Veratraldehyde → (Z)-3-(3,4-dimethoxyphenyl)-2-pyridin-3-ylprop-2-enenitrile

HRID 2366397Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]#[N:9])[CH:2]=1.[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:15]=O>>[CH3:10][O:11][C:12]1[CH:13]=[C:14](/[CH:15]=[C:7](/[C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)\[C:8]#[N:9])[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]

Participants

Reactant 2

HCID 8419Veratraldehyde

HCID 809233-Pyridineacetonitrile

Product 1

HCID 5468216(Z)-3-(3,4-dimethoxyphenyl)-2-pyridin-3-ylprop-2-enenitrileYield 74%

Procedure

3-Pyridineacetonitrile (1.18 g) was condensed with 3,4-dimethoxybenzaldehyde (1.66 g) through Method B (production step 2), to thereby yield the target product (yield: 1.96 g, 74%).

Sources & evidence

ORD record: ord-4f232bf5d2754b27a3d0772622d620e2
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08697742B2

Reaction notes

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