cas 6859-99-0, 3-Hydroxypiperidine | Articles data

Articles about 6859-99-0Total 15 be found

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Multi-chiral nitrogen-substituted piperidinol derivative and preparation method thereof
The invention belongs to the technical field of preparation of chiral piperidine alcohol compounds. The invention particularly relates to a multi-chiral nitrogen-substituted piperidinol derivative and a preparation method thereof. The 3 -hydroxypyridine serves as a starting raw material, and the corresponding substrate is obtained through catalytic hydrogenation reduction, amino protection, hydroxyl oxidation and Stork enamine - carbon alkylation to obtain the corresponding substrate. The process is simple, the reaction conditions are mild, and in particular, the ketone reducing liquid enzyme (KRED - 101) is selectively catalyzed, so that a chiral target product is obtained, and the yield is stable and the three wastes are few. The obtained piperidine heterocyclic derivative with the chiral center body has a plurality of drug activities and is suitable for industrial production.
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Paragraph 0017

(2021/10/11)

Preparation method of (S)-N-BOC-3-hydroxypiperidine
The invention provides a preparation method of (S)-N-BOC-3-hydroxypiperidine. The preparation method comprises the following steps: carrying out a reaction on (S)-epichlorohydrin with a 2-chloroethylmagnesium bromide Grignard reagent to obtain (S)-1,5-dichloro-2-pentanol, carrying out an intramolecular cyclization reaction in the presence of an alkaline substance to generate (S)-5-chloro-1,2-epoxypentane, carrying out a reaction on the (S)-5-chloro-1,2-epoxypentane with an ammonia solution to generate (S)-1-amino-5-chloro-2-pentanol, then carrying out an intramolecular cyclization reaction onthe (S)-1-amino-5-chloro-2-pentanol to obtain (S)-3-hydroxypiperidine, and finally carrying out a reaction with BOC anhydride to obtain the product (S)-N-BOC-3-hydroxypiperidine. The preparation method disclosed by the invention has the advantages of short synthesis route, few side reactions and high yield; the product has good quality and is convenient for purification. The raw materials are easily available and has low price; the reaction conditions are mild; and safety is high. The preparation method is environmentally friendly, is simple and practice, and is suitable for industrial batchproduction.
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(2020/02/17)

Preparation method of (S)-1-tert-butyloxycarbonyl-3-hydroxypiperidine
The invention discloses a preparation method of (S)-1-tert-butyloxycarbonyl-3-hydroxypiperidine, and relates to the technical field of biological pharmacy. The preparation method comprises the following steps: 1, preparing 3-hydroxypyridine (2) as a raw material; 2, preparing racemic 3-hydroxypiperidine (3) from 3-hydroxypyridine (2); 3, preparing a derivative (2S, 3S)-N-(4-chlorphenyl)-2, 3-dihydroxy succinamic acid (4) from racemic 3-hydroxypiperidine (3) and D-tartaric acid; 4, carrying out resolution reaction on the derivative (2S, 3S)-N-(4-chlorphenyl)-2, 3-dihydroxy succinamic acid (4) prepared from D-tartaric acid to obtain a (S)-hydroxypiperidine salt (5); and 5, subjecting an obtained mixture to extraction, concentration and crystallization, to prepare a (S)-1-tert-butyloxycarbonyl-3-hydroxypiperidine salt (5). The preparation process has the advantages that the synthesis steps are reduced, the yield is increased, an adopted chiral resolving agent can be recycled, and the preparation process is suitable for industrial production.
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(2020/03/25)

Method for regulating and controlling catalytic hydrogenation reaction of pyridine derivative with redox potential
The invention discloses a method for regulating and controlling catalytic hydrogenation reactions of a pyridine derivative with redox potential. On the basis of data such as redox potential (ORP) andcatalytic hydrogenation reaction process of the pyridine derivative in different medium systems, a scheme that the catalytic hydrogenation reaction of the pyridine derivative is promoted by improvingpyridine derivative ORP with an acid water solution is proposed. As the catalytic hydrogenation reactions of the pyridine derivative are instructed with ORP data, the testing period is shortened, meanwhile, by adopting the process, the pressure of hydrogenation reactions can be reduced, a piperidine product has the advantages of being high in purity, convenient in aftertreatment, and the like, andthus great instruction significances can be achieved for industrial development of the pyridine derivative.
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Paragraph 0044-0051

(2019/05/08)

