Reaktion #1860435

Reaktionsgleichung

2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

KOH

vinyl 4-(prop-1-en-2-yl)pyridine

→

2,8-dimethyl-5-(2-(pyridin-4-yl)propyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

Lösungsmittel

NMP

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with EtOAc
2. 2
   WaschenThe organic layer was washed with water
3. 3
   Einengenconcentrated
4. 4
   Sonstigethe residue purified by HPLC

Vorschrift

2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (100 mg, 0.5 mmol) was dissolved in NMP (3 mL) and KOH (280 mg, 5 mmol) was added with vinyl 4-(prop-1-en-2-yl)pyridine (178 mg, 1.5 mmol). The reaction was stirred at RT for 14 h. After completion, the mixture was diluted with water and extracted with EtOAc. The organic layer was washed with water, concentrated and the residue purified by HPLC. 1HNMR (CD3OD, Oxalate salt) d (ppm): 8.4 (d, 2H), 7.25-7.15 (m, 4H), 7.05 (d, 1H), 4.4-4.2 (m, 3H), 3.80-3.79 (m, 2H), 3.50-3.40 (m, 2H), 3.15 (m, 1H), 3.05 (s, 3H) 2.70 (m, 1H), 2.40 (s, 3H), 1.40 (d, 3H).

Quelle