Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.142851-03-4,Ethyl N-Boc-piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (2.00 g, 7.77 mmol) in EtOH (26 mL) was added hydrazine hydrate (5.84 g, 117 mmol) at room temperature. The reaction mixture was refluxed overnight, cooled to room temperature and concentrated in vacuo. The residue was dissolved in DCM, washed with water 3 times and brine, dried over Na2SO4, filtered and concentrated in vacuo to afford tert-butyl 4-(hydrazinecarbonyl)piperidine-1-carboxylate (985 mg, 52%) as a white solid. 1H-NMR (CDCl3, Varian, 400 MHz): delta 1.46 (9H, s), 1.58-1.70 (2H, m), 1.73-1.85 (2H, m), 2.19-2.26 (1H, m), 2.27 (2H, br. s), 3.90 (2H, s), 4.15 (2H, br. s), 6.99 (1H, s).

142851-03-4, As the paragraph descriping shows that 142851-03-4 is playing an increasingly important role.

Reference：
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

936130-82-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.936130-82-4,Methyl 4-(piperidin-4-yl)benzoate hydrochloride,as a common compound, the synthetic route is as follows.

A mixture of Compound 8BE (3 g, 11.73 mmol), CH2CI2 (30 ml_), triethyl amine (4.9 ml_, 35.19 mmol) and di-tert-butyl dicarbonate (3.83 g, 17.55 mmol) was stirred at room temperature for 3 hours. Diluted with CH2CI2 (100 ml_) and washed with water (100 ml_). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified on silica gel eluting with 100% EtOAc to give the desired product 9BE (3.5 g, 93%).

As the paragraph descriping shows that 936130-82-4 is playing an increasingly important role.

Reference：
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

122860-33-7, Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 25;. N-Benzyloxycarbonyl-4- (formyl)-piperidine (E-13).; A stirred suspension of N-(benzyloxycarbonyl)-4-hydroxymethyl)-piperidine (E-12,2 g, 8 mmol) and CeliteTM (4 g) in dry DCM (120 mL) at room temperature was treated with pyridinium chlorochromate (3.5 g, 16.0 mmol), stirred for 3 hours, and filtered on Celte. The filtrate was evaporated to a dark residue which was purified by column chromatography using a gradient of 25 to 50 % EtOAc in hexane as eluant to give 1.5 g (75 %) of aldehyde E-13 as a clear oil which was immediately used in the next step : 1H NMR (CDC13) 8 1.43 (dd, 2H, J=10), 1.78 (m, 2H), 2.31 (m, 1H), 2.91 (t, 2H, J=10. 6), 3.96 (m, 2H), 5.05 (s, 2H), 7.24 (m, 5H), 9.52 (s, 1H).

122860-33-7, 122860-33-7 Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate 736490, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BIOAXONE THERAPEUTIQUE INC.; WO2005/80394; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

406233-26-9, 4-(4,4-Dimethylpiperidin-1-yl)benzoic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4.6 Acylsulfonamide (SZ5TA2)[ 0395] A solution of 15 (58 mg, 0.25 mmol), 22 (43 mg, 0.25 mmol), EDCI (60 mg, 0.314 mmol) and DMAP (8 mg, 0.065 mmol) in dichloromethane (10 mL) was stirred for 30 h. Product (SZ5TA2) (68 mg, 70percent) was isolated after flash chromatography (DCM: MeOH = 16: 1). Rf = 0.6 (DCM: MeOH = 8: 1). 1H-NMR (400 MHz, CDC13) delta: 8.70 (bs, 1H), 8.00 (d, J = 8 Hz, 2H), 7.63 (d, J= 8.4 Hz, 2H), 7.30 (d, J= 8 Hz, 2H), 6.82 (d, J= 7.6 Hz, 2H), 3.30 (t, J = 6 Hz, 4H), 2.40 (s, 3H), 1.46 (bs, 4H), 0.97 (s, 6H) ppm. 13C-NMR (100 MHz, DMSO- 6) delta: 165.1, 154.4, 144.5, 137.9, 130.9, 130.0, 128.3, 119.2, 113.4, 43.9, 38.0, 29.2, 28.3, 21.9 ppm. HRMS (ESI+) for [M+H]+; calculated: 387.1742, found: 387.1742 (error m/z = -1.8 ppm).

406233-26-9, As the paragraph descriping shows that 406233-26-9 is playing an increasingly important role.

Reference：
Patent; UNIVERSITY OF SOUTH FLORIDA; MANETSCH, Roman; KULKARNI, Sameer Shamrao; IYAMU, Iredia David; WANG, Hong-Gang; DOI, Kenichiro; GUIDA, Wayne C.; SANTIAGO, Daniel N.; DUBOULAY, Courtney J.; WO2012/21486; (2012); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzylprotection of 1 to give 5 was achieved in 70-80% yield by reductive amination with benzaldehyde and sodium triacetoxyborohydride as the reducing agent in DCM as the solvent. Dehydration to the cyano compound 6 was performed under the same conditions as given for the preparation of 3. Subsequently, compound 6 was reacted with either benzylmagnesiumchloride or phenylmagnesiumchloride at rt overnight, followed by hydrolysis with 2M sulfuric acid to give the ketones 7 and 8, respectively, which were reductively aminated with benzylamine in ethanol in the presence of Pd/C (10%) at 3bar hydrogen pressure overnight in yields of 60-80% to the templates 9 and 10, respectively, which were used as racemates in the following synthetic steps., 62718-31-4

