Trifluoroacetic acid → HCID 178512656, compound

HRID 2289763Notes

Reaction equation

HRID 2289763 reaction equation
C([O:5][C:6](=[O:26])[CH2:7][NH:8][C:9]([C:11]1[CH:20]=[C:19]2[C:14]([C:15]([Cl:25])=[CH:16][N:17]=[C:18]2[NH:21][C:22]([NH2:24])=[NH:23])=[CH:13][CH:12]=1)=[O:10])(C)(C)C.[C:27]([C:31]([OH:33])=[O:32])([F:30])([F:29])[F:28]>C1(C)C=CC=CC=1>[F:28][C:27]([F:30])([F:29])[C:31]([OH:33])=[O:32].[Cl:25][C:15]1[C:14]2[C:19](=[CH:20][C:11]([C:9]([NH:8][CH2:7][C:6]([OH:26])=[O:5])=[O:10])=[CH:12][CH:13]=2)[C:18]([NH:21][C:22]([NH2:24])=[NH:23])=[N:17][CH:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178451277HCID 178451277, compound

Product 1

HCID 178512656HCID 178512656, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of N-[(4-chloro-1-guanidino-7-isoquinolinyl)carbonyl]glycine t-butyl ester (24 mg, 0.06 mmol) in CF3CO2H (0.5 ml) was stirred at 0° C. for 1.5 h. The reaction mixture was diluted with PhMe, evaporated in vacuo, azeotroping with PhMe, and the residue triturated with Et2O to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)carbonyl]glycine trifluoroacetate (21 mg, 0.05 mmol) as a white solid.

Workup

  1. customevaporated in vacuo
  2. customazeotroping with PhMe
  3. customthe residue triturated with Et2O

Sources & evidence

ORD record
ord-d880a40fd1e549e7a7ac3b7d463ca9dd
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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