Oxane-4-carbonyl chloride → 5-(4-Ethylphenyl)-N-phenyl-1-(tetrahydro-2H-pyran-4-ylcarbonyl)piperidine-3-carboxamide
Reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:16])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[O:24]1[CH2:29][CH2:28][CH:27]([C:30](Cl)=[O:31])[CH2:26][CH2:25]1>>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:14][N:13]([C:30]([CH:27]3[CH2:28][CH2:29][O:24][CH2:25][CH2:26]3)=[O:31])[CH2:12][CH:11]([C:15]([NH:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:16])[CH2:10]2)=[CH:7][CH:8]=1)[CH3:2]Participants
3
Procedure
62 mg (0.18 mmol) of 5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide (Example 17A) and 41 mg (0.27 mmol, 1.5 eq.) of tetrahydro-2H-pyran-4-carbonyl chloride were reacted according to General Method 2. Yield: 67 mg (88% of theory)
Sources & evidence
- ORD record
- ord-4887af8f012546a092cf5262456b4e6c
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987248B2
Reaction notes
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