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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1843980생성일: 2026년 10월 27일

Potassium Phosphate, Tribasic → 2-(4-trifluoromethylpyridine-3-yl)-3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-one

https://huagongshe.com/reaction/1843980

반응식

참여 물질

역할이름HCID투입량
반응물Potassium Phosphate, TribasicHCID 62657—
반응물2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
반응물3-Bromo-4-(trifluoromethyl)pyridineHCID 19937263—
반응물3,4-Dihydro-[1]benzothieno[3,2-c]pyridin-1(2H)-oneHCID 20074905—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
용매HexaneHCID 8058—
용매Ethyl AcetateHCID 8857—
용매1,4-DioxaneHCID 31275—
생성물2-(4-trifluoromethylpyridine-3-yl)-3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-oneHCID 899641958.2%

반응 조건

온도120 °C

반응 단계

X-Phos (35 mg, 0.0739 mmol) and Pd2(dba)3 (45 mg, 0.0492 mmol) were added to a previously degassed solution of 3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-one (I-9d: 100 mg, 0.4919 mmol), K3PO4 (313 mg, 1.4759 mmol) and 1,4-dioxane (5 mL) in a sealed tube. This was followed by the addition of 3-bromo-4-(trifluoromethyl)pyridine (134 mg, 0.5903 mmol) and the resulting reaction mass was heated at 120° C. for 48 hours. The reaction was monitored by TLC (50% ethyl acetate in hexane). The reaction mass was partitioned between water and ethylacetate. The organic layer was washed with water, brine solution, dried over Na2SO4 and concentrated to afford the crude product. Purification by column chromatography on silica gel (30% ethyl acetate in hexane), followed by preparative HPLC afforded 14 mg of the product (8.18% yield).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08946260B2
출처 데이터셋uspto-grants-2015_02
ORD IDord-8cd24f5d3ff54ae98a9702cdbd79f083
출처 메모uspto-grants-2015_02