4-Phenyl-1,2-oxazol-3-amine → (R)-3-Hydroxy-1-[(4-phenyl-isoxazol-3-ylcarbamoyl)-methyl]-1-azonia-bicyclo[2.2.2]octane bromide

HRID 660071Notes

Reaction equation

HRID 660071 reaction equation
[Br-:1].[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.[C:20]1(C2C(N)=NOC=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>NC1C=CON=1>[Br-:1].[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[C:18]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:17][O:16][N:15]=3)([CH2:6][CH2:7]2)[CH2:4]1

Participants

4

Reactant 2

HCID 107732534-Phenyl-1,2-oxazol-3-amineHCID 86627857(R)-3-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide2×

Product 1

HCID 86627865(R)-3-Hydroxy-1-[(4-phenyl-isoxazol-3-ylcarbamoyl)-methyl]-1-azonia-bicyclo[2.2.2]octane bromide

Reagents, catalysts & solvents 1

HCID 18102163-IsoxazolamineSolvent

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 in 3-aminoisoxazol in step (Ai) with 4-phenylisoxazol-3-ylamine.

Sources & evidence

ORD record
ord-01f771191443478788cfafbfd448d34b
Source dataset
uspto-grants-2011_12
Patent number
US08084463B2

Reaction notes

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