1,1-Dimethylethyl 4-[4-(4-fluorophenyl)-2-oxo-3-(4-pyridinyl)-3-butenyl]-1-piperidinecarboxylate → 1,1-Dimethylethyl 4-(2-[3-(4-fluorophenyl)-2-(4-pyridinyl)oxiranyl]-2-oxoethyl]-1-piperidinecarboxylate

HRID 1167546Notes

Reaction equation

HRID 1167546 reaction equation
C1(C=C(C2C=CN=CC=2)C(=[O:11])C)C=CC=CC=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]=[C:26]([C:43]2[CH:48]=[CH:47][N:46]=[CH:45][CH:44]=2)[C:27](=[O:42])[CH2:28][CH:29]2[CH2:34][CH2:33][N:32]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:31][CH2:30]2)=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:24]=[CH:23][C:22]([CH:25]2[O:11][C:26]2([C:27](=[O:42])[CH2:28][CH:29]2[CH2:34][CH2:33][N:32]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:31][CH2:30]2)[C:43]2[CH:44]=[CH:45][N:46]=[CH:47][CH:48]=2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 538043121,1-Dimethylethyl 4-[4-(4-fluorophenyl)-2-oxo-3-(4-pyridinyl)-3-butenyl]-1-piperidinecarboxylateHCID 538852224-Phenyl-3-(4-pyridyl)-3-butene-2-one

Product 1

HCID 220375811,1-Dimethylethyl 4-(2-[3-(4-fluorophenyl)-2-(4-pyridinyl)oxiranyl]-2-oxoethyl]-1-piperidinecarboxylate

Procedure

1,1-Dimethylethyl 4-[2-[3-(4-fluorophenyl)-2-(4-pyridinyl)oxiranyl]-2-oxoethyl]-1-piperidinecarboxylate was prepared by the same method as described for step 3 of Example A-2 by replacing 4-phenyl-3-(4-pyridyl)-3-butene-2-one with the α,β unsaturated ketone of step 3 of the present Example.

Sources & evidence

ORD record
ord-d58df5428c134b60b7fc6fdd7d58bf9d
Source dataset
uspto-grants-2003_09
Patent number
US06617324B1

Reaction notes

Loading…