Preparation method of (S)-3-hydroxypiperidine
The invention discloses a preparation method of (S)-3-hydroxypiperidine. The preparation method comprises the steps of (1) carrying out catalytic hydrogenation on 3-hydroxypyridine to prepare 3-hydroxypiperidine; (2) splitting the 3-hydroxypiperidine for preparing the (S)-3-hydroxypiperidine, wherein catalytic hydrogenation is carried out under the co-catalysis of a ruthenium/silicon dioxide catalyst and a cocatalyst; the weight ratio of the ruthenium/silicon dioxide catalyst to the cocatalyst is 1:1 to 3:1; the total weight of the ruthenium/silicon dioxide catalyst and the cocatalyst is 5 to10 percent of the weight of the 3-hydroxypiperidine; and the cocatalyst is aluminum oxide. According to the method provided by the invention, the ruthenium/silicon dioxide catalyst and the aluminum oxide are adopted as a compound catalyst for catalytic hydrogenation, and the compound catalyst is relatively cheap but has the same better catalysis effect, and pollutes environment less so as to be suitable for industrial production.
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Paragraph 0018-0020; 0023

(2018/06/15)

Preparation method of 3-hydroxypiperidine, preparation method of derivative of 3-hydroxypiperidine, and intermediate of 3-hydroxypiperidine
The invention discloses a preparation method of 3-hydroxypiperidine, a preparation method of a derivative of 3-hydroxypiperidine, and an intermediate of 3-hydroxypiperidine. The preparation method of 3-hydroxypiperidine (I) is characterized in that 5-halo-2-hydroxypentylamine halogen acid salt (III) undergoes a ring closure reaction in water under the action of an inorganic alkali to obtain the 3-hydroxypiperidine (I). The preparation method of N-protected 3-hydroxypiperidine (II) comprises the following steps: 1, 5-halo-2-hydroxypentylamine halogen acid salt (III) undergoes the ring closure reaction in water under the action of the inorganic alkali to obtain the 3-hydroxypiperidine (I); and 2, the 3-hydroxypiperidine (I) and a nitrogen protection reagent undergo an N-acylation reaction in an organic solvent under the action of the inorganic alkali to obtain the N-protected 3-hydroxypiperidine (II). The preparation methods have the advantages of simple operation, no expensive catalysts, low production cost, easily available raw materials, simplicity in operation, high reaction conversion rate, high selectivity, simple process, and suitableness for industrial production.
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Paragraph 0063; 0067; 0068; 0069

(2017/08/27)

SUBSTITUTED PYRIDINES AS INHIBITORS OF DNMT1
The invention is directed to substituted pyridine derivatives. Specifically, the invention is directed to compounds according to Formula (Iar): (Iar) wherein Yar, X1ar, X2ar, R1ar, R2ar, R3ar, R4ar and R5ar are as defined herein; or a pharmaceutically acceptable salt or prodrug thereof. The compounds of the invention are selective inhibitors of DNMT1 and can be useful in the treatment of cancer, pre-cancerous syndromes, beta hemoglobinopathy disorders, sickle cell disease, sickle cell anemia, and beta thalassemia, and diseases associated with DNMT1 inhibition. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.
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(2018/01/20)

Preparation method of 3-hydroxy piperidine
The invention discloses a preparation method of 3-hydroxy piperidine. The method comprises: subjecting 3-hydroxy pyridine and rhodium-nickel/carbon bi-metal hydrogenation catalyst to reduction reaction in water or an organic solvent under a hydrogen atmosphere so as to obtain 3-hydroxy piperidine. Compared with the existing synthesis method, the method adds the metal additive nickel to improve the hydrogenation catalytic activity of rhodium carbon, carries out reduction reaction under mild conditions, and reduces the equipment pressure. In addition, the rhodium-nickel/carbon bi-metal catalyst has high activity of reducing 3-hydroxy pyridine, has stable properties, and can achieve a product yield of greater than 90%, thus creating good conditions for large-scale production of 3-hydroxy piperidine.
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Paragraph 0018

(2016/10/24)

