Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 45376095 | HCID 45376095 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 45376093 | HCID 45376093 | — |
Reaction Steps
(1R)—N-((6-((6-Fluoro-3-pyridinyl)methoxy)-3-pyridinyl)methyl)-1-phenylethanamine (0.500 g, 1.48 mmol) was added to a microwave tube with NaOMe (0.400 g, 7.40 mmol) and MeOH (1.0 mL). The vial was sealed and irradiated for 7 min at 130° C. After the allotted time, the reaction was worked up by adding water (1.0 mL) and EtOAc (1.0 mL). The layers were separated and the aqueous layer was washed with EtOAc (3×1.0 mL). The combined organic layers were then washed with 1M sodium phosphate buffer (pH 5.5) (2×3.0 mL), dried over MgSO4, filtered, and concentrated to leave an oil. This was then purified by silica gel chromatography (1:1 hexane-EtOAc) to afford (1R)—N-((6-((6-methoxy-3-pyridinyl)methoxy)-3-pyridinyl)methyl)-1-phenylethanamine 2. MS m/z: 350 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08791147B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-98b28dd0fb9f4e70a375525edc4806b2 |
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| Source note | uspto-grants-2014_07 |
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