Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloropyridine hydrochloride | HCID 81852 | — |
| Reactant | p-Fluorophenyl 4-piperidyl ketone hydrochloride | HCID 3084438 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 21080296 | HCID 21080296 | 41.5% |
Reaction Steps
A stirred mixture of 4-(4-fluorobenzoyl)piperidine, hydrochloride salt (3.90 g), 4-chloropyridine, hydrochloride salt (2.85 g) and triethylamine (4.90 ml) in xylene (75 ml) was heated at 145° C. for 27 hours. The solvent was evaporated and the residue partitioned between methylene chloride (150 ml) and water (100 ml), the pH being adjusted to ˜10 with 0.880 ammonia. The aqueous phase was extracted with a further methylene chloride (50 ml). The combined organic phases were washed with water, dried (Mg SO4) and evaporated. The residue was purified by column chromatography using a 19:1 mixture of methylene chloride and methanol as eluent to give 4-(4-fluorobenzoyl)-1-(4-pyridyl)piperidine (1.89 g);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07173025B1 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-ac4f1fa9ce0646a0b3a103b3ba3484c7 |
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| Source note | uspto-grants-2007_02 |
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