Reaktion #317876

ord-b4aa40406ddd405bbf7817bc75345b7d

Reaktionsgleichung

c1ccc(C2CCCN2)cc1
2-phenylpyrrolidine
O=C(O)Cc1ccc(-n2nc(C(F)(F)F)c3c2CCCC3)cc1
{4-[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]phenyl}acetic acid
O=C(n1ccnc1)n1ccnc1
1,1′-carbonyldiimidazole
O=C(Cc1ccc(-n2nc(C(F)(F)F)c3c2CCCC3)cc1)N1CCCC1c1ccccc1
title compound
Ausbeute 61.0%
O=C(Cc1ccc(-n2nc(C(F)(F)F)c3c2CCCC3)cc1)N1CCCC1c1ccccc1
1-{4-[2-oxo-2-(2-phenyl-1-pyrrolidinyl)ethyl]phenyl}-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole
Ausbeute 61.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGstirring
  2. 2
    workup.WAITcontinued for 1 hour
  3. 3
    SonstigeMost of the solvent was removed under reduced pressure
  4. 4
    Sonstigethe crude product was further purified by MDAP

Vorschrift

A solution of {4-[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]phenyl}acetic acid (65 mg, 0.2 mmol) in dichloromethane (2 ml) was treated with 1,1′-carbonyldiimidazole (32.5 mg, 0.2 mmol) in one portion at room temperature. Stirring was continued at room temperature for 15 minutes. Then 2-phenylpyrrolidine (29 mg, 0.2 mmol) was added and stirring continued for 1 hour. Most of the solvent was removed under reduced pressure and the crude product was further purified by MDAP to give the title compound (55 mg, 61%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07566735B2uspto-grants-2009_07