Sodium borohydride → (6-Chloro-2-cyclopropylimidazo[1,2-b]pyridazin-3-yl)methanol

HRID 2043632Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2043632
[BH4-].[Na+].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[N:8]([C:10]([CH:16]=[O:17])=[C:11]([CH:13]3[CH2:15][CH2:14]3)[N:12]=2)[N:9]=1>CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[N:8]([C:10]([CH2:16][OH:17])=[C:11]([CH:13]3[CH2:14][CH2:15]3)[N:12]=2)[N:9]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 577430506-Chloro-2-cyclopropylimidazo[1,2-b]pyridazine-3-carbaldehyde

Produkt 1

HCID 58009731(6-Chloro-2-cyclopropylimidazo[1,2-b]pyridazin-3-yl)methanolAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Sodium borohydride (5.62 mg, 6.62 mmol, 1.3 eq) is added dropwised, at room temperature, to a solution of 6-chloro-2-cyclopropylimidazo[1,2-b]pyridazine-3-carbaldehyde x110 (958 mg, 4.32 mmol) in methanol (100 ml). After 1 hour, the reaction is quenched by water (100 ml) and the crude product is extracted by dichloromethane (2×100 ml). The organic layers are dried over MgSO4, filtered and condensed under reduced pressure to afford (6-chloro-2-cyclopropylimidazo[1,2-b]pyridazin-3-yl)methanol x115 which is used without any further purification.

Aufarbeitung

  1. customthe reaction is quenched by water (100 ml)
  2. extractionthe crude product is extracted by dichloromethane (2×100 ml)
  3. dry with materialThe organic layers are dried over MgSO4
  4. filtrationfiltered
  5. customcondensed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f2fa83e5836d47199ea826b1b6381593
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08586623B2

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