5-(3-Fluorophenyl)picolinic acid → N-[5-(4-Ethylphenyl)-1-(pyrrolidin-1-ylcarbonyl)piperidin-3-yl]-5-(3-fluorophenyl)pyridine-2-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].[F:30][C:31]1[CH:32]=[C:33]([C:37]2[CH:38]=[CH:39][C:40]([C:43](O)=[O:44])=[N:41][CH:42]=2)[CH:34]=[CH:35][CH:36]=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:43]([C:40]3[CH:39]=[CH:38][C:37]([C:33]4[CH:34]=[CH:35][CH:36]=[C:31]([F:30])[CH:32]=4)=[CH:42][N:41]=3)=[O:44])[CH2:17]2)=[CH:14][CH:15]=1)[CH3:9]Participants
3
Procedure
62 mg (0.11 mmol) of 5-(4-ethylphenyl)-1-(pyrrolidin-1-ylcarbonyl)piperidine-3-amine trifluoroacetate (Example 12A) and 27 mg (0.12 mmol, 1.1 eq.) of 5-(3-fluorophenyl)pyridine-2-carboxylic acid were reacted according to General Method 1. Yield: 31 mg (56% of theory)
Sources & evidence
- ORD record
- ord-c391a429ba5c43c4907d2b5ca8dbdd25
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987248B2
Reaction notes
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