Reaktion #2362278

Reaktionsgleichung

6,6-Dimethyl-11-oxo-8-(piperidin-4-ylmethoxy)-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile hydrochloric acid salt

oxetan-3-one

THF

sodium cyanoborohydride

→

compound

Ausbeute 43.9%

6,6-Dimethyl-8-(1-oxetan-3-yl-piperidin-4-ylmethoxy)-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

Ausbeute 43.9%

Lösungsmittel

acetic acid

methanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   TrocknenThe solution was dried over sodium sulfate
3. 3
   Sonstigethe solvent was removed under vacuum
4. 4
   Sonstigethe resulting residues were purified by preparative TLC (chloroform:2 N ammonia methanol=9:1)

Vorschrift

6,6-Dimethyl-11-oxo-8-(piperidin-4-ylmethoxy)-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile hydrochloric acid salt (Compound A7-25, 30 mg, 0.075 mmol) and oxetan-3-one (38 mg, 7 eq.) were dissolved in acetic acid (0.2 ml), THF (1 ml) and methanol (1 ml), added with sodium cyanoborohydride (33 mg, 7 eq.) at room temperature, and stirred overnight. The reaction solution was added with water, and then extracted with ethyl acetate. The solution was dried over sodium sulfate and the solvent was removed under vacuum and the resulting residues were purified by preparative TLC (chloroform:2 N ammonia methanol=9:1) to obtain the target compound (15 mg).

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