Phenyltrimethylammonium bromide dibromide → N-(4-(2-Bromoacetyl)-5-(3-(trifluoromethyl)phenyl)thiazol-2-yl)-2,6-difluorobenzamide

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Reaktionsgleichung

[C:1]([C:4]1[N:5]=[C:6]([NH:19][C:20](=[O:29])[C:21]2[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=2[F:28])[S:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=1)(=[O:3])[CH3:2].[Br-:30].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1>C1COCC1>[Br:30][CH2:2][C:1]([C:4]1[N:5]=[C:6]([NH:19][C:20](=[O:29])[C:21]2[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=2[F:28])[S:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:16])([F:17])[F:18])[CH:10]=1)=[O:3]

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

Into a solution of Compound 84 (132 mg, 0.33 mmol) in THF (10 mL) at 0° C. was added phenyltrimethylammonium tribromide (125 mg, 0.33 mmol). The mixture was stirred at 0° C. for 1 hour, quenched by ice addition, extracted with methylene chloride. The combined extracted was dried (Na2SO4), filtered and concentrated. The residue was purified on silica (eluted with methylene chloride) to give Compound 85 (128 mg, 85%) as a white solid.

Aufarbeitung

customquenched by ice addition
extractionextracted with methylene chloride
extractionThe combined extracted
dry with materialwas dried (Na2SO4)
filtrationfiltered
concentrationconcentrated
customThe residue was purified on silica (eluted with methylene chloride)

Quellen und Nachweise

ORD-Eintrag: ord-cc5ddd4162374c4984608fdd2198e880
Quelldatensatz: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08455658B2

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