4-Phenyl-piperazine-1-carbonyl chloride → N-[5-(4-Ethylphenyl)-1-(pyrrolidin-1-ylcarbonyl)piperidin-3-yl]-4-phenylpiperazine-1-carboxamide
Reaction equation
FC(F)(F)C(O)=O.[CH2:8]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:21][N:20]([C:22]([N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)=[O:23])[CH2:19][CH:18]([NH2:29])[CH2:17]2)=[CH:12][CH:11]=1)[CH3:9].[C:30]1([N:36]2[CH2:41][CH2:40][N:39]([C:42](Cl)=[O:43])[CH2:38][CH2:37]2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:8]([C:10]1[CH:11]=[CH:12][C:13]([CH:16]2[CH2:21][N:20]([C:22]([N:24]3[CH2:25][CH2:26][CH2:27][CH2:28]3)=[O:23])[CH2:19][CH:18]([NH:29][C:42]([N:39]3[CH2:40][CH2:41][N:36]([C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)[CH2:37][CH2:38]3)=[O:43])[CH2:17]2)=[CH:14][CH:15]=1)[CH3:9]Participants
3
Procedure
125 mg (50% pure, 0.15 mmol) of 5-(4-ethylphenyl)-1-(pyrrolidin-1-ylcarbonyl)piperidine-3-amine trifluoroacetate (Example 12A) and 40 mg (0.18 mmol, 1.2 eq.) of 4-phenylpiperazine-1-carbonyl chloride were reacted according to General Method 3. Yield: 13 mg (18% of theory)
Sources & evidence
- ORD record
- ord-8ebb192a10614c409840b604205eb305
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987248B2
Reaction notes
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