참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Dichloromethane | HCID 6344 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 5-Chloro-2-(piperidin-1-yl)aniline | HCID 285317 | — |
| 반응물 | Isonicotinoyl chloride hydrochloride | HCID 12262826 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | N-[5-chloro-2-(1-piperidinyl)phenyl]isonicotinamide | HCID 23149647 | 31.8% |
반응 단계
Isonicotinoyl chloride hydrochloride (350 mg, 1.96 mmol, commercially available product), triethylamine (740 μl, 5.30 mmol), and a catalytic amount of 4-(dimethylamino)pyridine were sequentially added at room temperature to a dichloromethane (10 ml) solution of 5-chloro-2-(1-piperidinyl)aniline (378 mg, 1.79 mmol), obtained as described in Referential Example 15-2. The resulting mixture was stirred for 19 hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (200 g, hexane/ethyl acetate=1/1). Thus, N-[5-chloro-2-(1-piperidinyl)phenyl]isonicotinamide (GIF-0341) (180 mg, 31.8%) was yielded as a colorless solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08816089B2 |
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| 출처 데이터셋 | uspto-grants-2014_08 |
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| ORD ID | ord-f263db00285e4ecb90ae258c2230a5c6 |
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| 출처 메모 | uspto-grants-2014_08 |
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