Malononitrile → HCID 10088419, compound

HRID 490832Notes

Reaction equation

HRID 490832 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].[F:12][C:13]1[CH:14]=[C:15]([CH:18]=[C:19]([F:21])[CH:20]=1)[CH:16]=O.[C:22](#[N:26])[CH2:23][C:24]#[N:25]>>[NH2:26][C:22]1[O:1][C:2]2[C:10]([CH:16]([C:15]3[CH:14]=[C:13]([F:12])[CH:20]=[C:19]([F:21])[CH:18]=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 5881603,5-DifluorobenzaldehydeHCID 158257394-Hydroxy-1-methylindole

Product 1

HCID 10088419HCID 10088419, compound

Procedure

The title compound was prepared from 4-hydroxy-1-methylindole (40 mg, 0.27 mmol), 3,5-difluorobenzaldehyde (38 mg, 0.27 mmol) and malononitrile (18 mg, 0.27 mmol) similar to Example 24 to yield 38 mg (42%) of white solids. 1H NMR (CDCl3): 7.07-7.03 (m, 2H), 6.76-6.73 (m, 3H), 6.68-6.62 (m, 1H), 6.57 (d, J=3.0 Hz, 1H), 4.83 (s, 1H), 4.72 (brs, 2H), 3.78 (s, 3H).

Sources & evidence

ORD record
ord-6d843c10b8d64740b0e42bab449a0dce
Source dataset
uspto-grants-2009_05
Patent number
US07528164B2

Reaction notes

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