2-Bromo-1-(4-(difluoromethoxy)phenyl)ethan-1-one → HCID 178474424, compound

HRID 1695225Notes

Reaction equation

HRID 1695225 reaction equation
[C:1]([NH:4][C:5]([NH2:7])=[NH:6])(=[O:3])[CH3:2].Br[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH:19]([F:21])[F:20])=[CH:14][CH:13]=1)=O>CN(C=O)C>[F:20][CH:19]([F:21])[O:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[N:6]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[NH:7][CH:9]=2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 7034962-Bromo-1-(4-(difluoromethoxy)phenyl)ethan-1-oneHCID 178475102HCID 178475102, compound

Product 1

HCID 178474424HCID 178474424, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Acetyl guanidine (2.6 g, 25.7 mmol, 3.0 eq) was dissolved in DMF anhydrous (40 mL) and 2-Bromo-1-(4-difluoromethoxy-phenyl)-ethanone (2.3 g, 8.5 mmol, 1.0 eq) was added; the mixture was stirred under nitrogen at room temperature for 4 days. DMF was dried; the residue was washed with water, filtered and dried. The crude was crystallized from methanol to give 1.2 g of the title compound (yield: 53%).

Workup

  1. dry with materialDMF was dried
  2. washthe residue was washed with water
  3. filtrationfiltered
  4. customdried
  5. customThe crude was crystallized from methanol

Sources & evidence

ORD record
ord-f9973cc066c741dcab550270915d117b
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

Loading…