- Synthesis method of S-3-(4-aminophenyl) piperidine
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The invention relates to a synthesis method of S-3-(4-aminophenyl) piperidine. The synthetic method of the S-3-(4-aminophenyl) piperidine includes the following steps: taking 3-pyridineboronic acid (I) as a raw material, and preforming Suzuki coupling wit
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- Preparation method of intermediate for synthesizing antitumor medicine niraparib and intermediate
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The invention discloses a preparation method of an intermediate for synthesizing an antitumor medicine niraparib and the intermediate. The invention discloses a preparation method of a compound f, which comprises the following step: in a solvent, under the effect of alkali, performing ring-closure reaction as a formula shown below on a compound e to obtain the compound f. The preparation method does not relate to the steps of noble metal catalytic reduction or noble metal catalytic coupling and chiral resolution; the requirement on the equipment is low; the operation is simple; the industrialproduction is facilitated; the generation of heavy metal-containing and phosphorous waste liquid can be avoided; the cost is low; the product ee value is high. The formula is shown in the description.
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- Synthesis method for (R)-3-phenylpiperidine or/and (S)-3-phenylpiperidine and synthesis method for chiral intermediate of niraparib
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The invention belongs to the technical field of organic synthesis. The synthesis method firstly provided by the invention takes benzyl-4-oxopiperidine as a starting material, and the starting materialis subjected to Grignard reaction, elimination reaction, hydrogenation reduction reaction and chiral resolution in sequence to successfully obtain a target product (R)-3-phenylpiperidine or/ and (S)-3-phenylpiperidine. The synthesis method sencondly provided by the invention takes the same starting raw material for Grignard reaction, organic silicon reagent is used for removing a hydroxide radical, and benzyl is removed by catalytic hydrogenation reaction; finally, the chiral resolution is carried out to obtain a target product. The (S)-3-phenylpiperidine can be synthesized according to the synthesis method. (S)-3-p-aminosalicylic phenylpiperidine can be synthesized according to the third aspect; or according to the fourth aspect, (S)-3-p-bromophenyl piperidine is synthesized to serve asthe key intermediate for preparing the niraparib. According to the synthesis method for (R)-3-phenylpiperidine or/ and (S)-3-phenylpiperidine and the synthesis method for chiral intermediate of niraparib, production cost is obviously lowered, and the synthesis methods are favorable for the large-scale industrial production of a niraparib medicine.
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- A prepares Nepal to pull handkerchief Nepal method (by machine translation)
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The invention discloses a compound 2 - [4 - ((3S) - 3 - piperidinyl) phenyl] - 2H - indazole - 7 - carboxamide preparation method, through the 4 - nitro phenylpyridyl with reaction produced animal pen halogenphenmethyl season ammonium salt, by sodium borohydride reduction of the pyridine quaternary ammonium salt, in the palladium reagent obtained under the action of the 3 - (4 - aminophenyl) piperidine, in the chiral reagent obtained under the action of the (S)- 3 - (4 - halophenyl) piperidine, with 3 - formyl - 2 - nitro-benzoic acid methyl ester condensation and in sodium azide formed under the action of powder medicine, after preparing the amine Niraparib (molecular entity is: 2 - [4 - ((3S) - 3 - piperidinyl) phenyl] - 2H - indazole - 7 - carboxamide). (by machine translation)
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- Preparation method of Niraparib intermediate 4-(3S-piperidine-3-yl)aniline
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The invention discloses a preparation method of a Niraparib intermediate 4-(3S-piperidine-3-yl)aniline. The preparation method is characterized by comprising the following steps: 1) carrying out a contact reaction on a compound shown as a formula I and hydroxylamine hydrochloride to obtain a compound shown as a formula II; 2) carrying out a catalytic reaction on the compound shown as the formula II in the presence of phenyl dichlorophosphate to obtain a compound shown as a formula III; 3) carrying out a reduction reaction on the compound shown as the formula III to obtain the Niraparib intermediate 4-(3S-piperidine-3-yl)aniline shown as a formula X. A specific reaction process is shown in the description. By adopting the method provided by the invention, the utilization of a metal catalyst and transaminase with a high price is avoided, so that the production cost is lower, and a target product has high yield and stereoselectivity.
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- Development of a fit-for-purpose large-scale synthesis of an oral PARP inhibitor
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Compound (1) a poly(ADP-ribose)polymerase (PARP) inhibitor has been made by a fit-for-purpose large-scale synthesis using either a classical resolution or chiral chromatographic separation. The development and relative merits of each route are discussed,
- Wallace, Debra J.,Baxter, Carl A.,Brands, Karel J. M.,Bremeyer, Nadine,Brewer, Sarah E.,Desmond, Richard,Emerson, Khateeta M.,Foley, Jennifer,Fernandez, Paul,Hu, Weifeng,Keen, Stephen P.,Mullens, Peter,Muzzio, Daniel,Sajonz, Peter,Tan, Lushi,Wilson, Robert D.,Zhou, George,Zhou, Guoyue
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p. 831 - 840
(2012/07/03)
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