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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2035740Generated: November 1, 2026

Diisopropylethylamine → HCID 68280914, compound

https://huagongshe.com/reaction/2035740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-IsopropylthiophenolHCID 521251—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant2-Amino-3-bromopyridineHCID 817700—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 68280914HCID 6828091488.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-isopropylbenzenethiol (2.288 g), 3-bromopyridin-2-amine (2.0 g), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (0.669 g), tris(dibenzylideneacetone)dipalladium(0) (0.529 g) and DIEA (7.47 mL) in toluene (57.8 mL) was stirred overnight under a nitrogen atmosphere at 120° C. The reaction mixture was added to water, filtered through celite, and the filtrate was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2508 mg) as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575154B2
Source datasetuspto-grants-2013_11
ORD IDord-64c36f6edb2d4984a03f60c5d9d1a66e
Source noteuspto-grants-2013_11