Benzylamine → 1-Benzylamino-4-(4-pyridylmethyl)phthalazine

HRID 49861

Reaktionsgleichung

Reaktionsgleichung von HRID 49861
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:4][N:3]=1.[CH2:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[CH2:19]([NH:26][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:4][N:3]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

5

Edukt 3

HCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 19446091-Chloro-4-(4-pyridinylmethyl)phthalazine

Produkt 1

HCID 99273621-Benzylamino-4-(4-pyridylmethyl)phthalazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 1.28 g (5 mmol) 1-chloro-4-(4-pyridylmethyl)phthalazine and 1.64 ml (15 mmol) benzylamine is stirred for 4 min at 90° C. under a nitrogen atmosphere. The reaction mixture is then distributed between dichloromethane and 20% aqueous potassium carbonate solution. The organic phase dried over anhydrous sodium sulfate is evaporated and the residue purified on silica gel by flash chromatography using acetate and acetate/methanol (20:1). Title compound is obtained after crystallization of the product-containing fractions from acetonitrile and drying under HV (8 h, 80° C.); m.p. 137-138° C.; ESI-MS: (M+H)+=327.

Aufarbeitung

  1. dry with materialThe organic phase dried over anhydrous sodium sulfate
  2. customis evaporated
  3. customthe residue purified on silica gel by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-41ddeae85a6846059185028bc1fd748f
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710047B2

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