
N-(4-fluoro-2-Methoxy-5-nitrophenyl)-4-(1-Methylindol-3-yl)pyriMidin-2-aMine synthesis
- Product Name:N-(4-fluoro-2-Methoxy-5-nitrophenyl)-4-(1-Methylindol-3-yl)pyriMidin-2-aMine
- CAS Number:1421372-94-2
- Molecular formula:C20H16FN5O3
- Molecular Weight:393.37

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1421372-94-2
To a 2L three-necked flask was added 1000 mL of 2-pentanol, 50 g of 3-(2-chloropyrimidin-4-yl)-1-methylindole, 42 g of 4-fluoro-2-methoxy-5-nitroaniline, and 3.54 g of p-toluenesulfonic acid at room temperature. The reaction mixture was heated to 80 °C and kept stirring for 6 hours. Upon completion of the reaction, the mixture was cooled to 25 °C to 28 °C, followed by filtration to collect the solid product. The filter cake was washed with preheated 2-pentanol (50 °C) to remove impurities. The resulting solid product was dried in a vacuum oven to give 80.1 g of the final yellow solid product N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine in 99.0% yield.

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Yield:1421372-94-2 100%
Reaction Conditions:
with toluene-4-sulfonic acid in 1,4-dioxane at 105; for 2 h;
Steps:
2.1 (1) Preparation of Compound 11:
3-(2-Chloropyrimidin-4-yl)-1-methylindole 9 (5 g, 20.5 mmol) was placed in 1,4-dioxane, and compound 10 (3.8 g, 20.5 mmol) was added at room temperature, After p-toluenesulfonic acid monohydrate (4.7 g, 24.6 mmol) was added dropwise, the reaction was stirred at 105 °C for 2 hours. After the reaction is completed, the temperature is lowered to room temperature, and the solution is precipitated as a solid, which is suction filtered, and the cake is washed with ethyl acetate and dried. Dry to give a yellow solid 8.0 g, yield 100%.
References:
CN109928956,2019,A Location in patent:Paragraph 0093-0096

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