As the paragraph descriping shows that 62718-31-4 is playing an increasingly important role.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2004/2483; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 500 mL single-necked, round-bottomed flask was equipped with a heating/cooling bath, magnetic stirrer and stir bar, Dean-Stark trap, condenser, and nitrogen inlet. A solution containing N-benzoyl-4-piperidone (40.1 g, 197 mmol), pyrrolidine (37.9 g, 533 mmol), and toluene (200 mL) was refluxed for 4.5 hours under nitrogen. About 6 mL of water had collected in the trap. The volatiles were removed under reduced pressure, chasing sequentially with ethanol (45 mL) and toluene (45 mL), giving a reddish-brown residue. This residue was transferred into a 1 L single-necked, round-bottomed flask with dichloromethane (180 mL), the flask was fitted with a thermocouple and rubber septum, and a solution of phenyl isocyanate (23.97 g, 201 mmol) in dichloromethane (35 mL) was added drop-wise via syringe, keeping the temperature below 32° C. Once the addition was complete, the batch was stirred at ambient temperature for 16 hours. Volatiles were again removed under vacuum to provide a residue (89 g). This material was taken-up in methanol (165 mL) and 12 N hydrochloric acid (50 mL). The resulting mixture was stirred for 4.5 hours, diluted with water (750 mL), and extracted into chloroform (1×200 mL; 2×150 mL). The combined organic layers were dried over anhydrous sodium sulfate (50 g), filtered, and concentrated to an orange semisolid (73 g). Concentrated sulfuric acid (95 mL) was carefully added to the residue over 25 minutes, affording a brown syrup, which was heated to 100° C. for 30 minutes. The hot batch was transferred to a 2 L thick-walled conical flask, using 1,4-dioxane (65 mL) to complete the transfer. A large magnetic stir bar was introduced, followed by water (1000 mL), which was added drop-wise over 2 hours with vigorous stirring. The flask wall was scraped as needed to facilitate mixing. In this fashion, an amber solid was obtained. The solid was collected on a filter, rinsed with water (3×80 mL), and re-slurried in water (210 mL) and 37percent ammonium hydroxide (6 mL) for 40 minutes. The solid was collected on a filter (slow) and dried in a vacuum oven at 50° C. to constant weight. The title compound was obtained as an amber solid (45.1 g, 75.2percent yield) of 94.4percent purity by HPLC analysis, 24686-78-0

The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Allergan, Inc.; Hull, III, Clarence Eugene; Malone, Thomas C.; (30 pag.)US9255096; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of 15 (4.0Og, 0.015 mol) in methanol (200 ml) and 2N HCl (15 ml) was hydrogenated over 5% Pd-C (100 mg) at 60 psi for 4 h. The catalyst was filtered off and the filtrate concentrated to dryness to give the title compound 16 as a white solid (2.61 g, 100%), mp 245 0C (dec) (lit. 235 0C (dec)). 1H NMR (400 MHz, DMSO-D6) delta ppm 11.22 (br s? IH), 8.68 (br s, 3H), 4.20 (dd, J=13.0, 5.3 Hz, IH), 2.77-2.65 (m, IH), 2.64- 2.56 (m, IH), 2.27-2.19 (m, IH)5 2.09-1.97 (m, IH)., 24666-55-5

24666-55-5 Benzyl (2,6-dioxopiperidin-3-yl)carbamate 2735493, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; AUCKLAND UNISERVICES LIMITED; WO2008/7979; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,710972-40-0

To a mixture of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (465 mg), and 2-thiazolecarboxaldehyde (190 mul) stirring in anhydrous 1,2- dichloroethane (5 ml) was added glacial acetic acid (1 equiv.) and sodium triacetoxyborohydride (458 mg). The reaction mixture was stirred for 12 hours at room temperature, then diluted with dichloromethane (40 ml), washed with brine, dried (MgSO4) and the solvents removed in vacuo. The residue was purified using flash silica chromatography to give 4[(2-methoxy-ethyl)-thiazol-2-ylmethyl-amino]- pipreidine-1-carboxylic acid tert-butyl ester (574 mg). Treatment of this compound with HCl in dichloromethane/methanol and a basic wash with sodium hydrogen carbonate yielded (2-methoxy-ethyl)-piperidin-4-yl-thiazol-2-ylmethyl-amine.

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

Reference：
Patent; PIRAMED LIMITED; WO2007/122410; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32188-75-3,5-Nitro-2-(piperidin-1-yl)benzonitrile,as a common compound, the synthetic route is as follows.

The compound 5-nitro-2- (piperidin-1-yl) benzoic acid was subjected to reduction reaction by NaBH4 for 30 min, followed by 2.0 g of a yellow solid (Compound 11), 32188-75-3

32188-75-3 5-Nitro-2-(piperidin-1-yl)benzonitrile 4811199, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Long Yaqiu; Xu Zhongliang; Wang Heyao; Cai Mengxin; (31 pag.)CN106892871; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

914988-10-6, To a stirred solution of sodium bis(trimethylsilyl)amide (1.0M in tetrahydrofuran) (5.89 mL, 5.89 mmol) in tetrahydrofuran (4 mL) at -78C was added slowly tert-butyl 3-cyano-4-oxopiperidine- 1 -carboxylate (1.2 g, 5.35 mmol) in tetrahydrofuran (3 mL). The reaction mixture was stirred for 30 minutes and then treated over 15 minutes with a solution of 1 , 1 , 1 -trifluoro-N-phenyl-N- ((trifluoromethyl)sulfonyl)methanesulfonamide (2.103 g, 5.89 mmol) in tetrahydrofuran (5 mL). The mixture was stirred at -78C for 1.5 hours, allowed to warm to room temperature for 30 minutes and quenched by the addition of water (12.5 mL). The mixture was extracted with ether, and the organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by falsh chromatography on Analogix IntelliFlash280 eluting with 5 – 50% ethyl acetate/hexanes to afford the title compound (-85% pure). MS (ESI+) m/z 374 (M+NH4)+.

The synthetic route of 914988-10-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem