Diethyl Ether → HCID 178479411, compound

HRID 2289741Notes

Reaction equation

HRID 2289741 reaction equation
C([O:5][C:6](=[O:35])[C@@H:7]([CH2:27][C:28]([O:30]C(C)(C)C)=[O:29])[NH:8][S:9]([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])=[O:10])(C)(C)C.CCOCC>CCOC(C)=O.Cl>[ClH:26].[Cl:26][C:16]1[C:15]2[C:20](=[CH:21][C:12]([S:9]([NH:8][C@@H:7]([C:6]([OH:35])=[O:5])[CH2:27][C:28]([OH:30])=[O:29])(=[O:11])=[O:10])=[CH:13][CH:14]=2)[C:19]([NH:22][C:23]([NH2:25])=[NH:24])=[N:18][CH:17]=1

Participants

5

Reactant 2

HCID 3283Diethyl EtherHCID 178451090HCID 178451090, compound

Product 1

HCID 178479411HCID 178479411, compoundYield 130.5%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-D-aspartic acid di-t-butyl ester (50 mg, 0.095 mmol) was dissolved in a solution of EtOAc saturated with HCl (10 mL) and the mixture stirred at room temperature for 4 h. The mixture was concentrated in vacuo and the residue triturated with PhMe and then Et2O to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-D-aspartic acid hydrochloride (29 mg, 0.062 mmol) as an off-white solid.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue triturated with PhMe

Sources & evidence

ORD record
ord-7ac7b1c1677043b2ae34e085b8eadb35
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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