Cyclopropylamine → HCID 178418304, compound

HRID 2271273Notes

Reaction equation

HRID 2271273 reaction equation
[CH3:1][C:2]1[C:19]([F:20])=[C:18]([F:21])[CH:17]=[C:16]([F:22])[C:3]=1[C:4]([C:6](=[CH:12]OCC)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH:23]1([NH2:26])[CH2:25][CH2:24]1>C(O)C>[CH3:1][C:2]1[C:19]([F:20])=[C:18]([F:21])[CH:17]=[C:16]([F:22])[C:3]=1[C:4]([C:6](=[CH:12][NH:26][CH:23]1[CH2:25][CH2:24]1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 54242925Ethyl 2-(2,4,5-trifluoro-6-methylbenzoyl)-3-ethoxyacrylate

Product 1

HCID 178418304HCID 178418304, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.5 g of ethyl 2-(2-methyl-3,4,6-trifluorobenzoyl)-3-ethoxyacrylate was dissolved in 25 ml of ethanol, and thereto 0.84 ml of cyclopropylamine was added dropwise under ice-cooling. After stirring at room temperature for 30 minutes, the reaction mixture was concentrated. The residue was purified by silica gel column chromatography (eluent; dichloromethane : n-hexane=1:1) to give 2.7 g of ethyl 2-(2-methyl-3,4,6-trifluorobenzoyl)-3-cyclopropylaminoacrylate.

Workup

  1. temperaturecooling
  2. concentrationthe reaction mixture was concentrated
  3. customThe residue was purified by silica gel column chromatography (eluent; dichloromethane : n-hexane=1:1)

Sources & evidence

ORD record
ord-8096376745ed4b5c84cc10cd2282a67f
Source dataset
uspto-grants-2001_12
Patent number
US06333431B1

Reaction notes

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