Reaktion #1955149

ord-2ce6c693a3844ce0bf37386553f0b122

Reaktionsgleichung

CC(C)(C)OC(=O)N1CCC(CC(=O)Nc2nc3ccc(OS(=O)(=O)c4ccc(NCCCn5ccnc5)cc4)cc3s2)CC1
4-({6-[4-(3-imidazol-1-ylpropylamino)-benzenesulfonyloxy]benzothiazol-2-ylcarbamoyl}methyl)piperidine-1-carboxylic acid tert-butyl ester
Cl
hydrochloric acid
→
CC(C)NCCNc1ccc(S(=O)(=O)Oc2ccc3nc(NC(=O)CC4CCNCC4)sc3c2)cc1.Cl
4-(2-isopropylaminoethylamino)benzenesulfonic acid 2-(2-piperid-4-ylacetylamino)benzothiazol-6-yl ester hydrochloride
Ausbeute 88.0%

Edukte

CC(C)(C)OC(=O)N1CCC(CC(=O)Nc2nc3ccc(OS(=O)(=O)c4ccc(NCCCn5ccnc5)cc4)cc3s2)CC1
4-({6-[4-(3-imidazol-1-ylpropylamino)-benzenesulfonyloxy]benzothiazol-2-ylcarbamoyl}methyl)piperidine-1-carboxylic acid tert-butyl ester
Cl
hydrochloric acid

Reagenzien

Keine

Lösungsmittel

C1COCCO1
dioxane
C1COCCO1
dioxane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe precipitate obtained
  2. 2
    Filtrationis filtered off
  3. 3
    Waschenwashed with dioxane and ethyl ether

Vorschrift

2nd step: A solution of 103 mg of 4-({6-[4-(3-imidazol-1-ylpropylamino)-benzenesulfonyloxy]benzothiazol-2-ylcarbamoyl}methyl)piperidine-1-carboxylic acid tert-butyl ester, 2 ml of dioxane and 2 ml of 4N hydrochloric acid in dioxane is stirred for 3 hours at room temperature. The precipitate obtained is filtered off and washed with dioxane and ethyl ether to give 110 mg of 4-(2-isopropylaminoethylamino)benzenesulfonic acid 2-(2-piperid-4-ylacetylamino)benzothiazol-6-yl ester hydrochloride (white powder) in a yield of 88%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07632952B2uspto-grants-2009_12