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
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| 반응물 | 3-Bromo-4-(trifluoromethyl)pyridine | HCID 19937263 | — |
| 반응물 | 3,4-Dihydro-[1]benzothieno[3,2-c]pyridin-1(2H)-one | HCID 20074905 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Hexane | HCID 8058 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 2-(4-trifluoromethylpyridine-3-yl)-3,4-dihydro-2H-benzo[4,5]thieno[3,2-c]pyridin-1-one | HCID 89964195 | 8.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08946260B2 |
|---|
| 출처 데이터셋 | uspto-grants-2015_02 |
|---|
| ORD ID | ord-8cd24f5d3ff54ae98a9702cdbd79f083 |
|---|
| 출처 메모 | uspto-grants-2015_02 |
|---|