Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Cesium carbonate → 7-(5-Fluoro-2-methylphenyl)isoquinolin-3-amine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 5-Fluoro-2-methylphenylboronic acid | HCID 2783190 | — |
| 반응물 | 7-Bromoisoquinolin-3-amine | HCID 52987757 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Acetonitrile--water (1/1) | HCID 18373917 | — |
| 생성물 | 7-(5-Fluoro-2-methylphenyl)isoquinolin-3-amine | HCID 57410244 | 79.4% |
반응 단계
7-Bromoisoquinolin-3-amine (15.0 g, 67.4 mmol), 5-fluoro-2-methylphenylboronic acid (12.4 g, 81.0 mmol), Pd(dppf)Cl2 (2.76 g, 3.38 mmol) and Cs2CO3 (26.4 g, 81.0 mmol) in MeCN/H2O (10:1, 150 mL) was stirred at 120° C. for 6 h under N2. After the reaction mixture was filtered, the filtrate was concentrated and purified by chromatography on silica gel to give the desired product (13.5 g, 79.4%). LCMS (ESI): RT (min)=0.869, M+H+=252.8, method=A. 1H NMR (400 MHz, DMSO-d6) δ 8.84 (s, 1H), 7.75 (s, 1H), 7.55 (d, J=8.8 Hz, 1H), 7.44 (d, J=8.4 Hz, 1H), 7.34-7.30 (m, 1H), 7.11-7.07 (m, 2H), 6.64 (s, 1H), 6.00 (s, 2H), 2.22 (s, 3H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08623889B2 |
| 출처 데이터셋 | uspto-grants-2014_01 |
| ORD ID | ord-73628262b3c942178cb89dbfbf092a16 |
| 출처 메모 | uspto-grants-2014_01 |