Reaktion #85932

ord-9ba5da0832a2484395d1aaa125a598f2

Reaktionsgleichung

CN(C)C=O
DMF
Cn1c(=O)[nH]c2nn(Cc3ccc(-c4cccc(F)n4)cc3)cc2c1=O
2-(4-(6-fluoropyridin-2-yl)benzyl)-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione
CC(C)CI
isobutyl iodide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)Cn1c(=O)n(C)c(=O)c2cn(Cc3ccc(-c4cccc(F)n4)cc3)nc21
crude product
Ausbeute 94.1%
CC(C)Cn1c(=O)n(C)c(=O)c2cn(Cc3ccc(-c4cccc(F)n4)cc3)nc21
2-(4-(6-fluoropyridin-2-yl)benzyl)-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione
Ausbeute 94.1%

Lösungsmittel

Reaktionsbedingungen

Temperatur
140°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with methylene chloride three times
  2. 2
    SonstigeThe combined organic phase is evaporated to dryness

Vorschrift

2-(4-(6-fluoropyridin-2-yl)benzyl)-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (422 mg, 1.2 mmol), isobutyl iodide (276 μL, 2.4 mmol) and potassium carbonate (497 mg, 3.6 mmol) are place in a Biotage microwave vial, and then DMF (6 mL) is added. The mixture is heated in a Biotage microwave instrument at 140° C. for 30 min. The mixture is diluted with water (150 mL), and then extracted with methylene chloride three times. The combined organic phase is evaporated to dryness to give 460 mg of crude product as pale yellow solids, which is used in the next step without further purification. MS (ESI) m/z 408.2 [M+H]+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09434730B2uspto-grants-2016_09