Dimethylformamide dimethyl acetal → 3-((E)-3-dimethylamino-2-pyridin-4-yl-acryloyl)benzonitrile

HRID 1843613Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]([C:10]2[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=2)[C:13]#[N:14])=[O:9])=[CH:3][CH:2]=1.CO[CH:20]([N:23]([CH3:25])[CH3:24])OC>C1(C)C=CC=CC=1>[CH3:20][N:23]([CH3:25])/[CH:24]=[C:7](\[C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)/[C:8]([C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[C:13]#[N:14])=[O:9]

Participants

Conditions

Temperature: 80 °C

Procedure

3-(Pyridin-4-yl-acetyl)-benzonitrile (4.91 g, 22.1 mmol) was dissolved into dry toluene (0.2 ml) and dimethoxymethyl-dimethyl-amine (10.6 g, 88.5 mmol) was added. The reaction mixture was stirred at 80° C. for 2 h under nitrogen atmosphere. The solvent was removed under vacuum and crude 3-((E)-3-Dimethylamino-2-pyridin-4-yl-acryloyl)benzonitrile was used in the next step without further purification.

Workup

additionwas added
customThe solvent was removed under vacuum and crude 3-((E)-3-Dimethylamino-2-pyridin-4-yl-acryloyl)benzonitrile
customwas used in the next step without further purification

Sources & evidence

ORD record: ord-c405da7d53504508a913d913eb1ef950
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08946250B2

Reaction notes

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