Trifluoroacetic acid → HCID 178462216, compound

HRID 2289736Notes

Reaction equation

HRID 2289736 reaction equation
[C:1]([C:5]([OH:7])=[O:6])([F:4])([F:3])[F:2].C([O:12][C:13](=[O:35])[C@H:14]([CH3:34])[NH:15][S:16]([C:19]1[CH:28]=[C:27]2[C:22]([C:23]([Cl:33])=[CH:24][N:25]=[C:26]2[NH:29][C:30]([NH2:32])=[NH:31])=[CH:21][CH:20]=1)(=[O:18])=[O:17])(C)(C)C>C(Cl)Cl>[F:2][C:1]([F:4])([F:3])[C:5]([OH:7])=[O:6].[Cl:33][C:23]1[C:22]2[C:27](=[CH:28][C:19]([S:16]([NH:15][C@H:14]([C:13]([OH:35])=[O:12])[CH3:34])(=[O:17])=[O:18])=[CH:20][CH:21]=2)[C:26]([NH:29][C:30]([NH2:32])=[NH:31])=[N:25][CH:24]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178462214HCID 178462214, compound

Product 1

HCID 178462216HCID 178462216, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

CF3CO2H (1.0 mL) was added to a stirred solution of N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-L-alanine t-butyl ester (ca. 150 mg, 0.35 mmol) in CH2Cl2 (3.0 mL) and the mixture stirred at room temperature for 2 h. The mixture was evaporated in vacuo, azeotroping with PhMe and CH2Cl2, and then triturated with Et2O to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-L-alanine trifluoroacetate (62 mg, 0.126 mmol) as a white powder.

Workup

  1. customThe mixture was evaporated in vacuo
  2. customazeotroping with PhMe and CH2Cl2
  3. customtriturated with Et2O

Sources & evidence

ORD record
ord-96befd4c2841407090227a509550b404
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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