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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

반응식

참여 물질

역할이름HCID투입량
반응물Hydrochloric AcidHCID 313—
반응물1,4-DioxaneHCID 31275—
반응물DiisopropylethylamineHCID 81531—
반응물2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
반응물(1S,2S)-trans-N-Boc-1,2-cyclopentanediamineHCID 17040218—
용매Dimethyl SulfoxideHCID 679—
용매MethanolHCID 887—
생성물(1S,2S)-1-N-[5-(Trifluoromethyl)pyridin-2-yl]cyclopentane-1,2-diamine hydrochlorideHCID 118308256—

반응 조건

온도140 °C

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09156829B2
출처 데이터셋uspto-grants-2015_10
ORD IDord-adfe6d8e595d40458419aeedf13db212
출처 메모uspto-grants-2015_10