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HRID 2099166생성일: 2026년 10월 24일

Piperidine → 4-piperidin-1-yl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

https://huagongshe.com/ko/reaction/2099166

반응식

참여 물질

역할이름HCID투입량
반응물PiperidineHCID 8082—
반응물4-Chloro-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrileHCID 22484542—
용매Diethyl EtherHCID 3283—
용매tert-ButanolHCID 6386—
생성물4-piperidin-1-yl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrileHCID 2248448842.5%

반응 단계

To a stirred solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (54 mg/0.3 mmol) (prepared by the method of Townsend, et. al., J. Am. Chem. Soc., 1969, 91, 2102) suspended in 3.0 mL tert-Butanol was added piperidine (59 μL/0.60 mmol). The resulting mixture was then heated at reflux for 2.5 h and after cooling to room temperature, was transferred to a separatory funnel and diluted with ether (20 mL). The solution was extracted 2×10 mL with 1N HCl, the combined aqueous layers were adjusted to pH 7 with 2 N potassium hydroxide (KOH) solution forming a precipitate which was collected by filtration, washed with water and dried under reduced pressure to give 29 mg (42%) of the title compound as a colorless solid. Mp 209-211° C.; 1H NMR (400 MHz) (acetone-d6) δ: 1.72-1.74 (m, 6H), 3.72-3.79 (m, 4H), 8.12 (s, 1H), 8.29 (s, 1H). LRMS: 228 (M+1).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07569569B2
출처 데이터셋uspto-grants-2009_08
ORD IDord-b772b3f44b55424992d856c7a39c0da6
출처 메모uspto-grants-2009_08