Hydrochloric Acid → HCID 178479405, compound

HRID 2289710Notes

Reaction equation

HRID 2289710 reaction equation
Cl.C([O:6][C:7](=[O:34])[CH2:8][N:9]([S:16]([C:19]1[CH:28]=[C:27]2[C:22]([C:23]([Cl:33])=[CH:24][N:25]=[C:26]2[NH:29][C:30]([NH2:32])=[NH:31])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH2:10][CH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)(C)(C)C>O1CCOCC1>[ClH:33].[Cl:33][C:23]1[C:22]2[C:27](=[CH:28][C:19]([S:16]([N:9]([CH2:10][CH:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)[CH2:8][C:7]([OH:34])=[O:6])(=[O:17])=[O:18])=[CH:20][CH:21]=2)[C:26]([NH:29][C:30]([NH2:32])=[NH:31])=[N:25][CH:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178451232HCID 178451232, compound

Product 1

HCID 178479405HCID 178479405, compoundYield 160%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A solution of HCl (2 mL, 2 M, 4 mmol) was added to a solution of N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-(cyclopentylmethyl)glycine t-butyl ester (50 mg, 0.10 mmol) in dioxane (4.0 mL) and the mixture was heated at 60° C. for 24 h. The solvents were evaporated in vacuo, and the residue triturated with dichloromethane to give N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-(cyclopentylmethyl)glycine hydrochloride (40 mg, 0.080 mmol) as a white solid.

Workup

  1. customThe solvents were evaporated in vacuo
  2. customthe residue triturated with dichloromethane

Sources & evidence

ORD record
ord-b659f0b1546f414395668b3a5b98d793
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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