Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967548Generated: October 31, 2026

Diisopropylethylamine → HCID 64165463, compound

https://huagongshe.com/reaction/1967548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzoic acid, 3-mercapto-HCID 95737—
Reactant2-IodopyridineHCID 221126—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 64165463HCID 6416546366%

Reaction Conditions

Temperature100 °C

Reaction Steps

Xantphos (3.75 g) and Pd2(dba)3 (2.97 g) were added in that order to a dioxane (150 mL) solution of 2-iodopyridine (7.31 g), 3-mercaptobenzoic acid (5.0 g) and N,N-diisopropylethylamine (11.30 mL), and stirred overnight in a nitrogen atmosphere at 100° C. After left cooled, the reaction solution was evaporated under reduced pressure, then ethyl acetate was added to the residue, washed three times with aqueous saturated ammonium chloride solution, and dried with sodium sulfate. The drying agent was removed through filtration, and the solvent was evaporated off under reduced pressure. The residue was purified through silica gel column chromatography (methanol/chloroform=from 0% to 20%, gradient) to give the intended product (4.95 g, 66%) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420823B2
Source datasetuspto-grants-2013_04
ORD IDord-1505730bec23482b9b5176690a39f9e8
Source noteuspto-grants-2013_04