Реакция #69581

Уравнение реакции

1,1-dimethylethyl (3S)-3-methyl-1-piperazinecarboxylate

DIPEA

1,1-dimethylethyl (3S)-3-methyl-4-(2-pyridinylcarbonyl)-1-piperazinecarboxylate

HCl

2-pyridinecarbonyl chloride

→

title compound

Выход 100.1%

(2S)-2-methyl-1-(2-pyridinylcarbonyl)piperazine dihydrochloride

Выход 100.1%

Растворители

dichloromethane

DCM

water

1,4-Dioxane

Условия реакции

Обработка

1. 1
   workup.ADDITIONwere added
2. 2
   Другоеthe layers separated
3. 3
   Промывкаthe organics were then washed with 5 ml 2M HCl solution and 5 ml
4. 4
   Другоеthen dried (hydrophobic frit)
5. 5
   Концентрированиеconcentrated to dryness
6. 6
   ДругоеReaction mixture
7. 7
   Концентрированиеconcentrated to dryness and solid
8. 8
   Другоеtriturated with diethylether

Методика

To a solution 1,1-dimethylethyl (3S)-3-methyl-1-piperazinecarboxylate (140 mg, 0.699 mmol) in dichloromethane (5 ml) was added DIPEA (0.183 ml, 1.049 mmol) at room temperature. 2-pyridinecarbonyl chloride (104 mg, 0.735 mmol) was then added and the resultant mixture stirred for 3 h30. The reaction mixture was then diluted with a further 2 ml DCM and 5 ml of water were added and the layers separated, the organics were then washed with 5 ml 2M HCl solution and 5 ml sat NaHCO3 solution then dried (hydrophobic frit) and concentrated to dryness. To a solution of the resulting 1,1-dimethylethyl (3S)-3-methyl-4-(2-pyridinylcarbonyl)-1-piperazinecarboxylate (78 mg, 0.255 mmol) in 1,4-Dioxane (1 ml) was added HCl (4M in 1,4-Dioxane) (0.319 ml, 1.277 mmol) at room temperature and the resultant mixture stirred overnight at room temperature. Reaction mixture concentrated to dryness and solid triturated with diethylether to give the title compound (71 mg) used without further purification.

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