Chloroacetanilide → HCID 67497324, compound

HRID 1920558Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[OH:8][C:9]([C:36]1[S:37][CH:38]=[CH:39][CH:40]=1)([C:31]1[S:32][CH:33]=[CH:34][CH:35]=1)[C:10]([O:12][C@@H:13]1[CH:18]2[CH2:19][CH2:20][N+:15](CC(=O)NC3C=CC=CC=3)([CH2:16][CH2:17]2)[CH2:14]1)=[O:11].ClCC(N[C:46]1[CH:51]=CC=[CH:48][CH:47]=1)=O>>[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[CH2:51]([N+:15]12[CH2:16][CH2:17][CH:18]([CH2:19][CH2:20]1)[C@@H:13]([O:12][C:10](=[O:11])[C:9]([OH:8])([C:31]1[S:32][CH:33]=[CH:34][CH:35]=1)[C:36]1[S:37][CH:38]=[CH:39][CH:40]=1)[CH2:14]2)[C:46]#[C:47][CH3:48]

Participants

Reactant 2

HCID 11485Chloroacetanilide

HCID 86611367HCID 86611367, compound

Product 1

HCID 67497324HCID 67497324, compound

Procedure

This compound is made analogously to (R)-3-(2-hydroxy-2,2-di-thiophen-2-yl-acetoxy)-1-phenylcarbamoylmethyl-1-azonia-bicyclo[2.2.2]octane trifluoroacetate (Example 76) by replacing 2-chloro-N-phenyl-acetamide with the appropriate alkyl halide.

Sources & evidence

ORD record: ord-fdbaa03913524ba7b222182f881e4e95
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08168654B2

Reaction notes

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