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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1695761생성일: 2026년 10월 27일

Sodium Carbonate → 2-Methyl-N-{6-[5-(methyloxy)-3-pyridinyl]-1H-indazol-4-yl}-1,3-thiazole-4-carboxamide

https://huagongshe.com/reaction/1695761

반응식

참여 물질

역할이름HCID투입량
반응물Sodium CarbonateHCID 10340—
반응물1,4-DioxaneHCID 31275—
반응물3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 3866161—
반응물N-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamideHCID 58255750—
촉매Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
용매WaterHCID 962—
생성물2-Methyl-N-{6-[5-(methyloxy)-3-pyridinyl]-1H-indazol-4-yl}-1,3-thiazole-4-carboxamideHCID 44540129—

반응 조건

온도150 °C

반응 단계

N-(6-Bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide (50 mg, 0.148 mmol), Pd(dppf)Cl2 (12 mg, 0.015 mmol), 2 M sodium carbonate (aq) (0.222 ml, 0.444 mmol), 1,4-dioxane (1 ml) and water (1 ml) were added to 3-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (42 mg, 0.178 mmol). The reaction was heated in a Biotage microwave at 150° C. for 15 mins. The reaction mixture was extracted with DCM (2×20 ml) and the separated, combined organic layer was evaporated to dryness. The residue was dissolved in MeOH:DMSO (1 ml, 1:1, v/v) and purified by MDAP (Method B). Appropriate fractions were dried under a stream of nitrogen to give title compound, 11 mg. LC/MS (Method B) Rt=0.86 mins, MH+=366.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08163743B2
출처 데이터셋uspto-grants-2012_04
ORD IDord-6ea270da5d6b44b09336958372759c76
출처 메모uspto-grants-2012_04