2,2-Dimethylsuccinic anhydride → 4-{4-[5-(3-Iodo-4-methyl-phenylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-2,2-dimethyl-4-oxo-butyric acid
Reaction equation
C([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20](=[O:30])[NH:21][C:22]3[CH:27]=[CH:26][C:25]([CH3:28])=[C:24]([I:29])[CH:23]=3)=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH3:31][C:32]1([CH3:39])[CH2:37]C(=O)[O:35][C:33]1=[O:34].IC1C=CC(NC(C2C=CC(N3CCN(C(=O)CC(C)(C)C(O)=O)CC3)=NC=2)=O)=CC=1C>>[I:29][C:24]1[CH:23]=[C:22]([NH:21][C:20]([C:17]2[CH:18]=[CH:19][C:14]([N:11]3[CH2:12][CH2:13][N:8]([C:6](=[O:5])[CH2:31][C:32]([CH3:39])([CH3:37])[C:33]([OH:35])=[O:34])[CH2:9][CH2:10]3)=[N:15][CH:16]=2)=[O:30])[CH:27]=[CH:26][C:25]=1[CH3:28]Participants
4
Reactant 3
Product 1
Procedure
4-{4-[5-(3-Iodo-4-methyl-phenylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-2,2-dimethyl-4-oxo-butyric acid was prepared from 4-[5-(3-iodo-4-methyl-phenylcarbamoyl)-pyridin-2-yl]-piperazine-1-carboxylic acid tert-butyl ester and 2,2-dimethysuccinic anhydride following a procedure similar to the one described in the synthesis of 4-{4-[5-(4-iodo-3-methyl-phenylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-dimethyl-4-oxo-butyric acid above. HRMS m/z calcd for C23H27N4O4I [M+H]+: 551.1150. Found: 551.1152.
Sources & evidence
- ORD record
- ord-1921fa566e1c44a3bdd3c76257c80b54
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324385B2
Reaction notes
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