反応 #577998

反応方程式

5-methyl-pyridine-3-carbaldehyde

4-hydroxy-1-methyl-indole

malononitrile

piperidine

→

2-Amino-3-cyano-4-(5-methyl-pyridin-3-yl)-7-methyl-4H-pyrrolo[2,3-h]chromene

溶媒

ethanol

反応条件

後処理

1. 1
   ろ過The product was collected by vacuum filtration
2. 2
   洗浄washed with ethanol
3. 3
   乾燥dried in vacuo as a yellow powder (269 mg, 86%)

実験手順

To a solution of 5-methyl-pyridine-3-carbaldehyde (121 mg, 1 mmol) and 4-hydroxy-1-methyl-indole (146 mg, 0.99 mmol) in absolute ethanol (5 mL) at 0° C., was added malononitrile (67 mg, 1.01 mmol) and piperidine (0.1 mL). The clear solution was slowly warmed to room temperature and stirred overnight. The product was collected by vacuum filtration, washed with ethanol, and dried in vacuo as a yellow powder (269 mg, 86%). 1H NMR (CDCl3): 8.34 (d, J=2.1 Hz, 1H), 8.31 (dd, J=0.6, 2.1 Hz, 1H), 7.29 (m, 1H), 7.06 (d, J=3.0 Hz, 1H), 7.02 (dd, J=0.9, 8.4 Hz, 1H), 6.72 (d, J=8.4 Hz, 1H), 6.57 (dd, J=0.9, 3.0 Hz, 1H), 4.85 (s, 1H), 4.72 (brs, 2H), 3.77 (s, 3H), 2.27 (s, 3H).

出典