Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 4-Iodo-7-methoxy-1-(2-methoxyethyl)-2-[4-(1-methylethyl)phenyl]-1H-benzimidazole | HCID 11442305 | — |
| Catalyst | Palladium (II) acetate | HCID 4144353 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 11256556 | HCID 11256556 | 44% |
Reaction Steps
A mixture of 50 mg (0.111 mmol) 4-iodo-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole, 0.1 ml (0.77 mmol) triethylamine, 0.1 ml (0.7 mmol) ethinyltrimethylsilane and 5 mg palladium-II-acetate in 1 ml acetonitrile is stirred at 50° C. for 3 hours. Then the reaction mixture is cooled to room temperature and poured on water and extracted (3×) with ethyl acetate. The combined organic layers are washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=3:1) to afford 17 mg of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030497B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-618d08272f724907b63460454d7a97c1 |
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| Source note | uspto-grants-2011_10 |
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