Acetic Acid → HCID 178471876, compound

HRID 430595Notes

Reaction equation

HRID 430595 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 to the crude product from step e at 20° C. Then a solution of 15.75 g of cyclopropylamine in 30 ml of toluene is added dropwise. The reaction mixture is stirred at 30° C. for 1 hour. After the addition of 200 ml of water the mixture is stirred for 15 minutes. The organic phase is separated, extracted with 100 ml of water, dried with Na2CO3 and concentrated in vacuo. The crude product is used for the next step without further purification.

Workup

  1. stirringis stirred for 15 minutes
  2. customThe organic phase is separated
  3. extractionextracted with 100 ml of water
  4. dry with materialdried with Na2CO3
  5. concentrationconcentrated in vacuo
  6. customThe crude product is used for the next step without further purification

Sources & evidence

ORD record
ord-5df4de39c24a4fd2a0437db4d14f6ed8
Source dataset
uspto-grants-2001_11
Patent number
US06323213B1

Reaction notes

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