Potassium Carbonate → 2-(2,6-Dimethyl-pyridin-4-yloxy)-5-iodo-benzaldehyde

HRID 1095125Notes

Reaction equation

HRID 1095125 reaction equation
F[C:2]1[CH:9]=[CH:8][C:7]([I:10])=[CH:6][C:3]=1[CH:4]=[O:5].[CH3:11][C:12]1[CH:17]=[C:16]([OH:18])[CH:15]=[C:14]([CH3:19])[N:13]=1.C([O-])([O-])=O.[K+].[K+]>CN(C)C(=O)C>[CH3:11][C:12]1[CH:17]=[C:16]([O:18][C:2]2[CH:9]=[CH:8][C:7]([I:10])=[CH:6][C:3]=2[CH:4]=[O:5])[CH:15]=[C:14]([CH3:19])[N:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 162170582-Fluoro-5-iodobenzaldehydeHCID 178429033HCID 178429033, compound

Product 1

HCID 577434032-(2,6-Dimethyl-pyridin-4-yloxy)-5-iodo-benzaldehydeYield 93.1%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

In a manner similar to the method described in Example 50a, 2-fluoro-5-iodobenzaldehyde (2 g, 8 mmol) (Aldrich) was reacted with 2,6-dimethyl-4-hydroxypyridine (1.08 g, 8.8 mmol) and K2CO3 in N,N-dimethylacetamide to give 2-(2,6-dimethyl-pyridin-4-yloxy)-5-iodo-benzaldehyde as a yellow solid (Yield 2.63 g, 92%).

Sources & evidence

ORD record
ord-e07553be561d4a1f848598f1fc425f93
Source dataset
uspto-grants-2012_03
Patent number
US08134001B2

Reaction notes

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