Nitrogen → Pyrazolo[1,5-a]pyriMidine-5-carbonitrile

HRID 876820Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 876820
Cl[C:2]1[CH:7]=[CH:6][N:5]2[N:8]=[CH:9][CH:10]=[C:4]2[N:3]=1.N#N.[CH3:13][N:14](C=O)C>[C-]#N.[C-]#N.[Zn+2].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>[N:8]1[N:5]2[CH:6]=[CH:7][C:2]([C:13]#[N:14])=[N:3][C:4]2=[CH:10][CH:9]=1

Komponenten

6

Edukt 3

HCID 947NitrogenHCID 6228DimethylformamideHCID 210717595-Chloropyrazolo(1,5-a)pyrimidine

Produkt 1

HCID 23156341Pyrazolo[1,5-a]pyriMidine-5-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 11186Zinc cyanide (Zn(CN)2)KatalysatorHCID 178418397HCID 178418397, VerbindungKatalysator

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

To a mixture of 5-chloropyrazolo[1,5-a]pyrimidine (2-1) (1.0 g, 6.45 mmol) and Zn(CN)2 (770 mg, 6.58 mmol) in dried DMF (20 mL) exchanged by N2 was added Pd(PPh3)4 (400 mg, 3.46 mmol). The reaction mixture was stirred at 110° C. overnight. After cooled to the room temperature, the solution was concentrated and purified by chromatography on silica gel to afford the title compound (620 mg)

Aufarbeitung

  1. temperatureAfter cooled to the room temperature
  2. concentrationthe solution was concentrated
  3. custompurified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-8398549ba8bf4c63840bb6a98650311f
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987269B2

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