참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Ethyl Acetate | HCID 8857 | — |
| 반응물 | 4-Amino-1,2,2,6,6-pentamethylpiperidine | HCID 693792 | — |
| 반응물 | 2-Cyano-3,5-difluoropyridine | HCID 2783253 | — |
| 촉매 | Potassium Carbonate | HCID 11430 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | 2-Cyano-5-fluoro-3-(1,2,2,6,6-pentamethylpiperidin-4-yl)aminopyridine | HCID 58338353 | 20.5% |
반응 단계
682 mg of 2-cyano-3,5-difluoropyridine, 995 mg of 4-amino-1,2,2,6,6-pentamethylpiperidine and 1.346 mg of potassium carbonate in 10 ml of dimethyl sulphoxide are introduced into a 20 ml microwave tube reactor. The mixture is then heated in the microwave for 1 hour at 115° C. The reaction medium is run into 100 ml of water and 100 ml of ethyl acetate. The aqueous phase is re-extracted twice with 50 ml of ethyl acetate. The combined organic phases are washed with water and then with a saturated aqueous solution of sodium chloride, dried over sodium sulphate and concentrated under reduced pressure. After purification by flash chromatography on 70 g of silica gel, elution being carried out with a mixture of dichloromethane, methanol and 4N aqueous ammonia (99/1/0.8 by volume), and the first eluted product being recovered, 290 mg of 2-cyano-5-fluoro-3-(1,2,2,6,6-pentamethylpiperidin-4-yl)aminopyridine are thus obtained in the form of an ecru powder, the characteristics of which are the following:
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08309721B2 |
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| 출처 데이터셋 | uspto-grants-2012_11 |
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| ORD ID | ord-ebbd255367b446169d7e52e2837024fa |
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| 출처 메모 | uspto-grants-2012_11 |
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