Cyclopropylamine → HCID 178471873, compound

HRID 2165703Notes

Reaction equation

HRID 2165703 reaction equation
C(O[CH:4]=[C:5]([C:11](=[O:21])[C:12]1[CH:17]=[C:16]([F:18])[C:15]([F:19])=[CH:14][C:13]=1[F:20])[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[CH:22]1([NH2:25])[CH2:24][CH2:23]1>CCOCC>[CH:22]1([NH:25][CH:4]=[C:5]([C:11](=[O:21])[C:12]2[CH:17]=[C:16]([F:18])[C:15]([F:19])=[CH:14][C:13]=2[F:20])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 54008204Ethyl 3-(2,4,5-trifluorophenyl)-3-oxo-2-(ethoxymethylene)propanoate

Product 1

HCID 178471873HCID 178471873, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
10.5 °C

Procedure

A solution of 9.67 g of α-(ethoxymethylene)-2,4,5-trifluoro-β-oxobenzenepropanoic acid, ethyl ester in 70 ml of dry ether was cooled in an ice bath to 10° C. A 2.44 ml portion of cyclopropylamine was added dropwise, maintaining the reaction temperature at 10 to 11° C. When addition was complete the ice bath was removed, the mixture stirred at room temperature for 10 minutes and then evaporated, giving 10.02 g of α-[(cyclopropylamino)methylene]2,4,5-trifluoro-β-oxobenzenepropanoic acid, ethyl ester as an oil.

Workup

  1. additionWhen addition
  2. customwas removed
  3. customevaporated

Sources & evidence

ORD record
ord-e3434c40840c42f5a52e4f8c24cb981a
Source dataset
uspto-grants-1990_07
Patent number
US04940710

Reaction notes

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