2-Bromo-N-(5-methyl-isoxazol-3-yl)-acetamide → (R)-3-Hydroxy-1-[(5-methyl-isoxazol-3-ylcarbamoyl)-methyl]-1-azonia-bicyclo[2.2.2]octane bromide

HRID 2240293Notes

Reaction equation

HRID 2240293 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]=[CH:17][O:16][N:15]=3)([CH2:6][CH2:7]2)[CH2:4]1.[Br:20][CH2:21]C(NC1C=C(C)ON=1)=O>>[Br-:20].[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]=[C:17]([CH3:21])[O:16][N:15]=3)([CH2:6][CH2:7]2)[CH2:4]1

Participants

3

Reactant 2

HCID 64850652-Bromo-N-(5-methyl-isoxazol-3-yl)-acetamideHCID 86627857(R)-3-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide2×

Product 1

HCID 86627859(R)-3-Hydroxy-1-[(5-methyl-isoxazol-3-ylcarbamoyl)-methyl]-1-azonia-bicyclo[2.2.2]octane bromide

Procedure

This compound is prepared analogously to (R)-3-hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide [Intermediate A] by substituting 2-bromo-N-isoxazol-3-yl-acetamide (in step Aii) with 2-bromo-N-(5-methyl-isoxazol-3-yl)-acetamide.

Sources & evidence

ORD record
ord-fff3ee7212a840429a08b375d17288cc
Source dataset
uspto-grants-2010_05
Patent number
US07723356B2

Reaction notes

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