Ethanol → 6-chloro-1-(2,4-dimethylphenyl)Phthalazine

HRID 2357560Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2357560
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[CH:5]=[N:4][N:3]=1.[CH3:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=1B(O)O.C(=O)([O-])[O-].[Na+].[Na+].CCO>COCCOC.CO.O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11](=[CH:10][CH:9]=1)[C:2]([C:15]1[CH:16]=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=1[CH3:13])=[N:3][N:4]=[CH:5]2

Komponenten

9

Edukt 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 4198739(2,4-Dimethylphenyl)boronic acidHCID 143223331,6-Dichlorophthalazine

Produkt 1

HCID 684548666-chloro-1-(2,4-dimethylphenyl)Phthalazine

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 178418476HCID 178418476, VerbindungKatalysatorHCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

A mixture of 1,6-dichlorophthalazine (300 mg, 1507 μmol), 2,4-dimethylphenylboronic acid (249 mg, 1658 μmol), Pd(PPh3)2Cl2 (52.9 mg, 75.4 μmol, Strem), and sodium carbonate (479 mg, 4522 μmol) in DME:EtOH:H2O=7:2:3 (5 mL) was heated to 130° C. for 5 min in the Emrys Optimizer microwave. The mixture was diluted with MeOH and H2O and concentrated over SiO2. The residue was purified with flash chromatography (MeOH/CH2Cl2=0→2%) to afford the title compound. MS (ESI, pos. ion) m/z: 269 (M+1).

Aufarbeitung

  1. concentrationconcentrated over SiO2
  2. customThe residue was purified with flash chromatography (MeOH/CH2Cl2=0→2%)

Quellen und Nachweise

ORD-Eintrag
ord-7a723260618b42449c0a662b9ab7bbf9
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07759337B2

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