참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Pyrazole | HCID 1048 | — |
| 반응물 | Potassium Fluoride | HCID 522689 | — |
| 반응물 | 1-tert-butyl-5-chloro-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide | HCID 25014417 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | 2'-tert-butyl-2'H-[1,3']bipyrazolyl-4'-carboxylic acid adamantan-2-ylamide | HCID 16742540 | 41% |
반응 단계
In a Personal Chemistry microwave process tube (Biotage AB, Sweden), 1-tert-butyl-5-chloro-1H-pyrazole-4-carboxylic acid adamantan-2-ylamide (Example 36, 100 mg, 0.30 mmol), pyrazole (41 mg, 0.60 mmol), KF (35 mg, 0.60 mmol) and DMSO (2 mL) were well mixed. The tube was sealed with a septum and was submitted to 150 W microwave irradiation using a Personal Chemistry Microwave Synthesis system (Biotage AB, Sweden) at 230° C. for 20 minutes. The reaction mixture was partitioned between ethyl acetate and water and the aqueous phase was extracted three times with ethyl acetate. The organic phases were combined, concentrated in vacuo and purified by C-18 reversed phase prep-HPLC with a gradient of 10-100% acetonitrile/water to give 2′-tert-butyl-2′H-[1,3′]bipyrazolyl-4′-carboxylic acid adamantan-2-ylamide (45 mg, 41%). Mass spectrum: m/z: 368.2 (M+1).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07728029B2 |
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| 출처 데이터셋 | uspto-grants-2010_06 |
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| ORD ID | ord-c38d0564c8994c85877cb4441405fdcf |
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| 출처 메모 | uspto-grants-2010_06 |
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