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

HRID 416484Notes

Reaction equation

HRID 416484 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]([O:21][CH2:22][CH:23]2[CH2:25][CH2:24]2)=[C:13]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28](Cl)[CH:27]=2)[N:12]=1)=[O:10].NC1C(C2C=CC([NH:51][S:52]([CH3:55])(=[O:54])=[O:53])=CC=2)=NC(Br)=C(C(F)(F)F)N=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:20])([F:19])[F:18])=[N:15][C:14]([O:21][CH2:22][CH:23]2[CH2:25][CH2:24]2)=[C:13]([C:26]2[CH:31]=[CH:30][C:29]([NH:51][S:52]([CH3:55])(=[O:54])=[O:53])=[CH:28][CH:27]=2)[N:12]=1)=[O:10]

Participants

3

Reactant 2

HCID 444637196-(3-chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amideHCID 86634709N-[4-(3-amino-6-bromo-5-trifluoromethyl-pyrazin-2-yl)-phenyl]-methanesulfonamide

Product 1

HCID 444629446-(4-methanesulfonylamino-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

Procedure

In analogy to example 6 (6-(3-chloro-phenyl)-5-cyclopropylmethoxy-3-trifluoromethyl-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide) the title compound was prepared by substituting 5-bromo-3-(3-chloro-phenyl)-6-trifluoromethyl-pyrazin-2-ylamine with N-[4-(3-amino-6-bromo-5-trifluoromethyl-pyrazin-2-yl)-phenyl]-methanesulfonamide.

Sources & evidence

ORD record
ord-d0dd4acf98ac4e9294d1a2751695605c
Source dataset
uspto-grants-2012_01
Patent number
US08088920B2

Reaction notes

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