Phenol → HCID 178420509, compound

HRID 432679Notes

Reaction equation

HRID 432679 reaction equation
Cl[C:2]1[C:11]2[N:12]=[CH:13][NH:14][C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.[C:15]1([OH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[O:21]([C:2]1[C:11]2[N:12]=[CH:13][NH:14][C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 996PhenolHCID 178478309HCID 178478309, compound

Product 1

HCID 178420509HCID 178420509, compound

Procedure

In step (4) of Reaction Scheme II a 4-chloro-1H-imidazo[4,5-c]quinoline of Formula XVI is reacted with phenol to provide a 4-phenoxy-1H-imidazo[4,5-c]quinoline of Formula XVII. The phenol is reacted with sodium hydride in a suitable solvent such as diglyme to form a phenoxide. The phenoxide is then reacted at an elevated temperature with a compound of Formula XVI.

Sources & evidence

ORD record
ord-93c190d49b0e4ae090cb94841e3f153d
Source dataset
uspto-grants-2003_12
Patent number
US06664260B2

Reaction notes

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