Potassium Carbonate → (1,4-Dichloro-phthalazin-6-yl)-(3-trifluoromethyl-benzyl)-amine

HRID 1803491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1803491
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([NH2:12])=[CH:9][CH:10]=2)[C:5]([Cl:13])=[N:4][N:3]=1.C([O-])([O-])=O.[K+].[K+].[F:20][C:21]([F:31])([F:30])[C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH2:25]Br>CN(C=O)C>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][CH2:25][C:24]3[CH:27]=[CH:28][CH:29]=[C:22]([C:21]([F:20])([F:30])[F:31])[CH:23]=3)=[CH:9][CH:10]=2)[C:5]([Cl:13])=[N:4][N:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 1230611-(Bromomethyl)-3-(trifluoromethyl)benzeneHCID 584472211,4-Dichlorophthalazin-6-amine

Produkt 1

HCID 86620966(1,4-Dichloro-phthalazin-6-yl)-(3-trifluoromethyl-benzyl)-amineAusbeute 26,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

A mixture of 1,4-dichloro-6-amino-phthalazine (33 mg, 0.154 mmol), K2CO3 (79 mg, 0.57 mmol), DMF (5 mL) and 3-(trifluoromethyl)benzyl bromide (2.0 mL, 0.17 mmol) were heated to 85° C. for 18 h. The reaction was cooled, poured onto water and extracted with EtOAc. The combined organic layers were washed with H2O, brine, dried (Na2SO4) and concentrated. Column chromatography (Hexanes/EtOAc) afforded the desired product (15 mg, 26.3%) as a yellow solid. m/z 372.08 (M+1).

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. additionpoured onto water
  3. extractionextracted with EtOAc
  4. washThe combined organic layers were washed with H2O, brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-89b9a14426d34bdab5b5f12ee79b5abb
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349836B2

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