Toluene → HCID 178512652, compound

HRID 2289765Notes

Reaction equation

HRID 2289765 reaction equation
C([O:5][C:6](=[O:27])[CH2:7][CH2:8][NH:9][C:10]([C:12]1[CH:21]=[C:20]2[C:15]([C:16]([Cl:26])=[CH:17][N:18]=[C:19]2[NH:22][C:23]([NH2:25])=[NH:24])=[CH:14][CH:13]=1)=[O:11])(C)(C)C.C1(C)C=CC=CC=1>C(C(O)=O)(F)(F)F>[Cl:26][C:16]1[C:15]2[C:20](=[CH:21][C:12]([C:10]([NH:9][CH2:8][CH2:7][C:6]([OH:27])=[O:5])=[O:11])=[CH:13][CH:14]=2)[C:19]([NH:22][C:23]([NH2:25])=[NH:24])=[N:18][CH:17]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 178451105HCID 178451105, compound

Product 1

HCID 178512652HCID 178512652, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of N-[(4-chloro-1-guanidino-7-isoquinolinyl)carbonyl]-β-alanine t-butyl ester (145 mg, 0.37 mmol) in CF3CO2H (1.5 mL) was stirred at 0° C. for 30 min, and then at room temperature for 1 h. PhMe (15 mL) was added, the mixture evaporated in vacuo, and the residue triturated with EtOAc and Et2O to give N-[(4-Chloro-1-guanidino-7-isoquinolinyl)carbonyl]-β-alanine (117 mg, 0.26 mmol) as a white solid.

Workup

  1. customthe mixture evaporated in vacuo
  2. customthe residue triturated with EtOAc and Et2O

Sources & evidence

ORD record
ord-36556482931845ae9aec83079e009bbb
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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