Hydrochloric Acid → HCID 178479401, compound

HRID 2289748Notes

Reaction equation

HRID 2289748 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[C:13]2[C:8](=[CH:9][C:10]([S:14]([NH:17][C:18]3([C:22]([O:24]CC)=[O:23])[CH2:21][CH2:20][CH2:19]3)(=[O:16])=[O:15])=[CH:11][CH:12]=2)[C:7]([NH:27][C:28]([NH2:30])=[NH:29])=[N:6][CH:5]=1.Cl>CO>[ClH:3].[Cl:3][C:4]1[C:13]2[C:8](=[CH:9][C:10]([S:14]([NH:17][C:18]3([C:22]([OH:24])=[O:23])[CH2:21][CH2:20][CH2:19]3)(=[O:15])=[O:16])=[CH:11][CH:12]=2)[C:7]([NH:27][C:28]([NH2:30])=[NH:29])=[N:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178470522HCID 178470522, compound

Product 1

HCID 178479401HCID 178479401, compoundYield 28.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
55 °C

Procedure

A solution of NaOH (5 mL, 2 M, 10 mmol) was added to a solution of ethyl 1-{[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]amino)cyclobutanecarboxylate (100 mg, 0.23 mmol) in MeOH (5 mL) and the mixture was heated at 55° C. for 6 h. The cooled mixture was neutrilised with dilute HCl (5 mL, 2 M) to give a precipitate and the MeOH was evaporated in vacuo. The solid was collected by filtration, with copious water washing, and dried under high vacuum to give 1-{[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]amino}cyclobutanecarboxylic acid hydrochloride (15 mg, 0.033 mmol).

Workup

  1. customto give a precipitate
  2. customthe MeOH was evaporated in vacuo
  3. filtrationThe solid was collected by filtration, with copious water washing
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-80144840bb7b48e99b0c1704134c9486
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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