참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | tert-Butyl acetate | HCID 10908 | — |
| 반응물 | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| 반응물 | 6-Bromo-1H-indazole | HCID 17842471 | — |
| 반응물 | Tri-t-butylphosphine fluoroborate | HCID 44558591 | — |
| 촉매 | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | tert-Butyl 1H-indazol-6-ylacetate | HCID 70817797 | 65.2% |
반응 단계
6-Bromo-1H-indazole (1.3 g, 6.6 mmol) and t-butylacetate (1.33 mL, 9.9 mmol) in toluene (20 mL) were degassed with argon for 15 mins. Then the mixture was cooled to 0° C. and LiHMDS (16.5 mL, 16.5 mmol, 1M in hexane) was added dropwise. Bis(dibenzylideneacetone)palladium (380 mg, 0.66 mmol) and tri-t-butyl phosphine tetrafluoroborate (383 mg, 1.32 mmol) were added and the mixture was stirred at 10° C. for 2 hours. The mixture was quenched with water (10 mL) then extracted with EtOAc (3×25 mL). The combined organic phases were washed with water (2×10 mL), brine (10 mL) and dried over sodium sulphate (Na2SO4). The filtrate was evaporated in vacuo and purified by column chromatography on silica gel (hexane:EtOAc 80:20) to afford the title compound as a white solid (65%, 1.00 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08846698B2 |
|---|
| 출처 데이터셋 | uspto-grants-2014_09 |
|---|
| ORD ID | ord-59e9ef7a59344e28a81c5469a600d74b |
|---|
| 출처 메모 | uspto-grants-2014_09 |
|---|