Synthetic method of (S)-N-Boc-3-hydroxypiperidine
The invention discloses a synthetic method of (S)-N-Boc-3-hydroxypiperidine. The synthetic method comprises: hydrogenating 3-hydroxypyridine to obtain 3-hydroxypiperidine; carrying out heating and refluxing on 3-hydroxypiperidine and a resolving agent namely D-pyroglutamic acid in ethanol solution, and cooling to separate out solids so as to obtain (S)-3-hydroxypiperidine D-pyroglutamate; and adding (S)-3-hydroxypiperidine D-pyroglutamate into di-tert-butyl dicarbonate ester under an alkaline condition, and carrying out refining after reaction to obtain (S)-N-Boc-3-hydroxypiperidine. According to the synthetic method disclosed by the invention, by optimizing a synthetic route of (S)-N-Boc-3-hydroxypiperidine and adopting the low-cost and recyclable resolving agent to reduce the production cost, the yield is improved while ensuring the product purity.
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Paragraph 0041; 0042

(2016/11/14)

Facile arene hydrogenation under flow conditions catalyzed by rhodium or ruthenium on carbon
An efficient and practical protocol for the flow hydrogenation of aromatic rings was developed. The hydrogenation of a variety of aromatic compounds, such as benzene, furan, and pyridine derivatives, could be completed within only 20 s during a single pass through a catalyst cartridge containing 10 % rhodium on carbon (Rh/C) or 10 % ruthenium on carbon (Ru/C) under neutral conditions. The protocol was successfully applied to a 10 mmol scale reaction. Furthermore, the 10 % Rh/C and 10 % Ru/C did not deteriorate during the entire study.
Hattori, Tomohiro,Ida, Takashi,Tsubone, Aya,Sawama, Yoshinari,Monguchi, Yasunari,Sajiki, Hironao
supporting information
p. 2492 - 2497
(2015/04/22)

Efficient and Practical Arene Hydrogenation by Heterogeneous Catalysts under Mild Conditions
An efficient and practical arene hydrogenation procedure based on the use of heterogeneous platinum group catalysts has been developed. Rh/C is the most effective catalyst for the hydrogenation of the aromatic ring, which can be conducted in iPrOH under neutral conditions and at ordinary to medium H 2 pressures (10 atm). A variety of arenes such as alkylbenzenes, benzoic acids, pyridines, furans, are hydrogenated to the corresponding cyclohexyl and heterocyclic compounds in good to excellet yields. The use of Ru/C, less expensive than Rh/C, affords an effective and practical method for the hydrogenation of arenes including phenols. Both catalysts can be reused several times after simple filtration without any significant loss of catalytic activity.
Maegawa, Tomohiro,Akashi, Akira,Yaguchi, Kiichiro,Iwasaki, Yohei,Shigetsura, Masahiro,Monguchi, Yasunari,Sajiki, Hironao
experimental part
p. 6953 - 6963
(2010/02/28)

A mild and facile method for complete hydrogenation of aromatic nuclei in water
A mild and complete hydrogenation of aromatic rings catalyzed by heterogeneous 10% Rh/C proceeds at 80 °C in water under 5 atm of H 2 pressure. This method is applicable to the hydrogenation of various carbon and heteroaromatic compounds such as alkylbenzenes, biphenyls, pyridines and furans. Georg Thieme Verlag Stuttgart.
Maegawa, Tomohiro,Akashi, Akira,Sajiki, Hironao
p. 1440 - 1442
(2007/10/03)

QUINOLONE ANTIBACTERIAL AGENTS
Compounds of formula (I, II, III, IV, V, and VI) and methods for their preparation are disclosed. Further disclosed are methods of making biologically active compounds of formula (I) as well as pharmaceutically acceptable compositions comprising compounds of formula (I). Compounds of formula (I) as disclosed herein can be used in a variety of applications including use as antibacterial agents.
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Page/Page column 98

(2010/02/11)

SUBSTITUTED QUINAZOLINE DERIVATIVES AND THEIR USE AS INHIBITORS
The use of a compound of formula (I) 1 or a salt, ester or amide thereof; where X is O, or S, S(O) or S(O)2, or NR6 where R6 is hydrogen or C1-6 alkyl,; R5 is an optionally substituted 5-membered heteroaromatic ring, R1, R2 ,R3, R4 are independently selected from various specified moieties, in the preparation of a medicament for use in the inhibition of aurora 2 kinase. Certain compounds are novel and these, together with pharmaceutical compositions containing them are also described and claimed
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(2008/06/13)

PROTECTION OF PRIMARY AND SECONDARY AMINES IN THE HYDROBORATION REACTION
Trimethylsilyl groups are efficient to protect the N-H bonds of olefinic amines in the hydroboration reaction with BMS; deprotection is easily run with methanol and affords aminoorganoboranes which can be used without any oxydation.
Dicko, A.,Montury, M.,Baboulene, M.
p. 6041 - 6044
(2007/10/02)