Water → HCID 22249918, Verbindung

HRID 584824Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 584824
Br[C:2]1[C:3]([CH3:20])=[N:4][N:5]2[C:10]3[N:11]([CH:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH2:12][CH2:13][C:9]=3[C:8]([CH3:19])=[N:7][C:6]=12.[O:21]1[C:25]([Sn](CCCC)(CCCC)CCCC)=[CH:24][C:23]2[CH:39]=[CH:40][CH:41]=[CH:42][C:22]1=2.C(OCC)(=O)C.O>CN(C)C=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[O:21]1[C:25]([C:2]2[C:3]([CH3:20])=[N:4][N:5]3[C:10]4[N:11]([CH:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH2:12][CH2:13][C:9]=4[C:8]([CH3:19])=[N:7][C:6]=23)=[CH:24][C:23]2[CH:39]=[CH:40][CH:41]=[CH:42][C:22]1=2

Komponenten

7

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 38258561-benzofuran-2-yl(tributyl)stannaneHCID 22249888HCID 22249888, Verbindung

Produkt 1

HCID 22249918HCID 22249918, VerbindungAusbeute 33,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 3-bromo-8-(1-ethylpropyl)-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine (300 mg, 0.89 mmol), benzo[b]furan-2-yl(tributyl)tin (0.72 g, 1.78 mmol) and Pd(PPh3)4 (103 mg, 0.90 mmol) in N,N-dimethylformamide (15 mL) was stirred at 120° C. for one day. Ethyl acetate and water were added thereto, followed by filtering through Celite. The organic layer of the filtrate was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (0-5% ethyl acetate/hexane), to give the title compound (111 mg) as white crystals.

Aufarbeitung

  1. filtrationby filtering through Celite
  2. washThe organic layer of the filtrate was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated
  5. customThe residue was purified by silica gel column chromatography (0-5% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-5945849e82f54e17adbdf3fe8131236d
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06927221B2

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