Sodium borohydride → 3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-one

HRID 215972Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 215972
[BH4-].[Na+].[CH3:3][C:4]1[C:12]2[C:11]([CH:13]=[C:14]3[N:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]4=[N:16][C:15]3=[O:23])=[CH:10][S:9][C:8]=2[CH:7]=[CH:6][CH:5]=1>C(O)C.CO>[CH3:3][C:4]1[C:12]2[C:11]([CH2:13][CH:14]3[N:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]4=[N:16][C:15]3=[O:23])=[CH:10][S:9][C:8]=2[CH:7]=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 686997973-(4-Methyl-benzo[b]thiophen-3-ylmethylene)-imidazo[1,2-a]pyridin-2-one

Produkt 1

HCID 591767733-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-imidazo[1,2-a]pyridin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

To a suspension of 121 mg (3.2 mmol) of sodium borohydride in 50 mL of ethanol is added a solution of 624 mg (2.1 mmol) of 3-(4-methyl-benzo[b]thiophen-3-ylmethylene)-imidazo[1,2-a]pyridin-2-one in 50 mL of methanol dropwise at −78° C. After stirring for 15 minutes at −78° C., the reaction mixture is quenched with saturated aqueous ammonium chloride solution at −78° C. The product is extracted with dichloromethane. The organic layer is dried over magnesium sulfate, filtered and concentrated in vacuo to give the desired compound.

Aufarbeitung

  1. customthe reaction mixture is quenched with saturated aqueous ammonium chloride solution at −78° C
  2. extractionThe product is extracted with dichloromethane
  3. dry with materialThe organic layer is dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2469c84c63aa41c5bf5cae7cd24ca3f0
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193214B2

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