반응 #69581

반응 방정식

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

수율 100.1%

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

수율 100.1%

용매

dichloromethane

DCM

water

1,4-Dioxane

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   기타the layers separated
3. 3
   세척the organics were then washed with 5 ml 2M HCl solution and 5 ml
4. 4
   기타then dried (hydrophobic frit)
5. 5
   농축concentrated to dryness
6. 6
   기타Reaction mixture
7. 7
   농축concentrated to dryness and solid
8. 8
   기타triturated with diethylether

실험 절차

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.

출처