4-{4-[5-(3-tert-Butyl-phenylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acid → 4-{4-[4-(3-tert-Butyl-phenylcarbamoyl)-phenyl]-piperazin-1-yl}-benzoic acid
Reaction equation
C([O:3][C:4](=[O:36])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([C:23](=[O:35])[NH:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([CH3:34])([CH3:33])[CH3:32])[CH:26]=4)=[CH:19][CH:18]=3)[CH2:13][CH2:12]2)=[CH:7][CH:6]=1)C.C(C1C=C(NC(C2C=CC(N3CCN(C4C=CC(C(O)=O)=CC=4)CC3)=NC=2)=O)C=CC=1)(C)(C)C>>[C:31]([C:27]1[CH:26]=[C:25]([NH:24][C:23]([C:20]2[CH:19]=[CH:18][C:17]([N:14]3[CH2:15][CH2:16][N:11]([C:8]4[CH:7]=[CH:6][C:5]([C:4]([OH:36])=[O:3])=[CH:10][CH:9]=4)[CH2:12][CH2:13]3)=[CH:22][CH:21]=2)=[O:35])[CH:30]=[CH:29][CH:28]=1)([CH3:34])([CH3:32])[CH3:33]Participants
3
Reactant 2
Product 1
Procedure
4-{4-[4-(3-tert-Butyl-phenylcarbamoyl)-phenyl]-piperazin-1-yl}-benzoic acid was prepared from the LiOH monohydrate hydrolysis of 4-{4-[4-(3-tert-butyl-phenylcarbamoyl)-phenyl}-piperazin-1-yl]-benzoic acid ethyl ester following a method similar to the one described in the synthesis of 4-{4-[5-(3-tert-butyl-phenylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acid above. HRMS m/z calcd for C28H31N3O3 [M+H]+: 458.2438. Found: 458.2439.
Sources & evidence
- ORD record
- ord-54bbd7125b8543b2aec407930916c7aa
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324385B2
Reaction notes
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