Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 1-Propanone, 2-fluoro-2-methyl-1-[4-[[4-[1,2,3,6-tetrahydro-1-(methylsulfonyl)-4-pyridinyl]phenoxy]methyl]-1-piperidinyl]- | HCID 66865131 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58111159 | HCID 58111159 | 25.3% |
Reaction Steps
To a solution of 2-fluoro-1-{4-[4-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-phenoxymethyl]-piperidin-1-yl}-2-methyl-propan-1-one (1.00 g, 2.28 mmol) in tetrahydrofuran (23 mL) at rt is added via cannula a 1 M solution of lithium aluminum hydride in tetrahydrofuran (7.18 g, 7.98 mL, 7.98 mmol). After 1 h, sodium sulfate decahydrate is added carefully. The mixture is stirred for 15 min and the solid is filtered off and washed with dichloromethane. The solvent is removed and the residue is purified via silica gel chromatography, eluting with dichloromethane:ethyl acetate 5.6:1 to 2:1 to obtain a solid. Diethyl ether is added and the solid is filtered and washed with diethyl ether and ethyl acetate to obtain 0.245 g of the title compound as a white solid. MS (m/z) 425 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08207344B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-d5a344eda28a4f3398a6be2e90db5f42 |
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| Source note | uspto-grants-2012_06 |
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