HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 68663305, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-(Tributylstannyl)pyridine | HCID 607784 | — |
| Reactant | Methyl 3-iodoimidazo[1,2-a]pyridine-6-carboxylate | HCID 16413170 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68663305 | HCID 68663305 | 75.4% |
Reaction Steps
A mixture of methyl 3-iodoimidazo[1,2-a]pyridine-6-carboxylate (1.00 g, 3.30 mmol), 2-(tri-n-butylstannyl)pyridine (2.44 mg, 6.62 mmol), tetrakis(triphenylphosphine)palladium(0) (381 mg, 0.33 mmol) and toluene (50 mL) was heated under reflux overnight. After cooling, the reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (hexane/ethyl acetate=4/1-1/1) to give the title compound (630 mg, yield 75%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492378B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-009ae0fa7d9c44a6a445115fe32b5e1b |
| Source note | uspto-grants-2013_07 |