참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 5-Chloro-2,3-difluoropyridine | HCID 2783248 | — |
| 반응물 | 3-Methyl-5-(trimethylstannyl)isothiazole | HCID 10038320 | — |
| 반응물 | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 2,3-Difluoro-5-(3-methylisothiazol-5-yl)pyridine | HCID 67502858 | 98% |
반응 단계
5-chloro-2,3-difluoropyridine (0.069 ml, 0.67 mmol), X-Phos (0.045 g, 0.094 mmol) and palladium (II) acetate (0.011 g, 0.047 mmol) were combined in 1,4-dioxane (0.2 M, 3.4 mL). To the reaction vessel was added 3-methyl-5-(trimethylstannyl)isothiazole (0.53 g, 2.0 mmol) and, after purging with argon, the reaction was stirred at 100° C. for 2 h and then concentrated in vacuo. The crude material was dissolved in minimal DCM and purified via MPLC (eluting first with 100% EtOAc followed by 20% EtOAc in hexanes -isocratic) to yield 2,3-difluoro-5-(3-methylisothiazol-5-yl)pyridine (0.139 g, 98% yield) as a yellow solid. 2,3-difluoro-5-(3-methylisothiazol-5-yl)pyridine was converted to the title compound using a procedure similar to 1-(4-methyl-6-phenylpyridazin-3-yl)hydrazine.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08198448B2 |
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| 출처 데이터셋 | uspto-grants-2012_06 |
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| ORD ID | ord-d2d3150d936c4ad4bfd41a0242e1af62 |
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| 출처 메모 | uspto-grants-2012_06 |
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