참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | 2-(Methoxycarbonyl)-4-pyridineboronic acid, pinacol ester | HCID 17750517 | — |
| 반응물 | 4-Bromo-6-(trifluoromethyl)-1H-indazole | HCID 24729232 | — |
| 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-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinic acid | HCID 89782841 | — |
반응 단계
A mixture of 4-bromo-6-(trifluoromethyl)-1H-indazole (0.302 g, 1.140 mmol), methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinate (0.3 g, 1.140 mmol), and PdCl2(dppf) (0.042 g, 0.057 mmol) in dioxane (10 mL) was combined with aqueous saturated NaHCO3 (3 mL) to give a light brown suspension. The reaction mixture was heated in a microwave reactor at 140° C. for 45 minutes and was then cooled, filtered, concentrated in vacuo, and purified by preparative HPLC (Waters SunFire C18, 5 μm, 30 mm ID×75 mm column) eluting with a gradient of 15-55% ACN (containing 0.035% TFA) in water (containing 0.05% TFA) to give a TFA salt of the title compound. ESI-MS m/z [M+H]+ calc'd for C14H8F3N3O2, 308.1. found 308.1.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09434743B2 |
|---|
| 출처 데이터셋 | uspto-grants-2016_09 |
|---|
| ORD ID | ord-8b092a4b92984b9087448cbb51eecf8c |
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| 출처 메모 | uspto-grants-2016_09 |
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