Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trimethylsilyl iodide | HCID 85247 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 10416543 | HCID 10416543 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 135855963 | HCID 135855963 | — |
Reaction Steps
To an ice-cooled solution of 4-[N-methyl-N-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]amino]-1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]piperidine (100 mg) in dichloromethane (5 mL) was added iodotrimethylsilane (173 μL). The mixture was stirred at 0° C. for 2 hours and then at room temperature overnight. A small amount of water, ethyl acetate and saturated aqueous sodium hydrogencarbonate were added to the mixture at 0° C. and the organic layer was separated. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was applied to a preparative TLC using chloroform-ammonia saturated methanol (15:1) to give a free base of the title compound which was converted to a tetrahydrochloride by the conventional method.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06867221B2 |
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| Source dataset | uspto-grants-2005_03 |
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| ORD ID | ord-3797c57225084e9da0f5cc27ce13707b |
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| Source note | uspto-grants-2005_03 |
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