Reaktion #167357

Reaktionsgleichung

MeOH

1-(4-chloro-thieno[3,2-c]pyridin-3-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

→

product

Ausbeute 40.6%

1-(4-Methyl-pyridin-3-yl)-3-thieno[3,2-c]pyridin-3-yl-imidazolidin-2-one

Ausbeute 40.6%

Lösungsmittel

DCM

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered
2. 2
   Einengenthe filtrate was concentrated under reduced pressure
3. 3
   workup.ADDITIONAqueous NH3 solution was added to the
4. 4
   Einengenconcentrate
5. 5
   Extraktionextracted with DCM
6. 6
   TrocknenThe organic layer was dried over Na2SO4
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   Sonstigeto afford the crude product
9. 9
   SonstigePurification by column chromatography on silica gel (5% MeOH in DCM)

Vorschrift

Activated Zinc (417 mg, 6.380 mmol) was added to a stirred solution of 1-(4-chloro-thieno[3,2-c]pyridin-3-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-136a: 220 mg, 0.6380 mmol) in acetic acid (10 mL). The resulting mixture was stirred at room temperature for 2 days. The reaction was monitored by TLC (10% MeOH in DCM). The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Aqueous NH3 solution was added to the concentrate and extracted with DCM. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford the crude product. Purification by column chromatography on silica gel (5% MeOH in DCM) afforded 80 mg of the product (40.6% yield).

Quelle