反応 #71704

反応方程式

6-chloro nicotinic acid

1-{[4-(Trifluoromethyl)phenyl]sulfonyl}piperazine

EDC.HCl

HOBt

DIPEA

→

title compound

収率 49.7%

1-[(6-chloro-3-pyridinyl)carbonyl]-4-{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine

収率 49.7%

溶媒

—

pet. ether

EtOAc

DCM

DCM

反応条件

後処理

1. 1
   workup.STIRRINGstirred overnight
2. 2
   洗浄washed with water (5×20 ml)
3. 3
   乾燥the organic layers dried (Na2SO4)
4. 4
   濃縮concentrated under vacuum
5. 5
   その他to leave the crude compound

実験手順

To a suspension of 6-chloro nicotinic acid (1.76 g, 11.2 mmol) in DCM (50 ml) at 0° C. was added EDC.HCl (2.93 g, 15.3 mmol), HOBt (2.34 g, 15.3 mmol) and DIPEA (7.52 ml, 40.8 mmol) and the mixture stirred for 20 min. 1-{[4-(Trifluoromethyl)phenyl]sulfonyl}piperazine (may be prepared as described in Description 1) (3.00 g, 10.2 mmol) was added and the solution allowed to warm to room temperature, then stirred overnight. The mixture was diluted with DCM (20 ml), washed with water (5×20 ml), then the organic layers dried (Na2SO4) and concentrated under vacuum to leave the crude compound. Flash chromatography (silica; 60% EtOAc in pet. ether) gave the title compound as a white solid (2.20 g).

出典