Dimethylformamide dimethyl acetal → 6-(2-(Dimethylamino)vinyl)-2-ethoxy-5-nitronicotinonitrile

HRID 2407836Notes

Reaction equation

HRID 2407836 reaction equation
[CH2:1]([O:3][C:4]1[N:11]=[C:10]([CH3:12])[C:9]([N+:13]([O-:15])=[O:14])=[CH:8][C:5]=1[C:6]#[N:7])[CH3:2].CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>CN(C)C=O>[CH3:18][N:19]([CH3:21])[CH:20]=[CH:12][C:10]1[C:9]([N+:13]([O-:15])=[O:14])=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:3][CH2:1][CH3:2])[N:11]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 585042232-Ethoxy-6-methyl-5-nitronicotinonitrile

Product 1

HCID 768067286-(2-(Dimethylamino)vinyl)-2-ethoxy-5-nitronicotinonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of the compound prepared in Example 444 (0.86 g) in N,N-dimethylformamide (10 mL) at ambient temperature was added N,N-dimethylformamide dimethyl acetal (94%, 0.65 mL). The resulting solution was stirred and heated to reflux for 30 minutes. After cooling to ambient temperature, the solution was concentrated to provide the title compound (1.07 g) with the following physical data.

Workup

  1. temperatureheated
  2. temperatureto reflux for 30 minutes
  3. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-969f582f9c30443994fbc2d2ecf658ba
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

Loading…