참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Pyridine-2-carbonyl chloride | HCID 135034 | — |
| 반응물 | (S)-1-Boc-3-methylpiperazine | HCID 7023035 | — |
| 반응물 | 1,1-dimethylethyl (3S)-3-methyl-4-(2-pyridinylcarbonyl)-1-piperazinecarboxylate | HCID 67221682 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | (2S)-2-methyl-1-(2-pyridinylcarbonyl)piperazine dihydrochloride | HCID 67222743 | 100.1% |
반응 단계
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 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08530478B2 |
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| 출처 데이터셋 | uspto-grants-2013_09 |
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| ORD ID | ord-3ec05c3eb13147cc824496add55593c4 |
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| 출처 메모 | uspto-grants-2013_09 |
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