Naphthalene ring-amido pyrimidine type compound and preparation method and application thereof
An aminopyrimidine and compound technology, applied in the field of compound preparation, can solve problems such as high toxicity, difficult source, drug resistance, etc., and achieve the effects of short synthesis route, simple preparation method and low requirement for experimental equipment
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Embodiment 1
[0037] Preparation of a kind of 4-(4-methoxynaphthalen-1-yl)-5-(3,4,5-trimethoxyphenyl)pyrimidin-2-amine (1)
[0038] The structural formula of compound 1 is as follows:
[0039]
[0040] Concrete preparation steps are as follows:
[0041] Step 1: Add 5ml of trifluoroacetic acid to 1-methoxynaphthalene (1.5mmol), 3,4,5-trimethoxyphenylacetic acid (1.0mmol), and trifluoroacetic anhydride (2.0mmol), and stir at room temperature for 12 hours, spin-dried, separated and purified by silica gel column chromatography to obtain 1-(4-methoxynaphthalen-1-yl)-2-(3,4,5-trimethoxyphenyl)ethan-1-one.
[0042] Step 2: Mix 1-(4-methoxynaphthalen-1-yl)-2-(3,4,5-trimethoxyphenyl)ethan-1-one (1.0 mmol), DMF-DMA (10.0 mmol) was placed in a reaction flask, refluxed for 24 hours, and was spin-dried to obtain (E)-3-(dimethylamino)-1-(4-methoxynaphthalene-1-yl)-2-(3 ,4,5-trimethoxyphenyl)prop-2-en-1-one.
[0043] Step 3: Add (E)-3-(dimethylamino)-1-(4-methoxynaphthalen-1-yl)-2-(3,4,5-trimethoxy...
Embodiment 2
[0049] Preparation of a kind of 4-(4-methoxynaphthalen-1-yl)-5-(4-methoxyphenyl)pyrimidin-2-amine (2)
[0050] The structural formula of compound 2 is as follows:
[0051]
[0052] Concrete preparation steps are as follows:
[0053] Step 1: Add 5ml of trifluoroacetic acid to 1-methoxynaphthalene (1.5mmol), 4-methoxyphenylacetic acid (1.0mmol), and trifluoroacetic anhydride (2.0mmol), stir at room temperature for 12 hours, spin dry , separated and purified by silica gel column chromatography to obtain 1-(4-methoxynaphthalen-1-yl)-2-(4-methoxyphenyl)ethan-1-one.
[0054] Step 2: Place 1-(4-methoxynaphthalen-1-yl)-2-(4-methoxyphenyl)ethan-1-one (1.0mmol), DMF-DMA (10.0mmol) in In the reaction bottle, reflux reaction for 24 hours, and spin dry to obtain (E)-3-(dimethylamino)-1-(4-methoxynaphthalene-1-yl)-2-(4-methoxy phenyl)prop-2-en-1-one.
[0055] Step 3: Add (E)-3-(dimethylamino)-1-(4-methoxynaphthalen-1-yl)-2-(4-methoxyphenyl)prop-2-ene-1 - Ketone (0.5mmol), guanidine ...
Embodiment 3
[0060] Preparation of a kind of 4-(4-methoxynaphthalene-1-yl)-5-(4-methylphenyl)pyrimidin-2-amine (3)
[0061] The structural formula of compound 3 is as follows:
[0062]
[0063] Concrete preparation steps are as follows:
[0064] Step 1: Add 5ml of trifluoroacetic acid to 1-methoxynaphthalene (1.5mmol), 4-methylphenylacetic acid (1.0mmol), and trifluoroacetic anhydride (2.0mmol), stir at room temperature for 12 hours, spin dry, Separation and purification by silica gel column chromatography gave 1-(4-methoxynaphthalen-1-yl)-2-(4-methylphenyl)ethan-1-one.
[0065] Step 2: 1-(4-methoxynaphthalen-1-yl)-2-(4-methylphenyl)ethan-1-one (1.0 mmol), DMF-DMA (10.0 mmol) were placed in the reaction In the bottle, reflux for 24 hours, and spin dry to obtain (E)-3-(dimethylamino)-1-(4-methoxynaphthalene-1-yl)-2-(4-methylphenyl ) prop-2-en-1-one.
[0066] Step 3: Add (E)-3-(dimethylamino)-1-(4-methoxynaphthalen-1-yl)-2-(4-methylphenyl)prop-2-ene-1- Ketone (0.5mmol), guanidine hyd...
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