Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Galactaric acid | HCID 3037582 | — |
| Reactant | HCID 9859051 | HCID 9859051 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 12112222 | HCID 12112222 | — |
Reaction Steps
To a solution of (3-(5-chloro(3-pyridyloxy))propyl)methylamine (1.00 g, 5.00 mmol) in ethanol (12 mL) was added galactaric acid (0.791 g, 3.76 mmol). Water (3 mL) was added drop-wise, while warming the solution to reflux. To remove some white, insoluble solids, the warm solution was filtered through a glass wool plug, washing the filter plug with a warm solution of ethanol-water (4:1, v/v) (4 mL). The filtrate was diluted with ethanol (30 mL). The mixture was allowed to cool to ambient temperature and was further cooled at 5° C. for 48 h. The solids were filtered, washed and vacuum dried at 40° C. to give 1.163 g (76.3%) of off-white, powdery crystals, mp 173-174° C. The compound exhibits a Ki of 11 nM; the effect at muscle sites is 16 percent; and the effect at ganglia sites is 7 percent. The compound exhibits neurotransmitter release of 100 percent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06627648B1 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-34c40cd779f04f02bb9ef58cab877cbe |
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| Source note | uspto-grants-2003_09 |
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