Hydrochloric Acid → HCID 178479409, compound

HRID 2289759Notes

Reaction equation

HRID 2289759 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([S:12]([NH:15][C@@H:16]3[CH2:21][CH2:20][C@H:19]([C:22]([O:24]C(C)(C)C)=[O:23])[CH2:18][CH2:17]3)(=[O:14])=[O:13])=[CH:9][CH:10]=2)[C:5]([NH:29][C:30]([NH2:32])=[NH:31])=[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]([NH:15][C@@H:16]3[CH2:21][CH2:20][C@H:19]([C:22]([OH:24])=[O:23])[CH2:18][CH2:17]3)(=[O:13])=[O:14])=[CH:9][CH:10]=2)[C:5]([NH:29][C:30]([NH2:32])=[NH:31])=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178451166HCID 178451166, compound

Product 1

HCID 178479409HCID 178479409, compoundYield 390.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

t-Butyl cis-4-{[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]amino}cyclohexanecarboxylate (55 mg, 0.121 mmol) was suspended in a solution of EtOAc saturated with HCl (50 mL) and the mixture heated at reflux. The mixture was cooled, the white solid was collected by filtration, with EtOAc washing, and then dried to give cis-4-{[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]amino}-cyclohexanecarboxylic acid hydrochloride (110 mg, 0.236 mmol).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux
  3. temperatureThe mixture was cooled
  4. filtrationthe white solid was collected by filtration, with EtOAc washing
  5. customdried

Sources & evidence

ORD record
ord-b16cd4b1e6b94d7d9455b22fd5d3f7bf
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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