2-bromo-N-(pyrazin-2-yl)acetamide → (R)-3-Hydroxy-1-(pyrazin-2-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 660070Notes

Reaction equation

HRID 660070 reaction equation
[Br-].[OH:2][C@@H:3]1[CH:8]2[CH2:9][CH2:10][N+:5]([CH2:11][C:12](=[O:19])[NH:13][C:14]3[CH:18]=CO[N:15]=3)([CH2:6][CH2:7]2)[CH2:4]1.[Br:20][CH2:21][C:22]([NH:24]C1C=NC=CN=1)=O>>[Br-:20].[OH:2][C@@H:3]1[CH:8]2[CH2:7][CH2:6][N+:5]([CH2:11][C:12](=[O:19])[NH:13][C:14]3[CH:18]=[N:24][CH:22]=[CH:21][N:15]=3)([CH2:10][CH2:9]2)[CH2:4]1

Participants

3

Reactant 2

HCID 445426692-bromo-N-(pyrazin-2-yl)acetamideHCID 86627857(R)-3-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide2×

Product 1

HCID 86627863(R)-3-Hydroxy-1-(pyrazin-2-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

Procedure

This compound is prepared by an analogous method to (R)-3-hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide (Intermediate A) by replacing 2-bromo-N-isoxazol-3-yl-acetamide with 2-bromo-N-pyrazin-2-yl-acetamide [H(i)].

Sources & evidence

ORD record
ord-d6ff508bcfe144ae9a9a8d4a061abb35
Source dataset
uspto-grants-2011_12
Patent number
US08084463B2

Reaction notes

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