反応 #71667

反応方程式

HBTU

DIPEA

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

HOBT

3-pyridinecarboxylic acid

H2O

→

title compound

収率 46.4%

1-(3-Pyridinylcarbonyl)-4-{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine

収率 46.4%

溶媒

DCM

DMF

反応条件

後処理

1. 1
   その他Reaction mixture
2. 2
   その他was transferred to a 100 ml round bottom flask
3. 3
   その他was transferred to a separating funnel
4. 4
   洗浄then washed with saturated NaHCO3 solution (5 ml)
5. 5
   その他The organic layer was collected
6. 6
   乾燥dried with dried magnesium sulphate
7. 7
   その他The solid was removed by filtration
8. 8
   その他the filtrate collected in a 250 ml round bottom flask
9. 9
   workup.DISSOLUTIONThe residue was then dissolved in 1.8 ml 1:1 MeCN/DMSO
10. 10
    その他purified by MDAP in 2 batches
11. 11
    workup.ADDITIONThe fractions containing desired product
12. 12
    その他were combined in a 250 ml round bottom flask

実験手順

To a solution of 1-{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine (Description 1) (100 mg, 0.340 mmol) in DMF (5 ml) was added HOBT.H2O (52.0 mg, 0.340 mmol), HBTU (129 mg, 0.340 mmol), 3-pyridinecarboxylic acid (41.8 mg, 0.340 mmol) and DIPEA (0.178 ml, 1.019 mmol). The reaction mixture was stirred for 2 hours at room temperature. Reaction mixture was transferred to a 100 ml round bottom flask and was reduced to dryness in vacuo. The residue was dissolved in DCM (50 ml) and was transferred to a separating funnel then washed with saturated NaHCO3 solution (5 ml), twice. The organic layer was collected and dried with dried magnesium sulphate. The solid was removed by filtration and the filtrate collected in a 250 ml round bottom flask and reduced to dryness in vacuo. The residue was then dissolved in 1.8 ml 1:1 MeCN/DMSO and purified by MDAP in 2 batches. The fractions containing desired product were combined in a 250 ml round bottom flask and reduced in vacuo to yield the title compound (63 mg).

出典