Dimethylformamide → HCID 69006026, compound

HRID 1436087Notes

Reaction equation

HRID 1436087 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH2:10])[CH3:9])=[CH:4][CH:3]=1.Cl[CH2:12][C:13](=[O:15])[CH3:14].C(=O)([O-])[O-].[Cs+].[Cs+].CN(C=O)C>O.C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][CH2:12][C:13](=[O:15])[CH3:14])[CH3:9])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 6228DimethylformamideHCID 6571ChloroacetoneHCID 10796Cesium carbonateHCID 2779063(S)-1-(4-Fluorophenyl)-ethylamine

Product 1

HCID 69006026HCID 69006026, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (S)-1-(4-fluorophenyl)ethylamine (5.0 g), chloroacetone (4.78 mL), cesium carbonate (13.9 g), and DMF (50 mL) was stirred at room temperature overnight. The reaction solution was diluted with water and ethyl acetate, and then the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography using a silica gel (hexane:ethyl acetate=5:1 to 0:100) to obtain 5.1 g of the title compound.

Workup

  1. customthe organic layer was separated
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-041180f084774dd5b65e43d47b7425bb
Source dataset
uspto-grants-2009_11
Patent number
US07618960B2

Reaction notes

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