1-Aminopiperidin-4-OL → 5-(4-chlorophenyl)-N-(4-hydroxypiperidin-1-yl)-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxamide

HRID 240687Notes

Reaction equation

HRID 240687 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.[NH2:23][N:24]1[CH2:29][CH2:28][CH:27]([OH:30])[CH2:26][CH2:25]1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:20]([NH:23][N:24]3[CH2:29][CH2:28][CH:27]([OH:30])[CH2:26][CH2:25]3)=[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

Participants

3

Reactant 2

HCID 121256451-Aminopiperidin-4-OLHCID 666869715-(4-Chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid

Product 1

HCID 712939535-(4-chlorophenyl)-N-(4-hydroxypiperidin-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 1-amino-4-piperidinol (CAN 79414-82-7) as starting materials; LC-MS (UV peak area/ESI) 97.7%, 430.1150 (M+H)+.

Sources & evidence

ORD record
ord-c6f810e9167e4aa8896f76fcd317fb08
Source dataset
uspto-grants-2014_02
Patent number
US08648099B2

Reaction notes

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