Cyclopropylamine → HCID 178471871, compound

HRID 1761652Notes

Reaction equation

HRID 1761652 reaction equation
[Br:1][C:2]1[C:3]([F:22])=[C:4]([CH:17]=[C:18]([F:21])[C:19]=1[F:20])[C:5]([C:7](=[CH:13]OCC)[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:6].[CH:23]1([NH2:26])[CH2:25][CH2:24]1>C(O)C>[Br:1][C:2]1[C:3]([F:22])=[C:4]([CH:17]=[C:18]([F:21])[C:19]=1[F:20])[C:5]([C:7](=[CH:13][NH:26][CH:23]1[CH2:25][CH2:24]1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:6]

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 54232143Ethyl 2-(3-bromo-2,4,5-trifluorobenzoyl)-3-ethoxyacrylate

Product 1

HCID 178471871HCID 178471871, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of ethyl 2-(3-bromo-2,4,5-trifluorobenzoyl)-3-ethoxyacrylate (1.75 g) in absolute ethanol (5 ml) was added a solution of cyclopropylamine (0.32 g) in absolute ethanol (2 ml) under ice-cooling during 30 minutes. The mixture was stirred at 5°-20° C. for 2.5 hours and concentrated. The residue was recrystallized from petroleum ether to give the title compound (1.36 g), mp 74°-76° C.

Workup

  1. temperaturecooling during 30 minutes
  2. concentrationconcentrated
  3. customThe residue was recrystallized from petroleum ether

Sources & evidence

ORD record
ord-254520de17e6429eb926bfeacbcb0545
Source dataset
uspto-grants-1989_05
Patent number
US04826982

Reaction notes

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