5-Bromo-2-hydroxypyridine → 4-[{2-[(5-Bromo-2-pyridinyl)oxy]ethyl}(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile

HRID 1173440Notes

Reaction equation

HRID 1173440 reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH2:17][C:18]([F:21])([F:20])[F:19])[C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([C:13]([F:16])([F:15])[F:14])[CH:6]=1.[Br:22][C:23]1[CH:24]=[CH:25][C:26](=O)[NH:27][CH:28]=1>>[Br:22][C:23]1[CH:24]=[CH:25][C:26]([O:1][CH2:2][CH2:3][N:4]([CH2:17][C:18]([F:19])([F:20])[F:21])[C:5]2[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([C:13]([F:15])([F:16])[F:14])[CH:6]=2)=[N:27][CH:28]=1

Participants

3

Reactant 2

HCID 5995285-Bromo-2-hydroxypyridineHCID 866237314-[(2-Hydroxyethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile

Product 1

HCID 115689644-[{2-[(5-Bromo-2-pyridinyl)oxy]ethyl}(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile

Procedure

Synthesized as described in Example 27B from 4-[(2-hydroxyethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile (Example 15B) and 5-bromo-2(1H)-pyridinone using dry DME as the reaction solvent: MS (ESI) m/z 468 (M+1, 79Br), 470 (M+1, 81Br).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-c1cde77cb9fd4d2b94fa9cfc6e83d161
Source dataset
uspto-grants-2010_11
Patent number
US07834063B2

Reaction notes

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