Sodium Carbonate → 3'-formyl-N-[2-(1-pyrrolidinyl)ethyl][1,1'-biphenyl]-3-carboxamide

HRID 9773

Reaktionsgleichung

C(=O)([O-])[O-].[Na+].[Na+].Br[C:8]1[CH:9]=[C:10]([C:14]([NH:16][CH2:17][CH2:18][N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:15])[CH:11]=[CH:12][CH:13]=1.[CH:24]([C:26]1[CH:27]=[C:28](OB(O)O)[CH:29]=[CH:30][CH:31]=1)=[O:25]>C1(C)C=CC=CC=1.C(O)C.O>[CH:24]([C:26]1[CH:31]=[C:30]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([NH:16][CH2:17][CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[O:15])[CH:9]=2)[CH:29]=[CH:28][CH:27]=1)=[O:25]

Komponenten

Reaktionsbedingungen

Temperatur: 90 °C

Versuchsvorschrift

Palladium tetrakistriphenyl phosphine (735 mg) and 2 M aqueous sodium carbonate (21.2 ml) were added to a solution of 3-bromo-N-[2-(1-pyrrolidinyl)ethyl]phenylcarboxamide (6.31 g) in toluene (50 ml), and then a solution of 3-formylphenylboric acid (3.49 g) in ethanol (15 ml) was added thereto, and the mixture was stirred at 90° C. for 15 hours. The reaction solution was diluted with water and then extracted with diethyl ether. The extract was washed with brine and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, whereby the title compound (6.83 g) was obtained.

Aufarbeitung

extractionextracted with diethyl ether
washThe extract was washed with brine
dry with materialdried over anhydrous magnesium sulfate
customThe solvent was evaporated under reduced pressure, whereby the title compound (6.83 g)
customwas obtained

Quellen und Nachweise

ORD-Eintrag: ord-ddb5b33eec07485b9546487bd8670561
Quelldatensatz: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07091247B2

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