Hydrochloric Acid → HCID 178512648, compound

HRID 2289767Notes

Reaction equation

HRID 2289767 reaction equation
C([O:3][C:4](=[O:28])[C:5]1([CH2:27][CH2:26][CH2:25][CH2:24]1)[NH:6][C:7]([C:9]1[CH:18]=[C:17]2[C:12]([C:13]([Cl:23])=[CH:14][N:15]=[C:16]2[NH:19][C:20]([NH2:22])=[NH:21])=[CH:11][CH:10]=1)=[O:8])C.[OH-].[Na+].Cl>O1CCOCC1>[Cl:23][C:13]1[C:12]2[C:17](=[CH:18][C:9]([C:7]([NH:6][C:5]3([C:4]([OH:28])=[O:3])[CH2:27][CH2:26][CH2:25][CH2:24]3)=[O:8])=[CH:10][CH:11]=2)[C:16]([NH:19][C:20]([NH2:22])=[NH:21])=[N:15][CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178470306HCID 178470306, compound

Product 1

HCID 178512648HCID 178512648, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A partly heterogeneous solution of N-[(4-chloro-1-guanidino-7-isoquinolinyl)carbonyl]cycloleucine ethyl ester (45 mg, 0.11 mmol) in dioxane (1.5 mL) was stirred with aqueous NaOH (1 mL, 2 M) for 2.5 h at 23° C. Dilute HCl (1 mL, 2 M) was added to give a cream suspension. The solid was collected by filtration and dried in vacuo to yield N-[(4-chloro-1-guanidino-7-isoquinolinyl)carbonyl]cycloleucine (40 mg, 0.11 mmol).

Workup

  1. customto give a cream suspension
  2. filtrationThe solid was collected by filtration
  3. customdried in vacuo

Sources & evidence

ORD record
ord-fca23ec40bf44b22af37a12a5f8ddc10
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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