Cyclopropylamine → HCID 178500745, compound

HRID 255958Notes

Reaction equation

HRID 255958 reaction equation
[N:1]1([CH:6]=[C:7]([C:12](=[O:22])[C:13]2[CH:18]=[C:17]([F:19])[C:16]([Cl:20])=[CH:15][C:14]=2[Cl:21])[C:8]([O:10][CH3:11])=[O:9])[CH2:5][CH2:4][CH2:3]C1.C1(N)CC1>C1(C)C=CC=CC=1>[CH:5]1([NH:1][CH:6]=[C:7]([C:12](=[O:22])[C:13]2[CH:18]=[C:17]([F:19])[C:16]([Cl:20])=[CH:15][C:14]=2[Cl:21])[C:8]([O:10][CH3:11])=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 53739964Methyl 3-(1-pyrrolidinyl)-2-(2,4-dichloro-5-fluorobenzoyl)acrylate

Product 1

HCID 178500745HCID 178500745, compoundYield 74.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3.5 g of methyl 3-(1-pyrrolidinyl)-2-(2,4-dichloro-5-fluorobenzoyl)acrylate are heated to boiling under reflux with 0.8 g of cyclopropylamine and 50 ml of toluene for one hour. The toluene is removed by distillation in vacuo, and the residue is recrystallized from acetonitrile. 2.5 g of methyl 3-cyclopropylamino-2-(2,4-dichloro-5-fluorobenzoyl)acrylate of melting point 150°-151° C. are obtained.

Workup

  1. customThe toluene is removed by distillation in vacuo
  2. customthe residue is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-d4ed08f1b0db45a994199dacb27f8bbb
Source dataset
uspto-grants-1987_10
Patent number
US04699992

Reaction notes

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