Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Ethyl Acetate → 6-Bromo-3-[[2-(trimethylsilyl)ethoxy]methyl]-3H-imidazo[4,5-b]pyridine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Ethyl Acetate | HCID 8857 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | 6-Bromo-4H-imidazo[4,5-b]pyridine | HCID 911578 | — |
| 반응물 | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| 촉매 | Benzyl triethylammonium chloride | HCID 66133 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Hexane | HCID 8058 | — |
| 생성물 | 6-Bromo-3-[[2-(trimethylsilyl)ethoxy]methyl]-3H-imidazo[4,5-b]pyridine | HCID 19358288 | 14.4% |
반응 단계
(2-Chloromethoxy-ethyl)-trimethyl-silane (508.6 mg, 3.0456 mmol), catalytic amount of benzyl triethyl-ammonium chloride and NaOH (203.04 mg, 5.076 mmol) were added to a solution of 6-bromo-3H-imidazo[4,5-b]pyridine (500 mg, 2.538 mmol) in DCM (10 mL) at 0° C. The resulting mixture was stirred room temperature for 6 hours. The reaction was monitored by TLC (80% ethylacetate in hexane). The reaction mixture was partitioned between DCM and water. The organic layer was washed with water, brine, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (20% ethylacetate in hexane) afforded 120 mg of the product (14.4% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08263635B2 |
| 출처 데이터셋 | uspto-grants-2012_09 |
| ORD ID | ord-c2f7d6b69230422db0015242029973d8 |
| 출처 메모 | uspto-grants-2012_09 |