alpha-Cyclopentylmandelic acid → 2-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy-1-methyl-1-(pyrazin-2-ylcarbamoylmethyl)-piperidinium bromide

HRID 1690652Notes

Reaction equation

HRID 1690652 reaction equation
[Br-:1].C1(C(O)(C2C=CC=CC=2)C(O[CH:12]2[CH2:17][CH2:16][N+:15]([CH3:28])([CH2:18][C:19](=[O:27])[NH:20][C:21]3[CH:26]=[N:25][CH:24]=[CH:23][N:22]=3)[CH2:14][CH2:13]2)=O)CCCCC1.[CH:36]1([C:41]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)([OH:45])[C:42]([OH:44])=[O:43])[CH2:40][CH2:39][CH2:38][CH2:37]1>>[Br-:1].[CH:36]1([C:41]([OH:45])([C:46]2[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=2)[C:42]([O:44][CH:14]2[CH2:13][CH2:12][CH2:17][CH2:16][N+:15]2([CH3:28])[CH2:18][C:19](=[O:27])[NH:20][C:21]2[CH:26]=[N:25][CH:24]=[CH:23][N:22]=2)=[O:43])[CH2:40][CH2:39][CH2:38][CH2:37]1

Participants

3

Reactant 2

HCID 98283alpha-Cyclopentylmandelic acidHCID 871978944-(2-Cyclohexyl-2-hydroxy-2-phenyl-acetoxy)-1-methyl-1-(pyrazin-2-ylcarbamoylmethyl)-piperidinium bromide

Product 1

HCID 1317296212-Cyclopentyl-2-hydroxy-2-phenyl-acetoxy-1-methyl-1-(pyrazin-2-ylcarbamoylmethyl)-piperidinium bromide

Procedure

This compound is prepared by an analogous method to 4-(2-cyclohexyl-2-hydroxy-2-phenyl-acetoxy)-1-methyl-1-(pyrazin-2-ylcarbamoylmethyl)-piperidinium bromide (Example 4) by replacing cyclohexyl-hydroxy-phenyl-acetic acid with cyclopentyl-mandelic acid.

Sources & evidence

ORD record
ord-27e21a739ab942e88efd404ef2ca8884
Source dataset
uspto-grants-2012_04
Patent number
US08153669B2

Reaction notes

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