Dimethylformamide → HCID 71626459, Verbindung

Reaktionsgleichung

[CH3:1][C:2]1([CH3:19])[CH2:14][C:13]2=[N:15][NH:16][C:17](=[O:18])[C:10]3[C:11]4[C:12]2=C(NC=4[CH:7]=[CH:8][CH:9]=3)[CH2:3]1.[H-].[Na+].[CH3:22]I.[CH3:24][N:25]([CH:27]=O)[CH3:26]>>[CH3:1][C:2]1([CH3:19])[CH2:14][C:13]2=[N:15][N:16]([CH3:22])[C:17](=[O:18])[C:10]3[C:11]4[C:12]2=[C:27]([N:25]([CH3:24])[C:26]=4[CH:7]=[CH:8][CH:9]=3)[CH2:3]1

Komponenten

Edukt 4

HCID 6228Dimethylformamide

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 136242904HCID 136242904, Verbindung

Produkt 1

HCID 71626459HCID 71626459, VerbindungAusbeute 95 %

Versuchsvorschrift

The desired product was prepared using a procedure similar to step 1 of Example 22. Subsequently, 2,2-dimethyl-2,3,5,10-tetrahydro-[1,2]diazepino[3,4,5,6-def]carbazol-6(1H)-one (0.02 g, 0.08 mmol) was reacted with NaH (2.4 mg, 0.1 mmol) and methyl iodide (0.06 g, 0.4 mmol) in DMF (2 ml) to give the desired product (20 mg, 95%) as yellow solid. 1H NMR (DMSO-d6) δ 7.51-7.55 (m, 2H), 7.16 (t, 1H, J=7.8 Hz), 3.69 (s, 3H), 3.42 (s, 3H), 2.72 (s, 2H), 2.27 (s, 2H), and 1.09 (s, 6H). MS (ESI) m/e [M+1]+ 282.