Potassium Carbonate → 1-(2-Methoxyphenyl)isoquinoline

HRID 1011442

Reaktionsgleichung

Reaktionsgleichung von HRID 1011442
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1B(O)O.C([O-])([O-])=O.[K+].[K+]>CN(C=O)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>[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 6409631-BromoisoquinolineHCID 27339582-Methoxyphenylboronic acid

Produkt 1

HCID 231597341-(2-Methoxyphenyl)isoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 21962138N,N-Dimethylformamide--water (1/1)Lösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A solution of 1-bromoisoquinoline (2.06 g, 10 mmol), prepared as described in European Journal of Organic Chemistry 2002, 4181-4184, 2-methoxyphenylboronic acid (2.79 g, 10 mmol), Pd(PPh3)4 (5% mol), K2CO3 (5 g) in DMF/water (3/1) is stirred at 50° C. for 12 hours. The reaction mixture is then pored on water (150 mL). The aqueous phase is extracted with ethyl acetate (3×100 mL). The combined organic layers are washed with water (3×200 mL). The organic phase is dried over magnesium sulfate and evaporated under vacuum to afford the title compound.

Aufarbeitung

  1. extractionThe aqueous phase is extracted with ethyl acetate (3×100 mL)
  2. washThe combined organic layers are washed with water (3×200 mL)
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. customevaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e12ca8df30494583a4d54d1c6152a1db
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977354B2

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