Hydrochloric Acid → HCID 178479407, compound

HRID 2289735Notes

Reaction equation

HRID 2289735 reaction equation
Cl.C([O:6][C:7](=[O:36])[CH2:8][N:9]([S:18]([C:21]1[CH:30]=[C:29]2[C:24]([C:25]([Cl:35])=[CH:26][N:27]=[C:28]2[NH:31][C:32]([NH2:34])=[NH:33])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])(C)(C)C>O1CCOCC1>[ClH:35].[C:7]([CH2:8][N:9]([S:18]([C:21]1[CH:30]=[C:29]2[C:24]([C:25]([Cl:35])=[CH:26][N:27]=[C:28]2[NH:31][C:32]([NH2:34])=[NH:33])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH2:10][C:11]([OH:13])=[O:12])([OH:36])=[O:6]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178451266HCID 178451266, compound

Product 1

HCID 178479407HCID 178479407, compoundYield 149.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
23 °C

Procedure

A solution of HCl (3 mL, 2 M, 6 mmol) was added to a solution of N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]-N-(t-butoxycarbonylmethyl)glycine t-butyl ester (90 mg, 0.17 mmol) in dioxane (4.0 mL). The mixture was stirred at 23° C. for 18 h and then heated at 70 ° C. The solvents were evaporated in vacuo and the residue dried to give N-(carboxymethyl)-N-[(4-chloro-1-guanidino-7-isoquinolinyl)sulphonyl]glycine hydrochloride (61 mg, 0.127 mmol) as a white solid.

Workup

  1. temperatureheated at 70 ° C
  2. customThe solvents were evaporated in vacuo
  3. customthe residue dried

Sources & evidence

ORD record
ord-e1839e917c25434e822100cdb1f31bee
Source dataset
uspto-grants-2000_07
Patent number
US06093731

Reaction notes

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