3-Fluoro-p-anisaldehyde → 1,1-Dimethylethyl 4-[4-(4-fluorophenyl)-2-oxo-3-(4-pyridinyl)-3-butenyl]-1-piperidinecarboxylate

HRID 2230364Notes

Reaction equation

N1C=CC(CC(=O)C)=CC=1.FC1C=C(C=CC=1OC)C=O.[O:22]=[C:23]([CH2:38][C:39]1[CH:44]=[CH:43][N:42]=[CH:41][CH:40]=1)[CH2:24][CH:25]1[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:27][CH2:26]1.[F:45][C:46]1[CH:53]=[CH:52][C:49]([CH:50]=O)=[CH:48][CH:47]=1>>[F:45][C:46]1[CH:53]=[CH:52][C:49]([CH:50]=[C:38]([C:39]2[CH:44]=[CH:43][N:42]=[CH:41][CH:40]=2)[C:23](=[O:22])[CH2:24][CH:25]2[CH2:30][CH2:29][N:28]([C:31]([O:33][C:34]([CH3:37])([CH3:35])[CH3:36])=[O:32])[CH2:27][CH2:26]2)=[CH:48][CH:47]=1

Participants

Reactant 4

HCID 676963-Fluoro-p-anisaldehyde

HCID 680234-Fluorobenzaldehyde

HCID 805524-Pyridinylacetone

HCID 22037457tert-Butyl 4-(2-oxo-3-(pyridin-4-yl)propyl)piperidine-1-carboxylate

Product 1

HCID 538043121,1-Dimethylethyl 4-[4-(4-fluorophenyl)-2-oxo-3-(4-pyridinyl)-3-butenyl]-1-piperidinecarboxylate

Procedure

1,1-Dimethylethyl 4-[4-(4-fluorophenyl)-2-oxo-3-(4-pyridinyl)-3-butenyl]-1-piperidinecarboxylate was prepared by the same method as described for step 1 of Example A-1 by replacing 4-pyridylacetone and 3-fluoro-p-anisaldehyde with the ketone of step 2 of the present Example and 4-fluorobenzaldehyde, respectively.

Sources & evidence

ORD record: ord-35b86397fb02429abfbf0dad10f45bec
Source dataset: uspto-grants-2002_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06423713B1

Reaction notes

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