(3-Bromopropyl)benzene → 4-Hydroxy-1-methyl-1-(3-phenyl-propyl)-piperidinium bromide

HRID 1690645Notes

Reaction equation

HRID 1690645 reaction equation
[Br-].O[C@@H]1CCC[N+](CC(=O)NC2C=CON=2)(C)C1.[CH3:19][N:20]1[CH2:25][CH2:24][CH:23]([OH:26])[CH2:22][CH2:21]1.[Br:27]CC(NC1C=CON=1)=O.[C:37]1([CH2:43][CH2:44][CH2:45]Br)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[Br-:27].[OH:26][CH:23]1[CH2:24][CH2:25][N+:20]([CH3:19])([CH2:45][CH2:44][CH2:43][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH2:21][CH2:22]1

Participants

5

Reactant 4

HCID 12503(3-Bromopropyl)benzeneHCID 660484-Piperidinol, 1-methyl-HCID 133629192-bromo-N-(isoxazol-3-yl)acetamideHCID 87357711(1R/S,3R)-3-Hydroxy-1-(isoxazol-3-ylcarbamoylmethyl)-1-methyl-piperidinium bromide2×

Product 1

HCID 669025494-Hydroxy-1-methyl-1-(3-phenyl-propyl)-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 and by replacing 2-bromo-N-isoxazol-3-yl-acetamide (Intermediate A) with 3-phenyl propylbromide.

Sources & evidence

ORD record
ord-996c7f10cb9f47d68e007a9861792b5e
Source dataset
uspto-grants-2012_04
Patent number
US08153669B2

Reaction notes

Loading…