Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59536658 | HCID 59536658 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 59536666 | HCID 59536666 | 65.1% |
Reaction Steps
Add (3S)-3-(1-(6-chloro-2-methyl-3-pyridyloxy)-butyl)-pyrrolidine (S-2) (0.65 g, 2.44 mmol), DMSO (9.75 mL), methanol (0.493 mL, 12.18 mmol), and sodium hydride (0.390 g, 9.75 mmol) to a reaction vial. Evacuate the vial and purge with nitrogen. Heat the mixture at 100° C. over night. Pour the reaction mixture onto an SCX column and rinse with methanol. Attach the SCX column on top of a silica gel column and elute with 5-30% of NH3OH/ethanol (1:9) in chloroform to obtain 0.420 g (65%) of (3S)-3-(1-(6-methoxy-2-methyl-3-pyridyloxy)-butyl)-pyrrolidine
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173821B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-9f04c7c4e6c34ac086c7ee8379dad7f7 |
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| Source note | uspto-grants-2012_05 |
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