2-Bromo-N-pyrimidin-4-yl-acetamide → (R)-3-Hydroxy-1-(pyrimidin-4-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 660077Notes

Reaction equation

HRID 660077 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[N:15]=3)([CH2:6][CH2:7]2)[CH2:4]1.[Br:20]C[C:22]([NH:24]C1C=CN=CN=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]=[CH:17][N:24]=[CH:22][N:15]=3)([CH2:6][CH2:7]2)[CH2:4]1

Participants

3

Reactant 2

HCID 445419272-Bromo-N-pyrimidin-4-yl-acetamideHCID 86627857(R)-3-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide2×

Product 1

HCID 86627870(R)-3-Hydroxy-1-(pyrimidin-4-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

Procedure

This compound was 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 (Ai) with 2-bromo-N-pyrimidin-4-yl-acetamide (Qi).

Sources & evidence

ORD record
ord-6e6062a380bf42548272c4cd8307ed13
Source dataset
uspto-grants-2011_12
Patent number
US08084463B2

Reaction notes

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