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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964990Generated: October 31, 2026

Tris(1,1-dimethylethyl)phosphine → HCID 66679380, compound

https://huagongshe.com/reaction/1964990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantPotassium FluorideHCID 522689—
ReactantBenzo[b]furan-2-boronic acidHCID 2776266—
Reactant4-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 11389493—
CatalystPalladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1)HCID 11029508—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66679380HCID 66679380—

Reaction Conditions

Temperature100 °C

Reaction Steps

4-Chloro-7-azaindole (119, 100 mg, 0.66 mmol, prepared as described in Example 70, Scheme 81), 2-Benzofuranboronic acid (212 mg, 1.31 mmol) and Potassium fluoride (127 mg, 2.18 mmol) were stirred in 3 mL of anhydrous dioxane. Tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (10.2 mg, 9.83E-3 mmol) and tri t-butylphosphine (6.6 mg, 0.033 mol) were added and the suspension was stirred at 100° C. for 4 hours in a pressure tube under inert atmosphere. The reaction mixture was cooled to room temperature and was adsorbed onto silica gel and purified by chromatography to provide the compound (120, 56 mg, 36%). MS(ESI) [M+H+]+=235.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415469B2
Source datasetuspto-grants-2013_04
ORD IDord-cf0057a317194e7c97f8116c5027cb01
Source noteuspto-grants-2013_04