Reference of 7664-66-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7664-66-6 name is 4-Isopropoxyaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
To a mixture of 3-chloro-6-methyl-4-(4-methylbenzyl)pyridazine (200 mg, 0.859 mmol), 4-isopropoxyaniline (169 mg, 1.12 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (112 mg, 0.193 mmol), cesium carbonate (560 mg, 1.72 mmol) and dioxane (4 mL) was added palladium acetate (28.9 mg, 0.129 mmol) under nitrogen atmosphere, and the resulting mixture was heated at reflux for 1 hour. To the reaction mixture were added water (200 mL) and saturated aqueous ammonium chloride (5 mL). The resulting mixture was extracted with ethyl acetate (200 mL). The extract was washed by brine (200 mL), dried over anhydrous magnesium sulfate, and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 3-(4-isopropoxyphenylamino)-6-methyl-4-(4-methylbenzyl)pyridazine (187 mg, Yield: 62.7%) as yellow amorphous. 1H-NMR (delta ppm TMS/CDCl3): 1.31 (6H, d, J=6.1 Hz), 2.37 (3H, s), 2.56 (3H, s), 3.84 (2H, s), 4.46 (1H, sep, J=6.1 Hz), 5.96 (1H, s), 6.80 (2H, d, J=8.3 Hz), 7.08 (2H, d, J=7.9 Hz), 7.18 (2H, d, J=7.9 Hz), 7.34 (2H, d, J=8.3 Hz).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Isopropoxyaniline, and friends who are interested can also refer to it.
Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; ENDOH, Takeshi; JIKIHARA, Sae; ASAHI, Kentaro; HORIGUCHI, Tohru; EP2604260; (2013); A1;,
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