Preparing method of ponatinib
A technology for panatinib and compounds, applied in the field of preparation of panatinib, can solve the problems of high cost and unsatisfactory yield of target product, and achieve the effects of wide temperature, reduction of synthesis cost and stable yield
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[0016] The invention provides a preparation method of ponatinib. The preparation method of described ponatinib comprises the steps:
[0017] S01. Compounds A, B, and E of the following structural formula are provided, wherein the R contained in the compound A 1 is H, a halogen atom, and the R contained in the compound E 2 is a halogen atom:
[0018]
[0019] S02. In a protective atmosphere, the compound A and the compound B are subjected to light reaction in an organic solvent containing an acridinium salt photocatalyst, a copper salt, and an alkalinity to generate a compound C of the following structural formula;
[0020] S03. reacting the compound C with tetrabutylammonium fluoride to generate the compound D of the following structural formula;
[0021] S04. In a protective atmosphere, the compound D and the compound E are subjected to photoreaction in an organic solvent containing an acridinium salt photocatalyst, a copper salt, and an alkalinity to generate ponatinib...
Embodiment 1
[0050] This embodiment provides a preparation method of ponatinib. The synthetic route of described ponatinib is as follows:
[0051]
[0052] Specifically, the method includes the steps of:
[0053] (1) Compound A and Compound B are added to the solution containing CuCl and K 2 CO 3 THF solvent, and irradiated by a blue LED light source for 24h, the target product compound C was generated; wherein, the concentration of compound A was 1mmol, the concentration of compound B was 1.2mmol, and the concentration of CuCl was 0.05mmol, K 2 CO 3 The concentration is 1.2mmol, and the total volume of acetonitrile and methanol is 2mL.
[0054] (2) Purifying Compound C and reacting it with tetrabutylammonium fluoride in tetrahydrofuran to generate the target product Compound D;
[0055] (3) Add compound D and compound E to the 2 CO 3 THF solvent, and illuminated by a blue LED light source for 10h, the target product ponatinib was generated; wherein, the concentration of compound...
Embodiment 2
[0061] This embodiment provides a preparation method of ponatinib. The preparation method of described ponatinib is as follows:
[0062] (1) Compound A and Compound B are added to an acetonitrile solvent containing CuCl and diisopropylamine, and illuminated by a blue LED light source for 24 hours to generate the target product Compound C; wherein, Compound A1mmol, Compound B1.2mmol, CuCl 0.01mmol , 0.05 mmol of acridinium salt, 2 equivalents of diisopropylamine, and a total volume of acetonitrile and methanol of 2 mL.
[0063] (2) Purifying Compound C and reacting it with tetrabutylammonium fluoride in tetrahydrofuran to generate the target product Compound D;
[0064] (3) Compound D and Compound E are added to an acetonitrile solvent containing CuCl and diisopropylamine, and illuminated by a blue LED light source for 10 hours to generate the target product ponatinib; wherein, Compound D1mmol, Compound E 1.1mmol, CuCl The concentration of the acridine salt is 0.03mmol, the a...
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