1(2H)-Phthalazinone → 2-(4-(pyridin-2-yl)but-3-ynyl)phthalazin-1(2H)-one

HRID 334529

Reaktionsgleichung

Reaktionsgleichung von HRID 334529
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][CH2:9][CH2:10]O.[C:12]1(=[O:22])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[N:14][NH:13]1>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][CH2:9][CH2:10][N:13]1[N:14]=[CH:15][C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:12]1=[O:22]

Komponenten

3

Edukt 2

HCID 83941(2H)-PhthalazinoneHCID 110080634-(Pyridin-2-yl)but-3-yn-1-ol

Produkt 1

HCID 115073522-(4-(pyridin-2-yl)but-3-ynyl)phthalazin-1(2H)-oneAusbeute 11.449,3 %

Versuchsvorschrift

The title compound was prepared in accordance with the general method of Example 3(B), from 4-(pyridin-2-yl)but-3-yn-1-ol (102 mg, 0.69 mmol, Example 3(A)) and phthalazin-1(2H)-one (152 mg, 1.04 mmol). The crude residue was purified by flash chromatography (DCM/MeOH 99:1 to 97:3) followed by bulb-to-bulb distillation (100° C., 0.1 mbar) to yield 22 mg (79 mmol, 11%) of 2-(4-(pyridin-2-yl)but-3-ynyl)phthalazin-1(2H)-one as a brown solid.

Aufarbeitung

  1. customThe crude residue was purified by flash chromatography (DCM/MeOH 99:1 to 97:3)
  2. distillationfollowed by bulb-to-bulb distillation (100° C., 0.1 mbar)

Quellen und Nachweise

ORD-Eintrag
ord-02a59eb430844c7288b72f8bdc96b1c6
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883826B2

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