Trifluoroacetic acid → HCID 22122200, compound

HRID 1859168Notes

Reaction equation

HRID 1859168 reaction equation
C(OC([NH:11][C:12]([C:14]1[CH:43]=[CH:42][C:17]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][N:26](CC3C=CC(OC)=CC=3OC)[C:25](=[O:40])[C:24]2=[O:41])=[CH:16][CH:15]=1)=[NH:13])=O)C1C=CC=CC=1.[F:44][C:45]([F:50])([F:49])[C:46]([OH:48])=[O:47]>C1(OC)C=CC=CC=1>[F:44][C:45]([F:50])([F:49])[C:46]([OH:48])=[O:47].[C:12]([C:14]1[CH:15]=[CH:16][C:17]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][NH:26][C:25](=[O:40])[C:24]2=[O:41])=[CH:42][CH:43]=1)(=[NH:11])[NH2:13]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 140397779HCID 140397779, compound

Product 1

HCID 22122200HCID 22122200, compound

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

In 3.4 ml of anisole was dissolved 1.7 g of 4-[4-(4-benzyloxycarbonylamidinophenoxy)butyl]-1-(2,4-dimethoxybenzyl)-2,3-dioxopiperazine, and 6.8 ml of trifluoroacetic acid was added to the solution, followed by refluxing for 5 hours. After cooling, the solvent was distilled off under reduced pressure. To the resulting residue was added 10 ml of ethyl acetate, and stirred for 30 minutes, after which the precipitate was collected by filtration and dried to obtain 1.2 g of 4-[4-(4-amidinophenoxy)butyl]-2,3-dioxopiperazine trifluoroacetate.

Workup

  1. additionwas added to the solution
  2. temperatureby refluxing for 5 hours
  3. temperatureAfter cooling
  4. distillationthe solvent was distilled off under reduced pressure
  5. additionTo the resulting residue was added 10 ml of ethyl acetate
  6. filtrationafter which the precipitate was collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-46d24b22c47b4fd7a38ab117e416cb7a
Source dataset
uspto-grants-2000_11
Patent number
US06153613

Reaction notes

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