5'-(4-Iodo-3-methyl-phenylcarbamoyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carboxylic acid → 1-[4-(1-Ethyl-1H-indol-6-ylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid
Reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18](=[O:31])[NH:19][C:20]3[CH:28]=[C:27]4[C:23]([CH:24]=[CH:25][N:26]4[CH2:29][CH3:30])=[CH:22][CH:21]=3)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)=[O:5])C.IC1C=CC(NC(C2C=CC(N3CCC(C(O)=O)CC3)=NC=2)=O)=CC=1C>>[CH2:29]([N:26]1[C:27]2[C:23](=[CH:22][CH:21]=[C:20]([NH:19][C:18]([C:15]3[CH:14]=[CH:13][C:12]([N:9]4[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]4)=[CH:17][CH:16]=3)=[O:31])[CH:28]=2)[CH:24]=[CH:25]1)[CH3:30]Participants
3
Procedure
1-[4-(1-Ethyl-1H-indol-6-ylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid was prepared by the hydrolysis of 1-[4-(1-ethyl-1H-indol-6-ylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid ethyl ester with LiOH monohydrate in a manner similar to the one described in the synthesis of 5′-(4-iodo-3-methyl-phenylcarbamoyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid above. HRMS m/z calcd for C23H25N3O3 [M+H]+; 392.1969. Found: 392.1968
Sources & evidence
- ORD record
- ord-4bc57df89fea43a49cccae530fc03e1c
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324385B2
Reaction notes
Loading…