Tetrabutylammonium Fluoride → 3,4-difluoro-2-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethoxy)-5-[(E)-2-hydroxypropoxyiminomethyl]benzamide

HRID 661721Notes

Reaction equation

HRID 661721 reaction equation
[Si]([O:8][CH2:9][CH2:10][O:11][NH:12][C:13](=[O:38])[C:14]1[CH:19]=[C:18]([CH:20]=[N:21][O:22][CH2:23][CH:24]([OH:26])[CH3:25])[C:17]([F:27])=[C:16]([F:28])[C:15]=1[NH:29][C:30]1[CH:35]=[CH:34][C:33]([I:36])=[CH:32][C:31]=1[F:37])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[F:28][C:16]1[C:15]([NH:29][C:30]2[CH:35]=[CH:34][C:33]([I:36])=[CH:32][C:31]=2[F:37])=[C:14]([CH:19]=[C:18](/[CH:20]=[N:21]/[O:22][CH2:23][CH:24]([OH:26])[CH3:25])[C:17]=1[F:27])[C:13]([NH:12][O:11][CH2:10][CH2:9][OH:8])=[O:38]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 74020034HCID 74020034, compound

Product 1

HCID 112613903,4-difluoro-2-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethoxy)-5-[(E)-2-hydroxypropoxyiminomethyl]benzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-[2-(t-butyldimethylsilanyloxy)-ethoxy]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-5-[(2-hydroxy-propoxyimino)-methyl]-benzamide (20 mg, 0.029 mmol) prepared in Process B was dissolved in anhydrous tetrahydrofuran (2 mL). Tetra-n-butylammonium fluoride (1 mol/L solution in tetrahydrofuran) (30 μL, 0.03 mmol) was added dropwise at room temperature, and the mixture was stirred for 1.5 hours.

Sources & evidence

ORD record
ord-4ae4fd6756f54b258830121e2eb544fa
Source dataset
uspto-grants-2011_12
Patent number
US08084645B2

Reaction notes

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