Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,2-Dichloroethane → (E)-3-(6-aminopyridin-3-yl)-N-(1,2-dimethyl-1H-indol-3-ylmethyl)-N-methylacrylamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,2-Dichloroethane | HCID 11 | — |
| 반응물 | Water | HCID 962 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 반응물 | (2E)-3-(6-aminopyridin-3-yl)prop-2-enoic acid | HCID 10487224 | — |
| 반응물 | [(1,2-dimethyl-1H-indol-3-yl)methyl](methyl)amine | HCID 10877907 | — |
| 용매 | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| 생성물 | (E)-3-(6-aminopyridin-3-yl)-N-(1,2-dimethyl-1H-indol-3-ylmethyl)-N-methylacrylamide | HCID 60208937 | 97% |
반응 단계
To a stirred solution of 1,2-dimethyl-3-(methylaminomethyl)-1H-indole (0.8 g, 4.2 mmole) in 1:1 DMF/CH2Cl2 (30 mL) at RT was added (E)-3-(6-aminopyridin-3-yl)acrylic acid (0.7 g, 4.3 mmole), Et3N (0.61 mL, 4.3 mmole), HOBt.H2O (0.58 g, 4.3 mmole) and EDC (0.83 g, 4.3 mmole). After 16 h the reaction was concentrated under vacuum and the residue was taken up in EtOAc (100 mL). The solution was washed with 1.0 N Na2CO3 (100 mL) then with brine, dried (Na2SO4), and concentrated. Purification by flash chromatography on silica gel (4% MeOH/CHCl3) followed by trituration with 1:1 Et2O/petroleum ether and drying under vacuum gave the title compound (1.36 g, 97%) as an off-white solid: MS (ES) m/e 335.2 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07790716B2 |
| 출처 데이터셋 | uspto-grants-2010_09 |
| ORD ID | ord-005d370bd7964332acd6b7605289e570 |
| 출처 메모 | uspto-grants-2010_09 |