4-{[(4-Carboxybenzoyl)amino]methyl}-1-[5-(trifluoromethyl)pyridin-2-yl]piperidinium chloride → 4-(7-Bromo-5-cyano-1,3-benzoxazol-2-yl)-N-({1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}methyl)benzamide

HRID 2093638Notes

Reaction equation

HRID 2093638 reaction equation
[Cl-].[C:2]([C:5]1[CH:30]=[CH:29][C:8]([C:9]([NH:11][CH2:12][CH:13]2[CH2:18][CH2:17][NH+:16]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][N:20]=3)[CH2:15][CH2:14]2)=[O:10])=[CH:7][CH:6]=1)([OH:4])=O.[Br:31][C:32]1[C:40]2OC(C3C=CC(C([O-])=O)=CC=3)=[N:37][C:36]=2[CH:35]=[C:34]([C:50]#[N:51])[CH:33]=1>>[Br:31][C:32]1[C:40]2[O:4][C:2]([C:5]3[CH:30]=[CH:29][C:8]([C:9]([NH:11][CH2:12][CH:13]4[CH2:18][CH2:17][N:16]([C:19]5[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:26])[F:27])=[CH:21][N:20]=5)[CH2:15][CH2:14]4)=[O:10])=[CH:7][CH:6]=3)=[N:37][C:36]=2[CH:35]=[C:34]([C:50]#[N:51])[CH:33]=1

Participants

3

Reactant 2

HCID 687269534-{[(4-Carboxybenzoyl)amino]methyl}-1-[5-(trifluoromethyl)pyridin-2-yl]piperidinium chlorideHCID 86643502HCID 86643502, compound2×

Product 1

HCID 687416644-(7-Bromo-5-cyano-1,3-benzoxazol-2-yl)-N-({1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}methyl)benzamide

Procedure

The title compound was prepared from 4-{[(4-carboxybenzoyl)amino]methyl}-1-[5-(trifluoromethyl)pyridin-2-yl]piperidinium chloride and 3-amino-5-bromo-4-hydroxybenzonitrile (INTERMEDIATE 1, Step B) by a procedure analogous to that described in EXAMPLE 109. Mass spectrum (ESI) 585.9 (M+3).

Sources & evidence

ORD record
ord-80c4843b57f94422b55451867243dfdb
Source dataset
uspto-grants-2013_05
Patent number
US08445480B2

Reaction notes

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