Cyclopropylamine → HCID 21218511, compound

HRID 1585472Notes

Reaction equation

HRID 1585472 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[F:5][C:6]([F:25])([F:24])[C:7]1[CH:8]=[C:9]([CH:21]=[CH:22][CH:23]=1)[O:10][C:11]1[C:16]([C:17](OC)=[O:18])=[N:15][CH:14]=[CH:13][N:12]=1>C1(C)C=CC=CC=1>[CH:1]1([NH:4][C:17]([C:16]2[C:11]([O:10][C:9]3[CH:21]=[CH:22][CH:23]=[C:7]([C:6]([F:24])([F:5])[F:25])[CH:8]=3)=[N:12][CH:13]=[CH:14][N:15]=2)=[O:18])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 15790816HCID 15790816, compound

Product 1

HCID 21218511HCID 21218511, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.11 g (2.0 mmol) of cyclopropylamine is added to a suspension of 3.0 g (10 mmol) of methyl 2-(3-trifluoromethylphenoxy)-3-pyrazinecarboxylate, 20 g of 3 Å molecular sieve and 20 g of 5 Å molecular sieve in 240 ml of dry toluene at room temperature. The reaction mixture is refluxed for 6 hours. After the mixture has cooled to room temperature, solid components are filtered off. The filtrate is extracted with 10% strength, aqueous hydrochloric acid, washed with distilled water, dried over magnesium sulfate, filtered and freed from the solvent under reduced pressure. 2.8 g (81%) of a colorless, crystalline solid of melting point 74-77° C. are obtained.

Workup

  1. temperatureThe reaction mixture is refluxed for 6 hours
  2. filtrationsolid components are filtered off
  3. extractionThe filtrate is extracted with 10% strength, aqueous hydrochloric acid
  4. washwashed with distilled water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. custom2.8 g (81%) of a colorless, crystalline solid of melting point 74-77° C. are obtained

Sources & evidence

ORD record
ord-1e97293771044c5088ea0e2d4bc674b6
Source dataset
uspto-grants-1999_08
Patent number
US05939359

Reaction notes

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