Trifluoroacetic acid → HCID 178512672, compound

HRID 2289720Notes

Reaction equation

HRID 2289720 reaction equation
Cl.C([O:6][C:7](=[O:36])[CH2:8][N:9]([S:18]([C:21]1[CH:30]=[C:29]2[C:24]([C:25]([Cl:35])=[CH:26][N:27]=[C:28]2[NH:31][C:32]([NH2:34])=[NH:33])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=1)(C)(C)C.[C:37]([C:41]([OH:43])=[O:42])([F:40])([F:39])[F:38]>C1(C)C=CC=CC=1>[F:38][C:37]([F:40])([F:39])[C:41]([OH:43])=[O:42].[Cl:35][C:25]1[C:24]2[C:29](=[CH:30][C:21]([S:18]([N:9]([CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=3)[CH2:8][C:7]([OH:36])=[O:6])(=[O:20])=[O:19])=[CH:22][CH:23]=2)[C:28]([NH:31][C:32]([NH2:34])=[NH:33])=[N:27][CH:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178451238HCID 178451238, compound

Product 1

HCID 178512672HCID 178512672, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N-[(4-Chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-(3-chlorobenzyl)glycine t-butyl ester hydrochloride (60 mg, 0.104 mmol) was dissolved in CF3CO2H (0.5 mL) and the mixture stirred at room temperature for 1 h. The mixture was diluted with PhMe and the solvents were evaporated in vacuo. The residue was dissolved in Et2O and stirred at room temperature for 1 h. The resulting precipitate was collected by filtration, washed with Et2O and dried to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-(3-chlorobenzyl)glycine trifluoroacetate (31 mg, 0.052 mmol) as a white solid.

Workup

  1. customthe solvents were evaporated in vacuo
  2. dissolutionThe residue was dissolved in Et2O
  3. stirringstirred at room temperature for 1 h
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with Et2O
  6. customdried

Sources & evidence

ORD record
ord-76a52f54eeac453eb4dbf3ab62566c1f
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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