Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1750460생성일: 2026년 10월 26일
Hydrochloric Acid → (1S,2S)-1-N-[5-(Trifluoromethyl)pyridin-2-yl]cyclopentane-1,2-diamine hydrochloride
https://huagongshe.com/reaction/1750460
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | 1,4-Dioxane | HCID 31275 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 2-Chloro-5-(trifluoromethyl)pyridine | HCID 92342 | — |
| 반응물 | (1S,2S)-trans-N-Boc-1,2-cyclopentanediamine | HCID 17040218 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 용매 | Methanol | HCID 887 | — |
| 생성물 | (1S,2S)-1-N-[5-(Trifluoromethyl)pyridin-2-yl]cyclopentane-1,2-diamine hydrochloride | HCID 118308256 | — |
반응 단계
A microwave vial was charged with tert-butyl N-[(1S,2S)-2-aminocyclopentyl]carbamate (CAS number 586961-34-4; 1.0 g, 4.99 mmol), 2-chloro-5-(trifluoromethyl)pyridine (CAS number 52334-81-3; 0.997 g, 5.49 mmol), DIPEA (2.62 ml, 14.98 mmol) and DMSO (16.6 ml). The reaction was heated with microwave irradiation at 140° C. for 2 hours and then partitioned between ethyl acetate and water. The organics were washed with water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo. This was then purified by column chromatography (silica, 0-50% ethyl acetate/petrol) to afford a cream solid to which was then added methanol (10 ml) and HCl in 1,4-dioxane (4M, 6.24 ml, 24.97 mmol) and the reaction was stirred at room temperature for 17 hours. The reaction mixture was concentrated in vacuo and azeotropically distilled with toluene to afford the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09156829B2 |
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| 출처 데이터셋 | uspto-grants-2015_10 |
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| ORD ID | ord-adfe6d8e595d40458419aeedf13db212 |
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| 출처 메모 | uspto-grants-2015_10 |
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