Clioquinol → HCID 18372618, compound

HRID 382881Notes

Reaction equation

HRID 382881 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10](I)[C:9]([OH:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[C:14]([Si:18]([CH3:21])([CH3:20])Cl)(C)(C)C>>[Cl:1][C:2]1[CH:11]=[C:10]([Si:18]([CH3:21])([CH3:20])[CH3:14])[C:9]([OH:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

Participants

3

Reactant 2

HCID 2788ClioquinolHCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 18372618HCID 18372618, compound

Procedure

The title compound is prepared in two steps from 5-chloro-8-hydroxy-7-iodoquinoline, which is commercially available, according to the procedures described in Preparation 11 and Example 41, substituting trimethylchlorosilane for t-butyldimethylchlorosilane in the former procedure. Column chromatography (elution with 0-1% EtOAc/hexane) gives 0.147 g of the title compound as a white solid.

Workup

  1. customdescribed in Preparation 11 and Example 41
  2. washColumn chromatography (elution with 0-1% EtOAc/hexane)

Sources & evidence

ORD record
ord-7d906ebfe5594d69aeb6e80c6db7e628
Source dataset
uspto-grants-2001_10
Patent number
US06310211B1

Reaction notes

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