1,1-Dimethoxyethyl(dimethyl)amine → HCID 86707217, compound

HRID 2408228Notes

Reaction equation

HRID 2408228 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9](=[O:11])[CH3:10])=[C:4]([F:12])[CH:3]=1.CO[C:15](OC)([N:17]([CH3:19])[CH3:18])C>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([F:12])[C:5]([C:9](=[O:11])[CH:10]=[CH:15][N:17]([CH3:19])[CH3:18])=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 2

HCID 878351,1-Dimethoxyethyl(dimethyl)amineHCID 670016231-(4-Bromo-2,6-difluorophenyl)ethan-1-one

Product 1

HCID 86707217HCID 86707217, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1-(4-bromo-2,6-difluorophenyl)ethanone (prepared according to the method described in PCT Patent Publication WO 2004/72070; 4.56 g, 19.4 mmol) and N,N-dimethylacetamide dimethyl acetal (6.94 g, 58.2 mmol) in toluene (45 mL) was refluxed for 16 h. The reaction mixture was then concentrated under reduced pressure, and the residue was purified by medium pressure liquid chromatography on silica gel eluted with 0 to 100% ethyl acetate in hexanes to yield the title compound (4.78 g).

Workup

  1. customprepared
  2. concentrationThe reaction mixture was then concentrated under reduced pressure
  3. customthe residue was purified by medium pressure liquid chromatography on silica gel
  4. washeluted with 0 to 100% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-ce5c1af932e84c2ab24edea16db8745b
Source dataset
uspto-grants-2014_08
Patent number
US08815772B2

Reaction notes

Loading…