Dimethylformamide diethylacetal → Ethyl 3-(N,N-dimethylamino)-2-(4-cyano-1H-imidazol-1-yl)acrylate

HRID 1753816Notes

Reaction equation

HRID 1753816 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][N:6]1[CH:10]=[C:9]([C:11]#[N:12])[N:8]=[CH:7]1)[CH3:2].C(O[CH:17](OCC)[N:18]([CH3:20])[CH3:19])C>>[CH2:1]([O:3][C:4](=[O:13])[C:5]([N:6]1[CH:10]=[C:9]([C:11]#[N:12])[N:8]=[CH:7]1)=[CH:17][N:18]([CH3:20])[CH3:19])[CH3:2]

Participants

3

Reactant 2

HCID 70913Dimethylformamide diethylacetalHCID 68753735ethyl 2-(4-cyano-1H-imidazol-1-yl)acetate

Product 1

HCID 66726020Ethyl 3-(N,N-dimethylamino)-2-(4-cyano-1H-imidazol-1-yl)acrylate

Procedure

3.8 g (21.4 mmol) of the compound from Example 33A and 7.4 ml (6.3 g, 42.8 mmol) dimethylformamide diethyl acetal are stirred at a bath temperature of 100° C. for 16 h. For working up, the cooled reaction solution is concentrated on a rotary evaporator and the residue is dried in vacuo.

Workup

  1. customthe cooled reaction solution
  2. concentrationis concentrated on a rotary evaporator
  3. customthe residue is dried in vacuo

Sources & evidence

ORD record
ord-fcee47ec602844eda633f6c2dc06e4c7
Source dataset
uspto-grants-2015_10
Patent number
US09168249B2

Reaction notes

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