HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890742Generated: October 31, 2026
Toluene → 2-(3-Methyl-2,2'-bipyridin-6-yl)isoindoline-1,3-dione
https://huagongshe.com/reaction/1890742
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-(Tributylstannyl)pyridine | HCID 607784 | — |
| Reactant | 2-(6-Bromo-5-methylpyridin-2-yl)isoindoline-1,3-dione | HCID 58317950 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-Methyl-2,2'-bipyridin-6-yl)isoindoline-1,3-dione | HCID 58317915 | — |
Reaction Steps
To a reaction vessel under argon containing 2-(6-bromo-5-methylpyridin-2-yl)isoindoline-1,3-dione (85 mg, 0.27 mmol), 2-(tributylstannyl)pyridine (123 mg, 0.32 mmol), Pd(PPh3)4(31 mg, 0.027 mmol) is added anhydrous toluene (0.7 ml). The mixture is heated to 116° C. with an oil bath for 18 hours, cooled to room temperature, diluted with ethyl acetate and filtered through a celite pad to remove any solids. The filtrate is concentrated to afford 2-(3-methyl-2,2′-bipyridin-6-yl)isoindoline-1,3-dione as a brown solid (LC-MS m/z: 316.1 (M+1)) which is used without further purification in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507491B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-ec59e03480a847b6aa8065580ac7160c |
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| Source note | uspto-grants-2013_08 |
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