Acetic Acid → HCID 178471876, compound

HRID 2302220Notes

Reaction equation

HRID 2302220 reaction equation
[C:1](O)(=O)[CH3:2].[C:5]([C:7]1[C:8]([F:27])=[C:9]([CH:22]=[C:23]([F:26])[C:24]=1[F:25])[C:10]([C:12](=[CH:18][N:19]([CH3:21])C)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:11])#[N:6].C1(N)CC1.O>C1(C)C=CC=CC=1>[C:5]([C:7]1[C:8]([F:27])=[C:9]([CH:22]=[C:23]([F:26])[C:24]=1[F:25])[C:10]([C:12](=[CH:18][NH:19][CH:21]1[CH2:2][CH2:1]1)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:11])#[N:6]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 69828CyclopropylamineHCID 53901687HCID 53901687, compound

Product 1

HCID 178471876HCID 178471876, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
30 °C

Procedure

30 g of glacial acetic acid are added dropwise at 20° C. to the reaction product from stage e. A solution of 15.75 g of cyclopropylamine in 30 ml of toluene is then added dropwise. The mixture is stirred at 30° C. for 1 hour. 200 ml of water are then added, the mixture is stirred for 15 minutes, and the organic phase is separated off and again extracted by shaking with 100 ml of water. The organic phase is then dried over sodium sulphate and concentrated in vacuo. The crude product thus obtained is employed in the next stage without further working up.

Workup

  1. stirringthe mixture is stirred for 15 minutes
  2. customthe organic phase is separated off
  3. extractionagain extracted
  4. stirringby shaking with 100 ml of water
  5. dry with materialThe organic phase is then dried over sodium sulphate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-686a5ca94c9d4b28bc0ed053df10f299
Source dataset
uspto-grants-2002_08
Patent number
US06432948B1

Reaction notes

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