Trifluoroacetic acid → HCID 22122200, compound

HRID 1417208Notes

Reaction equation

HRID 1417208 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-38e9c82e176142af8ae0a033014a1aea
Source dataset
uspto-grants-1999_03
Patent number
US05877174

Reaction notes

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