Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 926113생성일: 2026년 10월 23일
Cesium carbonate → 8-[(4-Methoxyphenyl)methyl]-12-(3-methyl-6-oxopyridazin-1-yl)-3,5,6,8,10-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,10,12-pentaen-7-one
https://huagongshe.com/ko/reaction/926113
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 1,2-Diaminocyclohexane, trans- | HCID 43806 | — |
| 반응물 | 6-methylpyridazin-3(2H)-one | HCID 83346 | — |
| 반응물 | 9-bromo-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one | HCID 86705385 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 8-[(4-Methoxyphenyl)methyl]-12-(3-methyl-6-oxopyridazin-1-yl)-3,5,6,8,10-pentazatricyclo[7.4.0.02,6]trideca-1(9),2,4,10,12-pentaen-7-one | HCID 86705387 | 11.4% |
반응 단계
9-Bromo-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (Example 1, 75 mg, 0.19 mmol), 6-methylpyridazin-3(2H)-one (43 mg, 0.39 mmol), copper(I) iodide (44 mg, 0.23 mmol), dioxane (3 mL), trans-1,2-diaminocyclohexane (0.030 mL, 0.25 mmol) and Cs2CO3 (152 mg, 0.47 mmol) were combined and heated at 120° C. for 12 h in the microwave. The mixture was filtered, and purified (HPLC, 10-80% ACN-water) to afford the title compound (9 mg, 11%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 2.44 (s, 3H), 3.76 (s, 3H), 5.77 (s, 2H), 6.81-6.83 (m, 2H), 7.03 (d, J=7.7 Hz, 1H), 7.60-7.61 (m, 2H), 8.36 (s, 1H), 8.99 (d, J=2.1 Hz, 1H), 9.25 (d, J=2.1 Hz, 1H). [M+H]=416.1.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09284335B2 |
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| 출처 데이터셋 | uspto-grants-2016_03 |
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| ORD ID | ord-81f0306bdd7d4ff28ac76a0d5a8413d3 |
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| 출처 메모 | uspto-grants-2016_03 |
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