Potassium Carbonate → methyl 3-[(2-fluorobenzyl)oxy]-5-(1H-imidazo[4,5-c]pyridin-1-yl)thiophene-2-carboxylate

HRID 2391701Notes

Reaction equation

HRID 2391701 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[F:9].[OH:10][C:11]1[CH:15]=[C:14]([N:16]2[C:24]3[CH:23]=[CH:22][N:21]=[CH:20][C:19]=3[N:18]=[CH:17]2)[S:13][C:12]=1[C:25]([O:27][CH3:28])=[O:26].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][O:10][C:11]1[CH:15]=[C:14]([N:16]2[C:24]3[CH:23]=[CH:22][N:21]=[CH:20][C:19]=3[N:18]=[CH:17]2)[S:13][C:12]=1[C:25]([O:27][CH3:28])=[O:26]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 67968alpha-Bromo-o-fluorotolueneHCID 68766294methyl 3-hydroxy-5-(1H-imidazo[4,5-c]pyridin-1-yl)thiophene-2-carboxylate

Product 1

HCID 68765200methyl 3-[(2-fluorobenzyl)oxy]-5-(1H-imidazo[4,5-c]pyridin-1-yl)thiophene-2-carboxylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner as described for example B11, 172 mg of 1-(bromomethyl)-2-fluorobenzene, 200 mg of methyl 3-hydroxy-5-(1H-imidazo[4,5-c]pyridin-1-yl)thiophene-2-carboxylate, 121 mg of potassium carbonate in 5 ml anhydrous DMF yield the title compound.

Sources & evidence

ORD record
ord-c10141ea8b804359ad7eca8a49a5bbd0
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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