Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Tri-o-tolylphosphine → (E)-3-(2-aminopyrimidin-5-yl)-N-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Tri-o-tolylphosphine | HCID 80271 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 2-Amino-5-bromopyrimidine | HCID 231310 | — |
| 반응물 | N-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide | HCID 22139057 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Propionitrile | HCID 7854 | — |
| 생성물 | (E)-3-(2-aminopyrimidin-5-yl)-N-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide | HCID 9973366 | 128.8% |
반응 단계
A solution of N-methyl-N-(2-methyl-1H-indol-3-ylmethyl)acrylamide (1.18 g, 6.5 mmole), 2-amino-5-bromopyrimidine (0.5 g, 2.9 mmole), Pd(OAc)2 (0.11 g, 0.49 mmole), tri-ortho-tolylphosphine (0.17 g, 0.55 mmole), and diisopropylethylamine (1.5 mL, 8.6 mmole) in propionitrile (100 mL) and DMF (10 mL) was heated at reflux overnight. The dark mixture was filtered through celite®, and the filtrate was concentrated. Flash chromatography on silica gel (9:1 CHCl3/CH3OH containing 5% NH4OH) gave the title compound (1.2 g, 65%): MS (ES) m/e 372 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07049310B2 |
| 출처 데이터셋 | uspto-grants-2006_05 |
| ORD ID | ord-a7fc36aaaee349529d1fd731f02c32f4 |
| 출처 메모 | uspto-grants-2006_05 |