N'-Hydroxybenzenecarboximidamide → N-Ethyl-3-(4-ethylphenyl)-N-methyl-5-(3-phenyl-1,2,4-oxadiazol-5-yl)piperidine-1-carboxamide
Reaction equation
[CH2:1]([N:3]([CH3:23])[C:4]([N:6]1[CH2:11][CH:10]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH3:19])=[CH:14][CH:13]=2)[CH2:9][CH:8]([C:20]([OH:22])=O)[CH2:7]1)=[O:5])[CH3:2].O[N:25]=[C:26]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[NH2:27]>>[CH2:1]([N:3]([CH3:23])[C:4]([N:6]1[CH2:7][CH:8]([C:20]2[O:22][N:27]=[C:26]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[N:25]=2)[CH2:9][CH:10]([C:12]2[CH:13]=[CH:14][C:15]([CH2:18][CH3:19])=[CH:16][CH:17]=2)[CH2:11]1)=[O:5])[CH3:2]Participants
3
Procedure
64 mg (0.20 mmol) of 1-[ethyl(methyl)carbamoyl]-5-(4-ethylphenyl)piperidine-3-carboxylic acid (Example 45A) and 30 mg (0.22 mmol, 1.1 eq.) of N′-hydroxybenzenecarboximidamide were reacted according to the General Method 1. Yield: 12 mg (14% of theory)
Sources & evidence
- ORD record
- ord-9c47a0aec2b146298e2f5ad5fc4d1199
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08119663B2
Reaction notes
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