Hydrochloric Acid → HCID 178462215, compound

HRID 2289738Notes

Reaction equation

HRID 2289738 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:27])[C@@H:6]([CH3:26])[NH:7][S:8]([C:11]1[CH:20]=[C:19]2[C:14]([C:15]([Cl:25])=[CH:16][N:17]=[C:18]2[NH:21][C:22]([NH2:24])=[NH:23])=[CH:13][CH:12]=1)(=[O:10])=[O:9].Cl>CO>[ClH:25].[Cl:25][C:15]1[C:14]2[C:19](=[CH:20][C:11]([S:8]([NH:7][C@@H:6]([C:5]([OH:27])=[O:4])[CH3:26])(=[O:9])=[O:10])=[CH:12][CH:13]=2)[C:18]([NH:21][C:22]([NH2:24])=[NH:23])=[N:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178501486HCID 178501486, compound

Product 1

HCID 178462215HCID 178462215, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A solution of NaOH (1 mL, 2 M, 2 mmol) was added to a solution of N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-D-alanine methyl ester (17 mg, 0.044 mmol) in MeOH (3 mL) and the mixture was heated at 60° C. for 18 h. The cooled mixture was neutrilised with dilute HCl (2 M), the MeOH was evaporated in vacuo, and the residue triturated with water (10 mL). The solid was collected by filtration, with water washing, and dried under high vacuum to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-D-alanine hydrochloride (9 mg, 0.021 mmol) as an off-white powder.

Workup

  1. customthe MeOH was evaporated in vacuo
  2. customthe residue triturated with water (10 mL)
  3. filtrationThe solid was collected by filtration, with water washing
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-9b1724a50578493b8381e66dbbbf9e6a
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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