Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845335Generated: October 31, 2026

Toluene → HCID 58188178, compound

https://huagongshe.com/reaction/1845335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant5-Methyl-2-(tri-n-butylstannyl)pyridineHCID 11132711—
ReactantHCID 58187991HCID 58187991—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 58188178HCID 58188178—

Reaction Steps

A mixture of methyl 3-bromo-5-(2-(diethylamino)-1-hydroxyethyl)benzoate (80 mg, 0.24 mmol), 5-methyl-2-(tributylstannyl)pyridine (100 μL, 0.30 mmol), tetrakis(triphenylphosphine)-palladium(0) (14 mg, 0.012 mmol) and toluene (2.6 mL) under argon was subjected to microwave irradiation at 120° C. for 2 hours. The mixture was cooled to room temperature, poured into brine (20 mL) and extracted with ethyl acetate (3×20 mL). The combined extracts were dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (0-100% EtOAc/hexane) to yield the title compound as a yellow oil. LC-MS: 343.7 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-02dcc897891a46d29126a5ee9db8d158
Source noteuspto-grants-2015_02