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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845181Generated: November 1, 2026

Toluene → 3-(5-Methylpyridin-2-yl)-N-((2-methylpyrimidin-5-yl)methyl)-5-(pyrrolidine-1-carbonyl)benzamide

https://huagongshe.com/reaction/1845181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant5-Methyl-2-(tri-n-butylstannyl)pyridineHCID 11132711—
Reactant3-Bromo-N-((2-methylpyrimidin-5-yl)methyl)-5-(pyrrolidine-1-carbonyl)benzamideHCID 58188007—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product3-(5-Methylpyridin-2-yl)-N-((2-methylpyrimidin-5-yl)methyl)-5-(pyrrolidine-1-carbonyl)benzamideHCID 58188108—

Reaction Steps

A mixture of 3-bromo-N-((2-methylpyrimidin-5-yl)methyl)-5-(pyrrolidine-1-carbonyl)benzamide (25 mg, 0.059 mmol), 5-methyl-2-(tributylstannyl)pyridine (40 mg, 0.10 mmol), tetrakis(triphenylphosphine)palladium(0) (5 mg, 0.0043 mmol), and toluene (1 mL) under nitrogen was subjected to microwave irradiation at 120° C. for 1 hour. After cooling, the mixture was diluted with water and extracted with EtOAc. The combined organic layers were dried over Na2SO4, and concentrated. The residue was purified by flash chromatography to afford the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-91382de3592041faa01ac5812af3a9a6
Source noteuspto-grants-2015_02