Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
ethyl 2-(1H-1,3-benzodiazol-2-yl)acetate → 2-Benzimidazol-2-yl-N-(4-cyano(3-pyridyl))acetamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | ethyl 2-(1H-1,3-benzodiazol-2-yl)acetate | HCID 308071 | — |
| 반응물 | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| 반응물 | 3-Aminopyridine-4-carbonitrile | HCID 10678219 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 2-Benzimidazol-2-yl-N-(4-cyano(3-pyridyl))acetamide | HCID 12988782 | — |
반응 단계
LiHMDS (2.5 eq) was added to ethyl 2-benzimidazol-2-ylacetate (1.0 eq) in THF at −78° C. After 1 hour, 3-amino-4-cyanopyridine (0.8 eq) in THF was added. The resulting mixture was allowed to warm to room temperature overnight. The mixture was quenched with NH4Cl (aqueous saturated solution) and extracted with EtOAc. The organic layer washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a brown solid. The crude material was purified by silica gel chromatography (5:1 EtOAc:hexane) to yield the desired product. LC/MS m/z 278.3 (MH+), Rt 1.88 minutes.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06756383B2 |
| 출처 데이터셋 | uspto-grants-2004_06 |
| ORD ID | ord-9455d186cbdb4ac5ac118dea699b9656 |
| 출처 메모 | uspto-grants-2004_06 |