Malononitrile → HCID 69620633, compound

HRID 1826980Notes

Reaction equation

HRID 1826980 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([CH:8]=O)[CH:5]=[N:4][CH:3]=1.[C:10](#[N:14])[CH2:11][C:12]#[N:13].[OH:15][C:16]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:17]=1[CH:18]=[CH:19][NH:20]2>>[NH2:13][C:12]1[O:15][CH:16]2[C:17]3[C:21](=[CH:22][CH:23]=[C:24]2[CH:8]([C:6]2[CH:5]=[N:4][CH:3]=[C:2]([CH3:1])[N:7]=2)[C:11]=1[C:10]#[N:14])[N:20]=[CH:19][CH:18]=3

Participants

4

Reactant 3

HCID 8010MalononitrileHCID 754211H-indol-4-olHCID 221367976-Methylpyrazine-2-carbaldehyde

Product 1

HCID 69620633HCID 69620633, compoundYield 22%

Procedure

The title compound was prepared from 6-methyl-pyrazine-2-carbaldehyde, malononitrile and 4-hydroxyindole by a procedure similar to Example 57 in 22% yield. 1-NMR (DMSO-d6): 11.30 (brs, 1H), 8.44 (dd, J=15.6, 1.10 Hz, 2H), 7.36 (dd, J=3.03, 0.83 Hz, 1H), 7.09 (d, J=8.51 Hz, 1H), 7.00 (s, 2H), 6.69 (d, J=8.24 Hz, 1H), 6.45 (m, J=3.03, 1.10, 0.83 Hz, 1H), 4.97 (s, 1H), 2.44 (s, 3H).

Sources & evidence

ORD record
ord-bf9a7be609e340a8939b5496ce1c5ec3
Source dataset
uspto-grants-2006_05
Patent number
US07053117B2

Reaction notes

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