Reaktion #1955154

ord-08ccf6e3cc1a4224a8faf9cb2b8a416c

Reaktionsgleichung

CC(C)CNc1ccc(S(=O)(=O)Oc2ccc3nc(NC(=O)CC4CCN(C(=O)OC(C)(C)C)CC4)sc3c2)cc1
4-{[6-(4-isobutylaminobenzenesulfonyloxy)benzo-thiazol-2-ylcarbamoyl]methyl}piperidine-1-carboxylic acid tert-butyl ester
Cl
hydrochloric acid
→
CC(C)CNc1ccc(S(=O)(=O)Oc2ccc3nc(NC(=O)CC4CCNCC4)sc3c2)cc1.Cl
4-isobutylaminobenzenesulfonic acid 2-(2-piperid-4-ylacetylamino)benzo-thiazol-6-yl ester hydrochloride
Ausbeute 64.0%

Edukte

CC(C)CNc1ccc(S(=O)(=O)Oc2ccc3nc(NC(=O)CC4CCN(C(=O)OC(C)(C)C)CC4)sc3c2)cc1
4-{[6-(4-isobutylaminobenzenesulfonyloxy)benzo-thiazol-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
    EinengenThe reaction medium is concentrated to dryness
  2. 2
    Sonstigethe residue obtained
  3. 3
    Waschenis washed with ethyl ether

Vorschrift

2nd step: A solution of 4-{[6-(4-isobutylaminobenzenesulfonyloxy)benzo-thiazol-2-ylcarbamoyl]methyl}piperidine-1-carboxylic acid tert-butyl ester (110 mg, 182 μmol), dioxane (2 ml) and 4N hydrochloric acid in dioxane is stirred for 2 hours at room temperature. The reaction medium is concentrated to dryness and the residue obtained is washed with ethyl ether to give 183 mg of 4-isobutylaminobenzenesulfonic acid 2-(2-piperid-4-ylacetylamino)benzo-thiazol-6-yl ester hydrochloride (white powder) in a yield of 64%.

Quelle

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