Hydrochloric Acid → HCID 178479398, compound

HRID 2289783Notes

Reaction equation

HRID 2289783 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([S:12]([N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][C@@H:16]3[C:21]([O:23]C(C)(C)C)=[O:22])(=[O:14])=[O:13])=[CH:9][CH:10]=2)[C:5]([NH:28][C:29]([NH2:31])=[NH:30])=[N:4][CH:3]=1.Cl>CCOC(C)=O>[ClH:1].[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([S:12]([N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][C@@H:16]3[C:21]([OH:23])=[O:22])(=[O:14])=[O:13])=[CH:9][CH:10]=2)[C:5]([NH:28][C:29]([NH2:31])=[NH:30])=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178451141HCID 178451141, compound

Product 1

HCID 178479398HCID 178479398, compoundYield 155.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of tert-butyl (2R)-1-({4-chloro-1-guanidino-7-isoquinolinyl}sulphonyl)-2-piperidinecarboxylate (50 mg, 0.107 mmol) in EtOAc saturated with HCl (10 ml), was stirred at room temperature for 2 h. The solution was concentrated in vacuo, and azeotroped several times with CH2Cl2, to give (2R)-1-({4-chloro-1-guanidino-7-isoquinolinyl}sulphonyl)-2-piperidinecarboxylic acid hydrochloride (37 mg, 0.083 mmol) as a white solid.

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. customazeotroped several times with CH2Cl2

Sources & evidence

ORD record
ord-0152a2094c274774bbaa1239899a2403
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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