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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

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참여 물질

역할이름HCID투입량
반응물N,N'-DimethylethylenediamineHCID 8070—
반응물Potassium Phosphate, TribasicHCID 62657—
반응물5-(4-(Trifluoromethyl)phenyl)pyridazin-3(2H)-oneHCID 57950387—
반응물1-(4-Bromo-2-methoxyphenoxy)-2-methylpropan-2-olHCID 59595049—
촉매Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
용매DimethylformamideHCID 6228—
용매DichloromethaneHCID 6344—
생성물2-(4-(2-hydroxy-2-methylpropoxy)-3-methoxyphenyl)-5-(4-(trifluoromethyl)-phenyl)pyridazin-3(2H)-oneHCID 4692750641%

반응 조건

온도110 °C

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08278316B2
출처 데이터셋uspto-grants-2012_10
ORD IDord-bd05582678e547a0bfefcd9ecddf21a2
출처 메모uspto-grants-2012_10