Reaktion #691644

ord-f4c67bcde69443aa9b5349e312d323ce

Reaktionsgleichung

COc1ccc(-c2nc(COc3ccc(S(=O)(=O)Cl)cc3)co2)cc1
4-[2-(4-Methoxy-phenyl)-oxazol-4-ylmethoxy]-benzenesulfonyl chloride
CC(C)c1nnc(N)s1
5-isopropyl-[1,3,4]thiadiazol-2-ylamine
COc1ccc(-c2nc(COc3ccc(S(=O)(=O)Nc4nnc(C(C)C)s4)cc3)co2)cc1
N-(5-Isopropyl-[1,3,4]thiadiazol-2-yl)-4-[2-(4-methoxy-phenyl)-oxazol-4-ylmethoxy]-benzenesulfonamide
Ausbeute 2.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe pyridine was removed in vacuo
  2. 2
    SonstigeThe residue was purified by RP-HPLC

Vorschrift

580 mg 4-[2-(4-Methoxy-phenyl)-oxazol-4-ylmethoxy]-benzenesulfonyl chloride were added to a stirred solution of 275 mg 5-isopropyl-[1,3,4]thiadiazol-2-ylamine in 35 ml pyridine. 18 mg 4-Dimethylaminopyridine were added. The reaction mixture was stirred at room temperature overnight. The pyridine was removed in vacuo and the residue coevaporated with 15 ml toluene. The residue was purified by RP-HPLC to obtain 19 mg N-(5-Isopropyl-[1,3,4]thiadiazol-2-yl)-4-[2-(4-methoxy-phenyl)-oxazol-4-ylmethoxy]-benzenesulfonamide.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07910612B2uspto-grants-2011_03