5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide → 5-bromo-6-(3-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

HRID 416476Notes

Reaction equation

HRID 416476 reaction equation
[OH:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9]([C:11]1[C:16]([C:17]([F:20])([F:19])[F:18])=[N:15][C:14]([Br:21])=[C:13]([C:22]2[CH:27]=[CH:26][C:25](Cl)=[CH:24][CH:23]=2)[N:12]=1)=[O:10].BrC1N=C(C(F)(F)F)C(C(O)=O)=NC=1C1C=CC=C([Cl:42])C=1>>[OH:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[NH:8][C:9]([C:11]1[C:16]([C:17]([F:19])([F:18])[F:20])=[N:15][C:14]([Br:21])=[C:13]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:42])[CH:23]=2)[N:12]=1)=[O:10]

Participants

3

Reactant 2

HCID 462210855-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amideHCID 866347065-Bromo-6-(3-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid

Product 1

HCID 866347055-bromo-6-(3-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

Procedure

This compound was prepared in analogy to example 1b (5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide) by substituting 5-bromo-6-(4-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid with 5-bromo-6-(3-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid. MS (M−H) at 477.9 and 476.0.

Sources & evidence

ORD record
ord-1c66f9e7087146269125d569e435ec67
Source dataset
uspto-grants-2012_01
Patent number
US08088920B2

Reaction notes

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