5-(4-Chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid → 5-(4-Chlorophenyl)-N-(4-methyl-3-oxopiperazin-1-yl)-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxamide

HRID 240724Notes

Reaction equation

HRID 240724 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:20](O)=[O:21])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.[NH2:30][N:31]1[CH2:36][CH2:35][N:34]([CH3:37])[C:33](=[O:38])[CH2:32]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([C:20]([NH:30][N:31]3[CH2:36][CH2:35][N:34]([CH3:37])[C:33](=[O:38])[CH2:32]3)=[O:21])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 666869715-(4-Chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinic acidHCID 712943164-Amino-1-methylpiperazin-2-one 2,2,2-trifluoroacetate

Product 1

HCID 712942715-(4-Chlorophenyl)-N-(4-methyl-3-oxopiperazin-1-yl)-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxamide

Procedure

The title compound was synthesized in analogy to Example 1 using 5-(4-chlorophenyl)-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxylic acid (CAN 1018782-82-5) and 4-amino-1-methyl-piperazin-2-one trifluoroacetate (1:1) as starting materials; LC-MS (UV peak area/ESI) 94.7%, 443.1084 (M+H)+.

Sources & evidence

ORD record
ord-cfe206bff23846a9a962ca2d97b55e42
Source dataset
uspto-grants-2014_02
Patent number
US08648099B2

Reaction notes

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