Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Galactaric acid | HCID 3037582 | — |
| Reactant | HCID 10176377 | HCID 10176377 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 12112225 | HCID 12112225 | — |
Reaction Steps
To a solution of methyl(3-(6-methyl(3-pyridyloxy))propyl)amine (1.224 g, 6.80 mmol) in ethanol (15 mL) was added galactaric acid (0.714 g, 3.40 mmol). Water (4 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). The filtrate was diluted with ethanol (20 mL). The mixture was allowed to cool to ambient temperature and was further cooled at 5° C. for 72 h. The resulting solids were filtered, washed with cold ethanol, and vacuum dried at 40° C. to give 1.596 g (82.3%) of a white, fluffy crystalline powder, mp 152-155° C. The compound exhibits a Ki of 12 nM; and the effect at muscle sites is 0 percent. The compound exhibits neurotransmitter release of 77 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-997f6018747749cf8d793aa9ca13d3de |
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| Source note | uspto-grants-2003_09 |
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