N-(4-tert-butylphenyl)-6-chloronicotinamide → 4-{4-[5-(4-tert-Butyl-phenylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acid
Reaction equation
C([O:8][C:9](=[O:22])[C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[CH:12][CH:11]=1)C1C=CC=CC=1.[C:23]([C:27]1[CH:32]=[CH:31][C:30]([NH:33][C:34](=[O:42])[C:35]2[CH:40]=[CH:39][C:38](Cl)=[N:37][CH:36]=2)=[CH:29][CH:28]=1)([CH3:26])([CH3:25])[CH3:24].C1(NC(C2C=CC(N3CCN(C4C=CC(C(O)=O)=CC=4)CC3)=NC=2)=O)C=CC=CC=1>>[C:23]([C:27]1[CH:28]=[CH:29][C:30]([NH:33][C:34]([C:35]2[CH:40]=[CH:39][C:38]([N:19]3[CH2:18][CH2:17][N:16]([C:13]4[CH:12]=[CH:11][C:10]([C:9]([OH:8])=[O:22])=[CH:15][CH:14]=4)[CH2:21][CH2:20]3)=[N:37][CH:36]=2)=[O:42])=[CH:31][CH:32]=1)([CH3:26])([CH3:24])[CH3:25]Participants
4
Reactant 3
Product 1
Procedure
4-{4-[5-(4-tert-Butyl-phenylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acid was prepared from 4-piperazin-1-yl-benzoic acid benzyl ester and N-(4-tert-butyl-phenyl)-6-chloro-nicotinamide with a method similar to the one described in the synthesis of 4-[4-(5-phenylcarbamoyl-pyridin-2-yl)-piperazin-1-yl]-benzoic acid above. HRMS m/z calcd for C27H30N4O3 [M+H]+: 459.2391. Found: 459.2390.
Sources & evidence
- ORD record
- ord-8cda249bb6864cf4acea631b3cb32567
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324385B2
Reaction notes
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