Réaction #7542

ord-2d4bc93aa5fa4c8bb1255f36b8f6217a

Équation de réaction

NC1CCN(CCOCCc2ccc3sccc3c2)C1
1-{2-[2-(1-benzothiophen-5-yl)ethoxy]ethyl}-3-pyrrolidinamine
O=C(O)C(=O)O
oxalic acid
NC1CCN(CCOCCc2ccc3sccc3c2)C1.O=C(O)C(=O)O.O=C(O)C(=O)O
1-{2-[2-(1-benzothiophen-5-yl)ethoxy]ethyl}-3-pyrrolidinamine dioxalate
Rendement 89.6%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.WAITat 5° C. for 1 hour
  2. 2
    AutreThe crystals precipitated
  3. 3
    Filtrationwere collected by filtration
  4. 4
    Lavagewashed with ethyl acetate
  5. 5
    Autredried

Mode opératoire

In 3.0 mL of ethyl acetate was dissolved 0.71 g of 1-{2-[2-(1-benzothiophen-5-yl)ethoxy]ethyl}-3-pyrrolidinamine, and to the solution was added a solution of 0.44 g of oxalic acid in 4.0 mL of ethyl acetate. The resulting mixture was stirred at room temperature for 1 hour and then at 5° C. for 1 hour. The crystals precipitated were collected by filtration, washed with ethyl acetate and then dried to obtain 1.03 g of 1-{2-[2-(1-benzothiophen-5-yl)ethoxy]ethyl}-3-pyrrolidinamine dioxalate as colorless crystals.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07087594B2uspto-grants-2006_08