Sodium Bicarbonate → HCID 10089559, Verbindung

HRID 1271846Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1271846
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([C:17]1[S:21][C:20]2[CH:22]=[CH:23][C:24]([O:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])=[CH:25][C:19]=2[CH:18]=1)=[O:16])(C)(C)C.C(=O)(O)[O-].[Na+]>FC(F)(F)C(O)=O>[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([C:17]1[S:21][C:20]2[CH:22]=[CH:23][C:24]([O:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])=[CH:25][C:19]=2[CH:18]=1)=[O:16]

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 69489634HCID 69489634, Verbindung

Produkt 1

HCID 10089559HCID 10089559, VerbindungAusbeute 63,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of 72 mg (0.158 mmol) (2-{[5-(2-Dimethylamino-ethoxy)-benzo[b]thiophene-2-carbonyl]-amino}-phenyl)-carbamic acid tert-butyl ester (5) in 1.0 ml trifluoroacetic acid was stirred for 60 min at room temperature and then added to an aqueous solution of sodium bicarbonate. After extraction with ethyl acetate and removal of the solvent the residue was recrystallized from ethyl acetate/diethyl ether to yield 35 mg (0.10 mmol) 5-(2-Dimethylamino-ethoxy)-benzo[b]thiophene-2-carboxylic acid (2-amino-phenyl)-amide (1) as a yellow solid, mp. 191–193° C.

Aufarbeitung

  1. extractionAfter extraction
  2. customwith ethyl acetate and removal of the solvent the residue
  3. customwas recrystallized from ethyl acetate/diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-d2f6858cf02b45fb85e969b5246bb9fc
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07208491B2

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