2008_01