참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 5-Bromo-2,4-dimethoxypyrimidine | HCID 255719 | — |
| 반응물 | 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indazole | HCID 89782806 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | Trifluoroacetic acid | HCID 6422 | — |
| 생성물 | 4(2,4-dimethoxypyrimidin-5-yl)-6-(trifluoromethyl)-1H-indazole | HCID 89783177 | 45.2% |
반응 단계
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-1H-indazole (35 mg, 0.112 mmol), 5-bromo-2,4-dimethoxypyrimidine (24.56 mg, 0.112 mmol), and PdCl2(dppf) (8.21 mg, 0.011 mmol) were dispersed in dioxane (1.5 mL). To the resulting slurry was added 2N aqueous sodium carbonate (0.112 mL, 0.224 mmol). The mixture was purged with nitrogen, heated in a microwave reactor at 130° C. for 50 minutes, and then filtered through a microfiltration frit. Dioxane was stripped with nitrogen. The resulting residue was taken up in DMSO and methanol (1:1) and was purified via preparative HPLC, eluting with a gradient of ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA). The purified fractions were collected to give a TFA salt of the title compound (8.2 mg, 23%). ESI-MS m/z [M+H]+ calc'd for C14H11F3N4O2, 325.1. found 325.2.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09434743B2 |
|---|
| 출처 데이터셋 | uspto-grants-2016_09 |
|---|
| ORD ID | ord-c1a4f9d86256414cb555e8b9c9efc9c1 |
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| 출처 메모 | uspto-grants-2016_09 |
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