1,1-Dimethoxyethyl(dimethyl)amine → HCID 66710566, compound

HRID 1624574Notes

Reaction equation

HRID 1624574 reaction equation
[C:1]([C:4]1[C:9](=[O:10])[CH:8]=[CH:7][N:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[N:5]=1)(=[O:3])[CH3:2].CO[C:23](OC)([N:25]([CH3:27])[CH3:26])[CH3:24]>>[CH3:26][N:25]([CH3:27])[C:23]([CH3:24])=[CH:2][C:1]([C:4]1[C:9](=[O:10])[CH:8]=[CH:7][N:6]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:19])([F:20])[F:18])[CH:12]=2)[N:5]=1)=[O:3]

Participants

3

Reactant 2

HCID 878351,1-Dimethoxyethyl(dimethyl)amineHCID 58072342HCID 58072342, compound

Product 1

HCID 66710566HCID 66710566, compoundYield 68.8%

Procedure

A slurry of 3-acetyl-1-[3-(trifluoromethyl)phenyl]pyridazin-4(1H)-one (0.369 g, 1.30 mmol) in N,N-dimethylacetamide dimethylacetal (3.5 mL, 18.3 mmol) was heated under microwave conditions at 120° C. for 5 min. After this time, the reaction was cooled to room temperature and concentrated onto silica gel. The crude product was purified by column chromatography (silica gel, dichloromethane to 90:10 dichloromethane/methanol) to give 3-[3-(dimethylamino)but-2-enoyl]-1-[3-(trifluoromethyl)phenyl]pyridazin-4(1H)-one (0.314 g, 68%) as a yellow foam.

Workup

  1. concentrationconcentrated onto silica gel
  2. customThe crude product was purified by column chromatography (silica gel, dichloromethane to 90:10 dichloromethane/methanol)

Sources & evidence

ORD record
ord-cbfabce027634bc7a09327b565783064
Source dataset
uspto-grants-2014_07
Patent number
US08778944B2

Reaction notes

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