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1-(2-Fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidine → 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile

HRID 570539
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 570539
[F:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[N:12][CH:13]=[C:8]2[C:7](I)=[N:6]1.[Cu][C:20]#[N:21]>CS(C)=O>[F:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[N:12][CH:13]=[C:8]2[C:7]([C:20]#[N:21])=[N:6]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 866921041-(2-Fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidineHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 866921051-(2-Fluorobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

950 mg (purity 85%, approx. 2.281 mmol) of 1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidine and 225 mg (2.509 mmol) of copper(I) cyanide were initially charged in 6 ml of absolute DMSO and the mixture was heated at 150° C. for 2 h. After cooling, the mixture was filtered through Celite and washed through with ethyl acetate and THF. The organic phase was washed with 25% aqueous ammonia solution, saturated aqueous ammonium chloride solution and saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated on a rotary evaporator. 685 mg (purity 84%, 99% of theory) of the target compound were obtained.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered through Celite
  3. washwashed through with ethyl acetate and THF
  4. washThe organic phase was washed with 25% aqueous ammonia solution, saturated aqueous ammonium chloride solution and saturated aqueous sodium chloride solution
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated on a rotary evaporator
  7. custom685 mg (purity 84%, 99% of theory) of the target compound were obtained

Quellen und Nachweise

ORD-Eintrag
ord-3e447c9dc6f74e19902a5c85d777e3a5
Quelldatensatz
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09023849B2

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