Cyclopropylamine → HCID 178471872, compound

HRID 1762742Notes

Reaction equation

HRID 1762742 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[Cl:5][C:6]1[CH:11]=[C:10]([F:12])[C:9]([F:13])=[CH:8][C:7]=1[C:14](=[O:25])[C:15](=[CH:21]OCC)[C:16]([O:18][CH2:19][CH3:20])=[O:17]>C(O)C>[Cl:5][C:6]1[CH:11]=[C:10]([F:12])[C:9]([F:13])=[CH:8][C:7]=1[C:14](=[O:25])[C:15](=[CH:21][NH:4][CH:1]1[CH2:3][CH2:2]1)[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 54163438Ethyl 2-(2-chloro-4,5-difluorobenzoyl)-3-ethoxyacrylate

Product 1

HCID 178471872HCID 178471872, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 3.9 ml portion of cyclopropylamine was added dropwise to a solution of 16.25 g of 2-chloro-α-(ethoxymethylene)-4,5-difluoro-β-oxobenzenepropanoic acid, ethyl ester in 45 ml of ethanol, producing an exotherm. The solution was stirred for 1 hour, evaporated to dryness and the residue crystallized from hexane, giving 14.6 g of the desired compound, mp 55°-58° C.

Workup

  1. customproducing an exotherm
  2. customevaporated to dryness
  3. customthe residue crystallized from hexane

Sources & evidence

ORD record
ord-ec094658caf14dee999a6a15da69f9c7
Source dataset
uspto-grants-1989_05
Patent number
US04833270

Reaction notes

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