Reaktion #477972

ord-6f3f7b0d3371495aa5c2b77055cb1e88

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGthe resulting mixture was stirred for 16 hrs
  2. 2
    Sonstigeat room temperature
  3. 3
    SonstigeThe volatiles were removed in vacuo
  4. 4
    Sonstigethe residue was purified

Vorschrift

To a stirred solution of (2,4-dichloro-phenoxymethylsulfanyl)-acetic acid (125 mg, 0.47 mmol) in dry THF (20 mL) was added HOBt (76 mg, 0.56 mmol) and EDAC (108 mg, 0.56 mmol). After stirring for 1 hr at room temperature, DIPEA (180 μL) and 4-methylaminoadamantan-1-ol (93 mg, 0.52 mmol) were added and the resulting mixture was stirred for 16 hrs. at room temperature. The volatiles were removed in vacuo and the residue was purified using prep. HPLC/MS affording crude 2-(2,4-dichloro-phenoxymethylsulfanyl)-N-(5-hydroxy-adamantan-2-yl)-N-methyl-acetamide which was used without further purification in the next step.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08383683B2uspto-grants-2013_02