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Hydrogen Bromide → 3'-Amino-5'-fluoro-2'-hydroxy-biphenyl-3-carboxylic acid hydrobromide

HRID 384347
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 384347
[BrH:1].Cl.[NH2:3][C:4]1[C:5]([OH:20])=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([OH:19])=[O:18])[CH:12]=2)[CH:7]=[C:8]([F:10])[CH:9]=1>C(OCC)(=O)C>[BrH:1].[NH2:3][C:4]1[C:5]([OH:20])=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([OH:19])=[O:18])[CH:12]=2)[CH:7]=[C:8]([F:10])[CH:9]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 260Hydrogen BromideHCID 574838163'-Amino-5'-fluoro-2'-hydroxy-biphenyl-3-carboxylic acid hydrochloride

Produkt 1

HCID 574838233'-Amino-5'-fluoro-2'-hydroxy-biphenyl-3-carboxylic acid hydrobromideAusbeute 54,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

20 mL of hydrobromic acid was added dropwise to 3′-amino-5′-fluoro-2′-hydroxy-biphenyl-3-carboxylic acid 2f (500 mg, 1.92 mmol) obtained from Step 5 of Example 2 to form white precipitates. The reaction solution was heated to reflux overnight, and then it became clear. The colour of the reaction solution finally was brown. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was concentrated under reduced pressure to obtain a brown solid which was dissolved in 20 mL of ethyl acetate. The mixture was stirred for 20 minutes and filtered to obtain the title compound 3′-amino-5′-fluoro-2′-hydroxy-biphenyl-3-carboxylic acid hydrobromide 26a (344 mg, yield 54.8%) as a grey solid.

Aufarbeitung

  1. customto form white precipitates
  2. temperatureThe reaction solution was heated
  3. temperatureto reflux overnight
  4. concentrationThe mixture was concentrated under reduced pressure
  5. customto obtain a brown solid which
  6. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-6608643e5213464796720169af8a2175
Quelldatensatz
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08367710B2

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