4-Piperidinol, 1-methyl- → 4-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-piperidinium bromide

Reaction equation

[Br-:1].O[C@@H:3]1[CH2:8][CH2:7][CH2:6][N+:5]([CH2:10][C:11](=[O:18])[NH:12][C:13]2[CH:17]=[CH:16][O:15][N:14]=2)([CH3:9])[CH2:4]1.CN1CCC([OH:26])CC1>>[Br-:1].[OH:26][CH:8]1[CH2:7][CH2:6][N+:5]([CH2:10][C:11](=[O:18])[NH:12][C:13]2[CH:17]=[CH:16][O:15][N:14]=2)([CH3:9])[CH2:4][CH2:3]1

Participants

Reactant 2

HCID 660484-Piperidinol, 1-methyl-

HCID 87357711(1R/S,3R)-3-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-piperidinium bromide2×

Product 1

HCID 871979834-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-piperidinium bromide

Procedure

This compound is prepared by an analogous method to (1R/S,3R)-3-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-piperidinium bromide (Intermediate C) by replacing (R)-1-methyl-piperidin-3-ol (step C3) with 1-methyl-piperidin-4-ol.

Sources & evidence

ORD record: ord-65cb00622ea840f48918ed91b7e5cea0
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08153669B2

Reaction notes

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