Malononitrile → HCID 10336490, compound

HRID 490834Notes

Reaction equation

HRID 490834 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][N:6]2[CH3:11].[C:12]([C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[CH:17]=O)#[N:13].[C:22](#[N:26])[CH2:23][C:24]#[N:25]>>[NH2:26][C:22]1[O:1][C:2]2[C:10]([CH:17]([C:16]3[CH:19]=[CH:20][CH:21]=[C:14]([C:12]#[N:13])[CH:15]=3)[C:23]=1[C:24]#[N:25])=[CH:9][CH:8]=[C:7]1[N:6]([CH3:11])[CH:5]=[CH:4][C:3]=21

Participants

4

Reactant 3

HCID 8010MalononitrileHCID 90670m-FormylbenzonitrileHCID 158257394-Hydroxy-1-methylindole

Product 1

HCID 10336490HCID 10336490, compound

Procedure

The title compound was prepared from 4-hydroxy-1-methylindole (40 mg, 0.27 mmol), 3-cyanobenzaldehyde (36 mg, 0.27 mmol) and malononitrile (18 mg, 0.27 mmol) similar to Example 24 to yield 87 mg (98%) of white solids. 1H NMR (CDCl3): 7.53-7.39 (m, 4H), 7.08-7.03 (m, 2H), 6.68 (d, J=8.4 Hz, 1H), 6.58 (d, J=3.3 Hz, 1H), 4.90 (s, 1H), 4.74 (brs, 2H), 3.79 (s, 3H).

Sources & evidence

ORD record
ord-569845268a044150922f389ed3c38afd
Source dataset
uspto-grants-2009_05
Patent number
US07528164B2

Reaction notes

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