Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Nitrogen → tert-butyl (E)-3-(8-oxo-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-3-yl)acrylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Nitrogen | HCID 947 | — |
| 반응물 | tert-Butyl acrylate | HCID 15458 | — |
| 반응물 | Tri-o-tolylphosphine | HCID 80271 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 3-Bromo-5,6,7,9-tetrahydro-pyrido[2,3-b]azepin-8-one | HCID 22139024 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Propionitrile | HCID 7854 | — |
| 생성물 | tert-butyl (E)-3-(8-oxo-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]azepin-3-yl)acrylate | HCID 23574465 | 58.5% |
반응 단계
A solution of 3-bromo-5,6,7,9-tetrahydro-pyrido[2,3-b]azepin-8-one (1.00 g, 4.15 mmole), tert-butyl acrylate (0.67 mL, 4.60 mmole), DIEA (1.45 mL, 8.30 mmole), Pd(OAc)2 (0.09 g, 0.42 mmole) and P(o-tol)3 (0.25 g, 0.85 mmole) in propionitrile (25 mL) was purged with N2 and then heated at reflux overnight. The dark mixture was filtered through a pad of Celite®, and the filter pad was rinsed with acetonitrile (250 mL). The filtrate was concentrated in vacuo, and the residue was purified by flash chromatography on silica gel (ethyl acetate). The title compound (0.70 g, 58%) was obtained as a light yellow solid after drying in vacuo: MS (ES) m/e 289 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07741339B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-46a636f3225d4cfa8d382d5ef383e8e6 |
| 출처 메모 | uspto-grants-2010_06 |