Реакция #69584

Уравнение реакции

HBTU

DIPEA

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

HOBT

6-methyl-2-pyridinecarboxylic acid

H2O

→

title compound

Выход 70.4%

1-[(6-Methyl-2-pyridinyl)carbonyl]-4-{[4-(trifluoromethyl)phenyl]sulfonyl}piperazine

Выход 70.4%

Растворители

DCM

DMF

Условия реакции

Обработка

1. 1
   ДругоеReaction mixture
2. 2
   Другоеwas transferred to a 100 ml round bottom flask
3. 3
   Другоеtransferred to a separating funnel
4. 4
   Промывкаthen was washed with saturated aq. NaHCO3 solution (5 ml)
5. 5
   ДругоеThe organic layer was collected
6. 6
   Сушкаdried with dried magnesium sulphate
7. 7
   ДругоеThe solid was removed by filtration
8. 8
   Другоеthe filtrate collected in a 250 ml round bottom flask
9. 9
   Концентрированиеconcentrated to dryness in vacuo
10. 10
    workup.DISSOLUTIONThe residue was then dissolved in 1.8 ml 1:1 MeCN/DMSO
11. 11
    Другоеpurified by MDAP in 2 batches
12. 12
    workup.ADDITIONThe fractions containing desired product
13. 13
    Другоеwere combined in a 250 ml round bottom flask
14. 14
    Концентрированиеconcentrated in vacuo

Методика

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), 6-methyl-2-pyridinecarboxylic acid (46.6 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 transferred to a separating funnel then was washed with saturated aq. 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 concentrated 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 concentrated in vacuo to yield the title compound (99 mg).

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