Reaktion #160937

Reaktionsgleichung

DIPEA

5-bromo-6-chloro-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide

(R)-pyrrolidin-3-ol

→

title compound

(R)-5-Bromo-6-(3-hydroxypyrrolidin-1-yl)-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide

Lösungsmittel

iPrOH

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas sealed
2. 2
   TemperaturAfter cooling at RT
3. 3
   Waschenwashed with brine
4. 4
   Trocknendried over Na2SO4
5. 5
   Sonstigethe solvent evaporated off under reduced pressure
6. 6
   Sonstigeto give a residue which
7. 7
   Sonstigewas triturated with iPr2O
8. 8
   Filtrationfiltered
9. 9
   Sonstigedried

Vorschrift

DIPEA (73 μL, 0.42 mmol) was added to a solution of 5-bromo-6-chloro-N-(4-((trifluoromethyl)thio)phenyl)nicotinamide (Stage 11.2, 123 mg, 0.3 mmol) and (R)-pyrrolidin-3-ol (31.4 mg, 0.36 mmol) in iPrOH (300 μL) in a vial, which was sealed and heated at 140° C. for 1 h. After cooling at RT, the RM was diluted with EtOAc, washed with brine, dried over Na2SO4 and the solvent evaporated off under reduced pressure to give a residue which was triturated with iPr2O, filtered and dried to afford the title compound as a white crystalline powder. HPLC (Condition 4) tR=5.9 min, UPLC-MS (Condition 3) tR=1.21 min, m/z=464.1 [M+H]+.

Quelle