HCID 178490339, compound → HCID 178490340, compound

HRID 2289718Notes

Reaction equation

HRID 2289718 reaction equation
Cl.C([O:6][C:7](=[O:37])[CH2:8][N:9]([S:19]([C:22]1[CH:31]=[C:30]2[C:25]([C:26]([Cl:36])=[CH:27][N:28]=[C:29]2[NH:32][C:33]([NH2:35])=[NH:34])=[CH:24][CH:23]=1)(=[O:21])=[O:20])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)(C)(C)C>C(C(O)=O)(F)(F)F.C1(C)C=CC=CC=1>[Cl:36][C:26]1[C:25]2[C:30](=[CH:31][C:22]([S:19]([N:9]([CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=3)[CH2:8][C:7]([OH:37])=[O:6])(=[O:20])=[O:21])=[CH:23][CH:24]=2)[C:29]([NH:32][C:33]([NH2:35])=[NH:34])=[N:28][CH:27]=1

Participants

4

Reactant 1

HCID 178490339HCID 178490339, compound

Product 1

HCID 178490340HCID 178490340, compoundYield 76.6%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

N-[(4-Chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-(3-methoxybenzyl)glycine t-butyl ester hydrochloride (95 mg, 0.167 mmol) was dissolved in CF3CO2H (1.0 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 EtOAc 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-methoxybenzyl)glycine (65 mg, 0.128 mmol) as a white powder.

Workup

  1. customthe solvents were evaporated in vacuo
  2. dissolutionThe residue was dissolved in EtOAc
  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-6d6bffecb5d342888b864eef9e0a8935
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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