Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Acetic Acid → 2-((3-(2-Oxa-6-azaspiro[3.5]nonan-6-ylmethyl)-2-chloro-5-cyanophenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 반응물 | 2-Oxa-6-azaspiro[3.5]nonane | HCID 51341945 | — |
| 반응물 | 2-((2-Chloro-5-cyano-3-formylphenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile | HCID 86708648 | — |
| 용매 | 1,2-Dichloroethane | HCID 11 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 2-((3-(2-Oxa-6-azaspiro[3.5]nonan-6-ylmethyl)-2-chloro-5-cyanophenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile | HCID 89934058 | — |
반응 단계
A suspension of 2-((2-chloro-5-cyano-3-formylphenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (Example 400) (20 mg, 0.053 mmol), acetic acid (9.07 tli, 0.158 mmol) and 2-oxa-6-azaspiro[3.5]nonane (16.79 mg, 0.132 mmol) in THF (0.5 ml) was stirred at room temperature to for 5 min. to achieve solution. DCE (0.5 mL) was added and after 25 min, sodium triacetoxyborohydride (33.6 mg, 0.158 mmol) was added. LCMS analysis found the desired mass of the product. The mixture was stirred overnight. The reaction mixture was then quenched with saturated aqueous NaHCO3 and stirred for 10 minutes. It was dried with a stream of nitrogen and then dissolved in DMF (1.5 mL) and purified by reverse-phase preparative LCMS.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09273057B2 |
| 출처 데이터셋 | uspto-grants-2016_03 |
| ORD ID | ord-9ff3a299ca2b43ebaac89b4420243370 |
| 출처 메모 | uspto-grants-2016_03 |