Reaktion #812142

Reaktionsgleichung

3-Bromo-2-chloro-5,11-dihydro-11-ethyl-4-methyl-8-(2-phenylethen-1-yl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

ammonium formate

ammonium formate

→

title compound

Ausbeute 58.4%

5,11-Dihydro-11-ethyl-4-methyl-8-(2-phenylethyl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

Ausbeute 58.4%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture was stirred for an additional 2 d
2. 2
   FiltrationThe reaction mixture was filtered
3. 3
   workup.ADDITIONdiluted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with water
5. 5
   Trocknendried over sodium sulfate
6. 6
   Einengenconcentrated

Vorschrift

3-Bromo-2-chloro-5,11-dihydro-11-ethyl-4-methyl-8-(2-phenylethen-1-yl)-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (0.22 g) was dissolved in 20 mL of methanol, and ammonium formate (2.0 g) and 10% palladium on carbon (0.13 g) were added. The reaction mixture was stirred at room temperature under argon for 6 d. Additional ammonium formate (1.5 g) was added, and the reaction mixture was stirred for an additional 2 d. The reaction mixture was filtered and diluted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, and concentrated to give 98 mg of the title compound, which was recrystallized from ethyl acetate/isopropyl ether, to give 51 mg, m.p. 174°-175° C.

Quelle