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

HRID 570538

Reaktionsgleichung

Reaktionsgleichung von HRID 570538
[I:1][C:2]1[C:10]2[C:5](=[N:6][CH:7]=[N:8][CH:9]=2)[NH:4][N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[F:17][C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH2:20]Br>CN(C=O)C.O>[F:17][C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH2:20][N:4]1[C:5]2=[N:6][CH:7]=[N:8][CH:9]=[C:10]2[C:2]([I:1])=[N:3]1

Komponenten

6

Edukt 3

HCID 10796Cesium carbonateHCID 67968alpha-Bromo-o-fluorotolueneHCID 178506576HCID 178506576, Verbindung

Produkt 1

HCID 866921041-(2-Fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidineAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

569 mg (2.313 mmol) of 3-iodo-1H-pyrazolo[3,4-d]pyrimidine and 828 mg (2.544 mmol) of caesium carbonate were initially charged in 10 ml of DMF, and 481 mg (2.544 mmol) of 2-fluorobenzyl bromide dissolved in 2 ml of DMF were added. The reaction mixture was stirred at RT overnight, diluted with 50 ml of water and filtered with suction, and the residue was dried under high vacuum. 733 mg of the target compound were obtained (purity 83%; 74% of theory).

Aufarbeitung

  1. additionwere added
  2. filtrationfiltered with suction
  3. customthe residue was dried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-64df922a521f4246bdf9bcf7c4a82a29
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09023849B2

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