Trifluoroacetic acid → HCID 178512655, compound

HRID 2289777Notes

Reaction equation

HRID 2289777 reaction equation
C([O:5][C:6](=[O:32])[CH:7]([CH2:26][O:27]C(C)(C)C)[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:33]([C:37]([OH:39])=[O:38])([F:36])([F:35])[F:34]>C1(C)C=CC=CC=1>[F:34][C:33]([F:36])([F:35])[C:37]([OH:39])=[O:38].[Cl:25][C:15]1[C:14]2[C:19](=[CH:20][C:11]([C:9]([NH:8][CH:7]([C:6]([OH:32])=[O:5])[CH2:26][OH:27])=[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 178450517HCID 178450517, compound

Product 1

HCID 178512655HCID 178512655, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of O-t-butyl-N-[(4-chloro-1-guanidino-7-isoquinolinyl)carbonyl]-DL-serine t-butyl ester in CF3CO2H (1 mL) was stirred at room temperature for 1 h. The solution was diluted with PhMe, evaporated in vacuo, and the residue was recystallised twice from MeOH-EtOAc to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)carbonyl]-DL-serine trifluoroacetate (68 mg, 0.19 mmol) as a white solid.

Workup

  1. customevaporated in vacuo

Sources & evidence

ORD record
ord-742f4279e5cc49d4847cf0bf6d23eb30
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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