Trifluoroacetic acid → HCID 178512669, compound

HRID 2289709Notes

Reaction equation

HRID 2289709 reaction equation
C([O:5][C:6](=[O:33])[CH2:7][N:8]([S:15]([C:18]1[CH:27]=[C:26]2[C:21]([C:22]([Cl:32])=[CH:23][N:24]=[C:25]2[NH:28][C:29]([NH2:31])=[NH:30])=[CH:20][CH:19]=1)(=[O:17])=[O:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(C)(C)C.[C:34]([C:38]([OH:40])=[O:39])([F:37])([F:36])[F:35]>>[F:35][C:34]([F:37])([F:36])[C:38]([OH:40])=[O:39].[Cl:32][C:22]1[C:21]2[C:26](=[CH:27][C:18]([S:15]([N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH2:7][C:6]([OH:33])=[O:5])(=[O:16])=[O:17])=[CH:19][CH:20]=2)[C:25]([NH:28][C:29]([NH2:31])=[NH:30])=[N:24][CH:23]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178451227HCID 178451227, compound

Product 1

HCID 178512669HCID 178512669, compound

Procedure

N-[(4-Chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-phenylglycine t-butyl ester (25 mg, 0.05 mmol) was dissolved in CF3CO2H (1.0 mL) and the mixture stirred at room temperature for 2 h. The mixture was concentrated in vacuo, azeotroping with PhMe, and the residue triturated with Et2O to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-phenylglycine trifluoroacetate (13 mg, 0.23 mmol) as a pale yellow powder.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customazeotroping with PhMe
  3. customthe residue triturated with Et2O

Sources & evidence

ORD record
ord-05410686072646bfa6f4c8d9fbf5014e
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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