Cyclopentanemethanol → 6-(4-Chloro-phenyl)-5-cyclopentylmethoxy-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

HRID 1865887Notes

Reaction equation

HRID 1865887 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[CH:16]=[N:15][C:14](Br)=[C:13]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[N:12]=1)=[O:10].[CH:25]1([CH2:30][OH:31])[CH2:29][CH2:28][CH2:27][CH2:26]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[CH:16]=[N:15][C:14]([O:31][CH2:30][CH:25]2[CH2:29][CH2:28][CH2:27][CH2:26]2)=[C:13]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[N:12]=1)=[O:10]

Participants

3

Reactant 2

HCID 77195CyclopentanemethanolHCID 866169725-bromo-6-(4-chloro-phenyl)-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

Product 1

HCID 866169716-(4-Chloro-phenyl)-5-cyclopentylmethoxy-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

Procedure

The title compound was prepared in analogy to example 26 starting from 5-bromo-6-(4-chloro-phenyl)-pyrazine-2-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide and replacing ethylenglycolmonomethylether by cyclopentylmethanol. MS (ISP) (M+H+)=430.1.

Sources & evidence

ORD record
ord-6b087d823dff4ed0b7eaa456b585c71f
Source dataset
uspto-grants-2009_12
Patent number
US07629346B2

Reaction notes

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