1,1-Dimethoxyethyl(dimethyl)amine → HCID 1485546, compound

HRID 1645224Notes

Reaction equation

HRID 1645224 reaction equation
[C:1]([C:4]1[C:9]([Cl:10])=[CH:8][C:7]([C:11]([F:14])([F:13])[F:12])=[CH:6][N:5]=1)(=[O:3])[CH3:2].CO[C:17](OC)([N:19]([CH3:21])[CH3:20])[CH3:18]>C1(C)C=CC=CC=1>[Cl:10][C:9]1[C:4]([C:1](=[O:3])[CH:2]=[C:17]([N:19]([CH3:21])[CH3:20])[CH3:18])=[N:5][CH:6]=[C:7]([C:11]([F:13])([F:14])[F:12])[CH:8]=1

Participants

4

Reactant 2

HCID 878351,1-Dimethoxyethyl(dimethyl)amineHCID 217121361-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-ethanone

Product 1

HCID 1485546HCID 1485546, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.0 g of 2-acetyl-3-chloro-5-(trifluoromethyl)pyridine and 715 mg of N,N-dimethylacetamide dimethyl acetal were reacted in 6 mL of toluene at 100° C. for 14 hours. The reaction liquid was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate) to obtain 869 mg of 1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-3-(dimethylamino)-2-buten-1-one (after-mentioned intermediate No. IV-1).

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure
  3. customthe obtained residue was purified by silica gel column chromatography (eluent: ethyl acetate)

Sources & evidence

ORD record
ord-49c98ca9ef654bf8889c871318b60e61
Source dataset
uspto-grants-2012_02
Patent number
US08124760B2

Reaction notes

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