Hydrochloric Acid → 7-Phenyl-isoquinoline-5-sulfonic acid (2-amino-ethyl)-amide di-hydrochloride

HRID 2219200Notes

Reaction equation

HRID 2219200 reaction equation
[ClH:1].C(OC(=O)[NH:8][CH2:9][CH2:10][NH:11][S:12]([C:15]1[C:16]2[CH:17]=[CH:18][N:19]=[CH:20][C:21]=2[CH:22]=[C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:24]=1)(=[O:14])=[O:13])(C)(C)C.CO>O1CCOCC1.C(Cl)Cl>[ClH:1].[ClH:1].[NH2:8][CH2:9][CH2:10][NH:11][S:12]([C:15]1[C:16]2[CH:17]=[CH:18][N:19]=[CH:20][C:21]=2[CH:22]=[C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:24]=1)(=[O:14])=[O:13]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 69275032[2-(7-Phenyl-isoquinoline-5-sulfonylamino)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 866109257-Phenyl-isoquinoline-5-sulfonic acid (2-amino-ethyl)-amide di-hydrochlorideYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A 4N HCl solution in 1,4-dioxane (22 mL) is added to a stirred solution of [2-(7-phenyl-isoquinoline-5-sulfonylamino)-ethyl]-carbamic acid tert-butyl ester (2.50 g, 5.85 mmol) in CH2Cl2 (40 mL)/CH3OH (6 mL) at ambient temperature under nitrogen. The resultant white suspension is stirred for 4 hours. At filtration and vacuum drying at 50° C., 2.34 g (5.85 mmol, 100% yield) of the title compound is obtained as a white solid. ESIMS: m/z 328 (M+H)+.

Workup

  1. filtrationAt filtration and vacuum
  2. customdrying at 50° C.

Sources & evidence

ORD record
ord-0080020c09ba40819ec186659449a5a8
Source dataset
uspto-grants-2008_08
Patent number
US07414063B2

Reaction notes

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