Hydrochloride methanol → N-[(1-Amino-5-isoquinolyl)sulfonyl]-N-[2-(phenylsulfonyl)ethyl]ethylenediamine hydrochloride

HRID 10500Notes

Reaction equation

HRID 10500 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([S:12]([N:15]([CH2:26][CH2:27][S:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)(=[O:30])=[O:29])[CH2:16][CH2:17][NH:18]C(OC(C)(C)C)=O)(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[ClH:37].CO>C(OCC)C>[ClH:37].[NH2:1][C:2]1[C:11]2[C:6](=[C:7]([S:12]([N:15]([CH2:26][CH2:27][S:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)(=[O:30])=[O:29])[CH2:16][CH2:17][NH2:18])(=[O:13])=[O:14])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 21979800N-[(1-amino-5-isoquinolyl)sulfonyl]-N'-(tert-butoxycarbonyl)-N-[2-(phenylsulfonyl)ethyl]ethylenediamine

Product 1

HCID 21979847N-[(1-Amino-5-isoquinolyl)sulfonyl]-N-[2-(phenylsulfonyl)ethyl]ethylenediamine hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

According to the method of Example 1, Step C, deprotection was performed (50° C., 2 hours) by using Intermediate 17 (134 mg) and 10% hydrogen chloride/methanol solution (2.5 ml). The reaction mixture was cooled to room temperature and then added with diethyl ether (2.5 ml). The deposited precipitates were collected by filtration and washed with diethyl ether to obtain the title compound (100 mg) as white powdery solid.

Workup

  1. custom(50° C., 2 hours)
  2. customThe deposited precipitates
  3. filtrationwere collected by filtration
  4. washwashed with diethyl ether

Sources & evidence

ORD record
ord-cfd70b3b3b30460cbdf9d354bc36adca
Source dataset
uspto-grants-2006_08
Patent number
US07094789B2

Reaction notes

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