Diethyl Ether → HCID 178424264, compound

HRID 2289715Notes

Reaction equation

HRID 2289715 reaction equation
C([O:5][C:6](=[O:35])[CH2:7][N:8]([S:17]([C:20]1[CH:29]=[C:28]2[C:23]([C:24]([Cl:34])=[CH:25][N:26]=[C:27]2[NH:30][C:31]([NH2:33])=[NH:32])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])(C)(C)C.CCOCC.[C:41]([C:45]([OH:47])=[O:46])([F:44])([F:43])[F:42]>C1(C)C=CC=CC=1>[F:42][C:41]([F:44])([F:43])[C:45]([OH:47])=[O:46].[Cl:34][C:24]1[C:23]2[C:28](=[CH:29][C:20]([S:17]([N:8]([CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[CH3:16])[CH2:7][C:6]([OH:35])=[O:5])(=[O:18])=[O:19])=[CH:21][CH:22]=2)[C:27]([NH:30][C:31]([NH2:33])=[NH:32])=[N:26][CH:25]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 178424263HCID 178424263, compound

Product 1

HCID 178424264HCID 178424264, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N-[(4-Chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-(2-methylbenzyl)glycine t-butyl ester (30 mg, 0.058 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 azeotroped with PhMe and then Et2O to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-(2-methylbenzyl)glycine trifluoroacetate (29 mg, 0.05 mmol) as an off-white solid.

Workup

  1. customthe solvents were evaporated in vacuo
  2. customThe residue was azeotroped with PhMe

Sources & evidence

ORD record
ord-f46e726e800049998d52c82a057f8785
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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