참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Piperidine | HCID 8082 | — |
| 반응물 | 4-Chloro-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrile | HCID 22484542 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | tert-Butanol | HCID 6386 | — |
| 생성물 | 4-piperidin-1-yl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile | HCID 22484488 | 42.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07569569B2 |
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| 출처 데이터셋 | uspto-grants-2009_08 |
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| ORD ID | ord-b772b3f44b55424992d856c7a39c0da6 |
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| 출처 메모 | uspto-grants-2009_08 |
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