(3-Chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide → 6-(3,4-Dichloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide

HRID 416480Notes

Reaction equation

HRID 416480 reaction equation
[CH:1]1([C:4]([OH:32])([CH3:31])[CH2:5][NH:6][C:7]([C:9]2[C:14]([C:15]([F:18])([F:17])[F:16])=[N:13][C:12]([O:19][CH2:20][CH:21]3[CH2:23][CH2:22]3)=[C:11]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=3)[N:10]=2)=[O:8])[CH2:3][CH2:2]1.COC(C1C(C(F)(F)F)=NC(Br)=C(C2C=CC([Cl:54])=C(Cl)C=2)N=1)=O>>[CH:1]1([C:4]([OH:32])([CH3:31])[CH2:5][NH:6][C:7]([C:9]2[C:14]([C:15]([F:18])([F:16])[F:17])=[N:13][C:12]([O:19][CH2:20][CH:21]3[CH2:22][CH2:23]3)=[C:11]([C:24]3[CH:29]=[CH:28][C:27]([Cl:54])=[C:26]([Cl:30])[CH:25]=3)[N:10]=2)=[O:8])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 44463465(3-Chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amideHCID 866347085-Bromo-6-(3,4-dichloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid methyl ester

Product 1

HCID 444632066-(3,4-Dichloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide

Procedure

In analogy to example 7 (3-chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid (2-cyclopropyl-2-hydroxy-propyl)-amide) the title compound was prepared by substituting 5-bromo-6-(3-chloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid methyl ester with 5-bromo-6-(3,4-dichloro-phenyl)-3-trifluoromethyl-pyrazine-2-carboxylic acid methyl ester.

Sources & evidence

ORD record
ord-097f595389e542af9536016afd9013db
Source dataset
uspto-grants-2012_01
Patent number
US08088920B2

Reaction notes

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