참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1-Methyl-3-(trifluoroacetyl)-1H-indole | HCID 3524388 | — |
| 반응물 | 5-Bromo-1-(4-fluorophenyl)-3-methyl-1,3-dihydro-benzimidazol-2-one | HCID 59437286 | — |
| 반응물 | HCID 178418306 | HCID 178418306 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | HCID 59437212 | HCID 59437212 | 12.8% |
반응 단계
To a chilled (−78° C.) solution of 5-bromo-1-(4-fluorophenyl)-3-methyl-1,3-dihydro-benzimidazol-2-one (80 mg, 0.25 mmol) in anhydrous THF (3 mL) was added tert-butyllithium (0.2 mL of 1.7 M solution in heptane, 0.34 mmol). After 1 minute, a chilled (−78° C.) solution of 2,2,2-trifluoro-1-(1-methyl-1H-indol-3-yl)ethanone (57 mg, 0.25 mmol) in anhydrous THF (1 mL) was added. After 10 minutes, the mixture was quenched with ammonium chloride solution and extracted with three 15 mL portions of methylene chloride. The combined organic layers were washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to afford a brownish oil. The residue was purified by column chromatography over silica gel eluting with 0-10% ethyl acetate in methylene chloride to afford 15 mg of the title compound as a white powder. MS m/z 470 (MH+).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08658637B2 |
|---|
| 출처 데이터셋 | uspto-grants-2014_02 |
|---|
| ORD ID | ord-b80428248671469ab8751842b05dafcb |
|---|
| 출처 메모 | uspto-grants-2014_02 |
|---|