Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2059876생성일: 2026년 10월 26일
N,N'-Dimethylethylenediamine → 2-(4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl)-5-(4-(trifluoromethyl)-phenyl)pyridazin-3(2H)-one
https://huagongshe.com/reaction/2059876
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | 5-(4-(Trifluoromethyl)phenyl)pyridazin-3(2H)-one | HCID 57950387 | — |
| 반응물 | 1-(4-Bromo-2-methoxyphenoxy)-2-methylpropan-2-ol | HCID 59595049 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 2-(4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl)-5-(4-(trifluoromethyl)-phenyl)pyridazin-3(2H)-one | HCID 46927506 | 41% |
반응 단계
N1,N2-dimethylethane-1,2-diamine (10 μL, 0.09 mmol) was added to a mixture of 5-(4-(trifluoromethyl)phenyl)pyridazin-3(2H)-one Part A (15 mg, 0.06 mmol), 1-(4-bromo-2-methoxyphenoxy)-2-methylpropan-2-ol Part B of Procedure 1 (20.6 mg, 0.08 mmol), potassium phosphate tribasic (39.8 mg, 0.19 mmol), and copper (I) iodide (17.8 mg, 0.09 mmol) in DMF (0.8 mL). After stirring at 110° C. overnight, the reaction mixture was diluted with CH2Cl2, filtered, washed with sat NaHCO3, brine, dried (MgSO4), and concentrated. The crude product was purified using HPLC (Phen Luna Axia C18 5μ 10:90:0.1 to 90:10:0.1 MeOH—H2O-TFA) to afford the desired product 2-(4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl)-5-(4-(trifluoromethyl)-phenyl)pyridazin-3(2H)-one L-1 (11.7 mg, 0.03 mmol, 41.0% yield) as a yellow solid. LC/MS 435 (M+H)+, tR 0.94 min (method 5). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.20 (1H, d, J=2.01 Hz), 7.73-7.87 (4H, m), 7.17-7.26 (3H, m), 7.02 (1H, d, J=8.28 Hz), 3.91 (3H, s), 3.89 (2H, s), 1.38 (6H, s)
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08278316B2 |
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| 출처 데이터셋 | uspto-grants-2012_10 |
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| ORD ID | ord-bd05582678e547a0bfefcd9ecddf21a2 |
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| 출처 메모 | uspto-grants-2012_10 |
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