Potassium Carbonate → HCID 68769258, compound

HRID 2391686Notes

Reaction equation

HRID 2391686 reaction equation
OC1C=C(N2C3C(=NC=CC=3)N=C2)SC=1C(OC)=O.[OH:20][C:21]1[CH:25]=[C:24]([N:26]2[C:30]3=[N:31][CH:32]=[CH:33][CH:34]=[C:29]3[N:28]=[CH:27]2)[S:23][C:22]=1[C:35]([O:37][CH3:38])=[O:36].C([O-])([O-])=O.[K+].[K+].Br[CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=1[C:53]([F:56])([F:55])[F:54]>CN(C)C=O>[N:28]1[C:29]2[C:30](=[N:31][CH:32]=[CH:33][CH:34]=2)[N:26]([C:24]2[S:23][C:22]([C:35]([O:37][CH3:38])=[O:36])=[C:21]([O:20][CH2:46][C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[C:53]([F:54])([F:55])[F:56])[CH:25]=2)[CH:27]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 1230571-(Bromomethyl)-2-(trifluoromethyl)benzeneHCID 68764916HCID 68764916, compoundHCID 68764919HCID 68764919, compound

Product 1

HCID 68769258HCID 68769258, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner as described for example B3, 12.49 g of an isomeric mixture of methyl 3-hydroxy-5-(1H-imidazo[4,5-b]pyridin-1-yl)thiophene-2-carboxylate and methyl 3-hydroxy-5-(3H-imidazo[4,5-b]pyridin-3-yl)thiophene-2-carboxylate (example C8) and 7.45 g of K2CO3 and 12.91 g of 1-(bromomethyl)-2-(trifluoromethyl)benzene in 200 ml N,N-dimethylformamide yield compound B5a and compound B5b.

Workup

  1. customyield compound B5a

Sources & evidence

ORD record
ord-b53ccc55d754474bab633ee357f490ab
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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