4-Hydroxy-1-methyl-1-(2-phenoxy-ethyl)-piperidinium bromide → 4-((R)-2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy)-1-methyl-1-(2-phenoxy-ethyl)-piperidinium bromide

HRID 1690654Notes

Reaction equation

HRID 1690654 reaction equation
[Br-:1].[CH:2]1([C@@:7]([OH:33])([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:8]([O:10][CH:11]2[CH2:16][CH2:15][N+:14]([CH3:26])([CH2:17][CH2:18]CC3C=CC=CC=3)[CH2:13][CH2:12]2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3]1.[Br-].OC1CC[N+](C)(CCCC2C=CC=CC=2)CC1.[Br-].OC1CC[N+](C)(CC[O:62][C:63]2[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=2)CC1>>[Br-:1].[CH:2]1([C@@:7]([OH:33])([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:8]([O:10][CH:11]2[CH2:12][CH2:13][N+:14]([CH3:26])([CH2:17][CH2:18][O:62][C:63]3[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=3)[CH2:15][CH2:16]2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 669022434-Hydroxy-1-methyl-1-(2-phenoxy-ethyl)-piperidinium bromide2×HCID 669024124-((R)-2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy)-1-methyl-1-(3-phenyl-propyl)-piperidinium bromideHCID 669025494-Hydroxy-1-methyl-1-(3-phenyl-propyl)-piperidinium bromide

Product 1

HCID 669024374-((R)-2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy)-1-methyl-1-(2-phenoxy-ethyl)-piperidinium bromide

Procedure

This compound is prepared by an analogous method to 4-((R)-2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy)-1-methyl-1-(3-phenyl-propyl)-piperidinium bromide (Example 9) by replacing 4-Hydroxy-1-methyl-1-(3-phenyl-propyl)-piperidinium bromide (Intermediate K) with 4-hydroxy-1-methyl-1-(2-phenoxy-ethyl)-piperidinium bromide (Intermediate L).

Sources & evidence

ORD record
ord-ddc6b3ff96294ef4a801888afe01f787
Source dataset
uspto-grants-2012_04
Patent number
US08153669B2

Reaction notes

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