Réaction #10596

ord-cfd70b3b3b30460cbdf9d354bc36adca

Équation de réaction

CC(C)(C)OC(=O)NCCN(CCS(=O)(=O)c1ccccc1)S(=O)(=O)c1cccc2c(N)nccc12
Intermediate 17
CC(C)(C)OC(=O)NCCN(CCS(=O)(=O)c1ccccc1)S(=O)(=O)c1cccc2c(N)nccc12
N-[(1-amino-5-isoquinolyl)sulfonyl]-N′-(tert-butoxycarbonyl)-N-[2-(phenylsulfonyl)ethyl]ethylenediamine
CO.Cl
hydrogen chloride methanol
→
Cl.NCCN(CCS(=O)(=O)c1ccccc1)S(=O)(=O)c1cccc2c(N)nccc12
title compound
Cl.NCCN(CCS(=O)(=O)c1ccccc1)S(=O)(=O)c1cccc2c(N)nccc12
N-[(1-amino-5-isoquinolyl)sulfonyl]-N-[2-(phenylsulfonyl)ethyl]ethylenediamine hydrochloride

Réactifs

CC(C)(C)OC(=O)NCCN(CCS(=O)(=O)c1ccccc1)S(=O)(=O)c1cccc2c(N)nccc12
Intermediate 17
CC(C)(C)OC(=O)NCCN(CCS(=O)(=O)c1ccccc1)S(=O)(=O)c1cccc2c(N)nccc12
N-[(1-amino-5-isoquinolyl)sulfonyl]-N′-(tert-butoxycarbonyl)-N-[2-(phenylsulfonyl)ethyl]ethylenediamine
CO.Cl
hydrogen chloride methanol

Réactifs

Aucun

Solvants

CCOCC
diethyl ether

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autre(50° C., 2 hours)
  2. 2
    AutreThe deposited precipitates
  3. 3
    Filtrationwere collected by filtration
  4. 4
    Lavagewashed with diethyl ether

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07094789B2uspto-grants-2006_08