Tetrabutylammonium Fluoride → HCID 25152867, compound

HRID 2391577Notes

Reaction equation

HRID 2391577 reaction equation
[Si]([O:8][CH2:9][C:10]1[N:15]=[CH:14][C:13]2[N:16]([C:19]3[S:23][C:22]([C:24]([NH2:26])=[O:25])=[C:21]([O:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[C:35]([F:38])([F:37])[F:36])[CH:20]=3)[CH:17]=[N:18][C:12]=2[CH:11]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[OH:8][CH2:9][C:10]1[N:15]=[CH:14][C:13]2[N:16]([C:19]3[S:23][C:22]([C:24]([NH2:26])=[O:25])=[C:21]([O:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[C:35]([F:36])([F:37])[F:38])[CH:20]=3)[CH:17]=[N:18][C:12]=2[CH:11]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68764955HCID 68764955, compound2×

Product 1

HCID 25152867HCID 25152867, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a similar manner as described for example 9, 94 mg 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-{[2-(trifluoromethyl)benzyl]oxy}thiophene-2-carboxamide (compound A2) and 53 mg of tetra-n-butylammonium fluoride solution (˜75% in H2O) in 6 ml tetrahydrofuran yield the title compound.

Sources & evidence

ORD record
ord-131ff3f82134448c9c779786d9495844
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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