4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]benzoic acid → 4-{4-[6-(Cyclopropyl-methyl-amino)-pyridin-3-ylcarbamoyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester
Reaction equation
[C:1]([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)=[O:21])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:23]1[CH2:25][CH:24]1[N:26]([CH3:34])[C:27]1[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][N:28]=1.C(OC(N1CCN(C2C=CC(C(=O)NC3C=CC=C(C(C)(C)C)C=3)=CC=2)CC1)=O)(C)(C)C>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:15]=[CH:16][C:17]([C:20](=[O:21])[NH:33][C:30]3[CH:29]=[N:28][C:27]([N:26]([CH:24]4[CH2:23][CH2:25]4)[CH3:34])=[CH:32][CH:31]=3)=[CH:18][CH:19]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]Participants
4
Reactant 3
Product 1
Procedure
4-{4-[6-(Cyclopropyl-methyl-amino)-pyridin-3-ylcarbamoyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester was synthesized from 4-(4-carboxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester and N-2-cyclopropyl-N2-methyl-pyridine-2,5-diamine in a manner similar to the one described in the synthesis of 4-[4-(3-tert-butyl-phenylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester, above. LCMS calcd for C25H33N5O3 (m/e) 451, obsd 452 (M+H).
Sources & evidence
- ORD record
- ord-97c20f9397b54f72836cfac007da37d3
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08324385B2
Reaction notes
Loading…