Malononitrile → HCID 69620615, compound

HRID 1826983Notes

Reaction equation

HRID 1826983 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:17]=[CH:18][CH:19]=[C:20]2[C:24]=1[NH:23][CH:22]=[CH:21]2>>[NH2:13][C:12]1[O:15][CH:16]2[C:24]3[C:20](=[CH:19][CH:18]=[C:17]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])[CH:21]=[CH:22][N:23]=3

Participants

4

Reactant 3

HCID 8010MalononitrileHCID 27376517-HydroxyindoleHCID 221367976-Methylpyrazine-2-carbaldehyde

Product 1

HCID 69620615HCID 69620615, compoundYield 82%

Procedure

The title compound was prepared from 6-methyl-pyrazine-2-carbaldehyde, malononitrile and 7-hydroxyindole by a procedure similar to Example 57 in 82% yield. 1H-NMR (DMSO-d6): 10.43 (brs, 1H), 8.50 (d, J=1.37 Hz, 1H), 8.38 (d, J=0.82 Hz, 1H), 7.35 (m, J=2.47, 2.20, 1.10, 0.83 Hz, 1H), 7.27 (d, J=8.24 Hz, 1H), 6.72 (dd, J=8.24, 0.55 Hz, 1H), 6.47 (m, J=2.20, 0.55 Hz, 1H), 6.11 (brs, 2H), 5.05 (s, 1H), 2.47 (s, 3H).

Sources & evidence

ORD record
ord-90d22ea5942a48ea862d82c18259e2d1
Source dataset
uspto-grants-2006_05
Patent number
US07053117B2

Reaction notes

Loading…