Phenolate Sodium → 4-phenoxy-1H-imidazo[4,5-c]pyridine

HRID 1352527

Reaction equation

HRID 1352527 reaction equation
Cl[C:2]1[C:7]2[N:8]=[CH:9][NH:10][C:6]=2[CH:5]=[CH:4][N:3]=1.[O-:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Na+]>>[O:11]([C:2]1[C:7]2[N:8]=[CH:9][NH:10][C:6]=2[CH:5]=[CH:4][N:3]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 4445035Phenolate SodiumHCID 53733644-Chloro-1H-imidazo[4,5-c]pyridine

Product 1

HCID 219136474-phenoxy-1H-imidazo[4,5-c]pyridine

Procedure

In step (3) of Reaction Scheme VI, a 4-chloro-1H-imidazo[4,5-c]pyridine of Formula XLII is reacted with sodium phenoxide to provide a 4-phenoxy-1H-imidazo[4,5-c]pyridine of Formula XXXII-4. Phenol is reacted with sodium hydride in a suitable solvent such as diglyme (bis(2-methoxyethyl) ether) to form the phenoxide. The phenoxide is then reacted at an elevated temperature with a compound of Formula XLII. The product can be isolated from the reaction mixture using conventional methods.

Workup

  1. customIn step (3) of Reaction Scheme VI

Sources & evidence

ORD record
ord-66063f40c6864d93846076bab7248759
Source dataset
uspto-grants-2007_05
Patent number
US07220758B2

Linked notes

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