5'-(4-Iodo-3-methyl-phenylcarbamoyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carboxylic acid → 1-[4-(3-tert-Butyl-phenylcarbamoyl)-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:30])[NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([CH3:29])([CH3:28])[CH3:27])[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>>[C:26]([C:22]1[CH:21]=[C:20]([NH:19][C:18]([C:15]2[CH:16]=[CH:17][C:12]([N:9]3[CH2:10][CH2:11][CH:6]([C:4]([OH:5])=[O:3])[CH2:7][CH2:8]3)=[CH:13][CH:14]=2)=[O:30])[CH:25]=[CH:24][CH:23]=1)([CH3:29])([CH3:27])[CH3:28]Participants
3
Reactant 2
Product 1
Procedure
1-[4-(3-tert-Butyl-phenylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid was prepared by the hydrolysis of 1-[4-(3-tert-butyl-phenylcarbamoyl)-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 C23H28N2O3 [M+H]+: 381.2173. Found: 381.2173.
Sources & evidence
- ORD record
- ord-fd14b519a82a41f4b852b36890fbcaa8
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324385B2
Reaction notes
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