Hydrochloric Acid → HCID 178496017, compound

HRID 2289785Notes

Reaction equation

HRID 2289785 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].[Cl:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([S:17]([NH:20][C:21]3([C:26](Cl)=[O:27])[CH2:25][CH2:24][CH2:23][CH2:22]3)(=[O:19])=[O:18])=[CH:14][CH:15]=2)[C:10]([NH:29][C:30]([NH2:32])=[NH:31])=[N:9][CH:8]=1.Cl>>[ClH:6].[Cl:6][C:7]1[C:16]2[C:11](=[CH:12][C:13]([S:17]([NH:20][C:21]3([C:26]([NH:5][CH2:4][CH2:3][O:2][CH3:1])=[O:27])[CH2:25][CH2:24][CH2:23][CH2:22]3)(=[O:19])=[O:18])=[CH:14][CH:15]=2)[C:10]([NH:29][C:30]([NH2:32])=[NH:31])=[N:9][CH:8]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 80182-MethoxyethylamineHCID 178512664HCID 178512664, compound

Product 1

HCID 178496017HCID 178496017, compoundYield 28%

Procedure

1-[({4-Chloro-1-guanidino-7-isoquinolinyl}sulphonyl)amino]-N-(2-methoxyethyl)cyclopentanecarboxamide hydrochloride ##STR87## 1-[({4-Chloro-1-guanidino-7-isoquinolinyl}sulphonyl)amino]-N-(2-methoxyethyl)cyclopentanecarboxamide was prepared from 2-methoxyethylamine and 1-{[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]amino}cyclopentanecarbonyl chloride, following the same procedure described in example 76. This product was treated with ethereal HCl (1N) and the mixture evaporated in vacuo. The residual solid was dissolved in EtOH, water (1 drop) added, the solution concentrated in vacuo until precipitation occured, and the resulting solid filtered, washed with Et2O, and dried under vacuum, at 50° C., to afford 1-[({4-chloro-1-guanidino-7-isoquinolinyl}sulphonyl)amino]-N-(2-methoxyethyl)cyclopentanecarboxamide hydrochloride (35 mg, 28%).

Workup

  1. customthe mixture evaporated in vacuo
  2. dissolutionThe residual solid was dissolved in EtOH
  3. additionwater (1 drop) added
  4. concentrationthe solution concentrated in vacuo until precipitation
  5. filtrationthe resulting solid filtered
  6. washwashed with Et2O
  7. customdried under vacuum, at 50° C.

Sources & evidence

ORD record
ord-e99900f8b95d44629f10a5cce0022a07
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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