Water → HCID 57597232, Verbindung

HRID 1926065Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1926065
[Cl:1][C:2]1[CH:17]=[C:16]([NH:18][C:19]2[C:20]3[N:27]([CH2:28][CH2:29][O:30][CH2:31][CH2:32][OH:33])[CH:26]=[CH:25][C:21]=3[N:22]=[CH:23][N:24]=2)[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([C:11](=[O:13])[CH3:12])[CH:8]=[CH:9][CH:10]=1.[BH4-].[Na+].O>CO>[Cl:1][C:2]1[CH:17]=[C:16]([NH:18][C:19]2[C:20]3[N:27]([CH2:28][CH2:29][O:30][CH2:31][CH2:32][OH:33])[CH:26]=[CH:25][C:21]=3[N:22]=[CH:23][N:24]=2)[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]([OH:13])[CH3:12])[CH:8]=[CH:9][CH:10]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 57597191HCID 57597191, Verbindung

Produkt 1

HCID 57597232HCID 57597232, VerbindungAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1-{3-[2-chloro-4-({5-[2-(2-hydroxyethoxy)ethyl]-5H-pyrrolo[3,2-d]pyrimidin-4-yl}amino)phenoxy]phenyl}ethanone (233 mg) in methanol (5 mL) was added sodium borohydride (38 mg), and the mixture was stirred at room temperature for 2 hrs. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was crystallized from ethyl acetate-diethyl ether to give the title compound (225 mg) as a white powder.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe obtained residue was crystallized from ethyl acetate-diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-ec51911483904750a5974d11a160f995
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178543B2

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