Water → 3-[4-(Benzyloxy)phenyl]-1-ethyl-1H-pyrazolo[3,4-b]pyrazine

HRID 573313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 573313
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:23]3[C:18](=[N:19][CH:20]=[CH:21][N:22]=3)[NH:17][N:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:24](I)[CH3:25].C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[C:23]3[C:18](=[N:19][CH:20]=[CH:21][N:22]=3)[N:17]([CH2:24][CH3:25])[N:16]=2)=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 1784203873-[4-(Benzyloxy)phenyl]-1H-pyrazolo[3,4-b]pyrazine

Produkt 1

HCID 866889763-[4-(Benzyloxy)phenyl]-1-ethyl-1H-pyrazolo[3,4-b]pyrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A suspension of 3-[4-(benzyloxy)phenyl]-1H-pyrazolo[3,4-b]pyrazine (0.58 g), EtI (0.18 ml), and K2CO3 (0.39 g) in DMF (5 mL) was stirred for 3 h at room temperature. The reaction mixture was poured into water and extracted with AcOEt. The extract was washed with water and brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (0.61 g).

Aufarbeitung

  1. extractionextracted with AcOEt
  2. washThe extract was washed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-f70957c15b0d4662892c2f4ea56558b1
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029536B2

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