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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278755Generated: November 1, 2026

Toluene → HCID 45137949, compound

https://huagongshe.com/reaction/2278755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant5-Methyl-2-(tri-n-butylstannyl)pyridineHCID 11132711—
ReactantHCID 67387487HCID 67387487—
CatalystHCID 178418397HCID 178418397—
ProductHCID 45137949HCID 45137949—

Reaction Steps

A mixture of (R)-3-bromo-5-(2-(hydroxymethyl)pyrrolidin-1-yl)-N-((6-methylpyridin-3-yl)methyl)benzamide (55 mg, 0.14 mmol), 5-methyl-2-(tributylstannyl)pyridine (65 mg, 0.16 mmol), Tetrakis(triphenylphosphine)palladium(0) (7.8 mg, 0.0068 mmol) and Toluene (1.5 mL, 14 mmol) under argon was subjected to microwave irradiation at 160° C. for 1 hour. The mixture was cooled to room temperature. Solvent was removed in vacuo and the residue was rinsed with hexane and then dissolved in MeOH and filtered. The filtrate was purified by preparative HPLC (100×21.2 mm C18 column, 20-70% CH3CN/water [10 mM Et2NH]) to afford a white foam. LC-MS: 1.64 min, 417.3 [M+1]+; HPLC: 6.76 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133122B2
Source datasetuspto-grants-2015_09
ORD IDord-085d3ff31e824a618f7434de9f97188c
Source noteuspto-grants-2015_09