Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.916078-39-2,Methyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,916078-39-2

4-Hydroxymethylpiperidine-1-carboxylic acid methyl ester (34.7 g, 1.0 eq) was dissolved in dichloromethane and cooled to 0-10 C. A solution of sodium bicarbonate (2.35 g, 0.14 eq) and sodium bromide (2.40 g, 0.10 eq) in water (100 mL) was added over 15 min while maintaining the temperature at 0-10 C. 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (TEMPO) (0.32 g, 0.01 eq) was added to the mixture, followed by 10-13% w/v sodium hypochlorite solution (135 mL, 1.1 eq) over 1 h with good agitation while maintaining the temperature at 0-10 C. After the reaction was complete, the layers were separated and the organic layer washed with water (150 mL) and dried over sodium sulfate (30 g, 1 w/w eq). The solvent was removed by distillation to provide the title intermediate. (31.0 g, 90% yield).

As the paragraph descriping shows that 916078-39-2 is playing an increasingly important role.

Reference：
Patent; Theravance, Inc.; US2006/270652; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Exemplary Procedure for the Synthesis of Spiro-piperidine Hydantoin Scaffold for R1 Analogs. As depicted in Scheme 7 above, N-benzyl-4-piperidone (20 g, 106 mmol), NaCN (7.9 g, 160.4 mmol), and (NH4)2CO3 (52 g, 542 mmol) in EtOH (50 mL) and H2O (50 mL) was heated at 60 C. overnight. Upon cooling to ambient temperature, the white solid was filtered, washed with warm H2O, and dried in vacuo to provide 27.4 g. The solid (3.0 g, 11.6 mmol) was dissolved in DMF (30 mL), NaH (0.51 g of 60% dispersion in mineral oil, 12.8 mmol) was added, stirred at ambient temperature 2 hours, then 3-methoxybenzyl bromide (11.6 mmol) was added and the reaction was stirred overnight. Typical aqueous work-up provided 5.5 g ER-811159 as a solid which could be recrystallized from MeOH.Alternative Procedure for the Synthesis of Spiro-piperidine Hydantoin Scaffold for R1 Analogs. As depicted in Scheme 8 above, N-benzyl-4-piperidone (20 g, 106 mmol), NaCN (7.9 g, 160.4 mmol), and (NH4)2CO3 (52 g, 542 mmol) in EtOH (50 mL) and H2O (50 mL) was heated at 60 C. overnight. Upon cooling to ambient temperature, the white solid was filtered, washed with warm H2O, and dried in vacuo to provide 27.4 g. The solid (3.5 g, 13.3 mmol), 3-methoxybenzyl bromide (13.3 mmol), and DBU (20 mmol) were dissolved in NMP (30 mL), separated into 5 vials and each vial was microwave heated at 180 C. for 60 s. The batches were combined, subjected to typical aqueous work-up, then recrystallized from MeOH/MTBE/hexanes to provided 2.2 g ER-811159.

3612-20-2, As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; Gallagher, Brian M.; Carlson, Eric; Chen, Qian; Davis, Heather; Schiller, Shawn; Shaffer, Christina; Spyvee, Mark; Wong, Nancy; US2006/270696; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

154307-84-3, (2S,5S)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2 Hydrochloride salt of (2S,5S)-methyl 5-hydroxypiperidine-2-carboxylate (8) [0647] To (2S,5S)-5-hydroxypiperidine-2-carboxylic acid hydrochloride salt (26.46 g, 0.146 mol) was added 2M hydrogen chloride – methanol (230 mL), followed by heating at reflux. After 1.5 hours, the reaction solution was concentrated, followed by substituting and concentrating with methanol (200 mL) three times. The residue was dried under vacuum to afford 28.55 g of the title compound as a colorless crystalline powder (quantitative yield). 1H NMR (400 MHz, D2O) delta 1.74-2.06 (m, 4H), 3.12 (dd, J = 2.0,13.2 Hz, 1H), 3.25-3.29 (m, 1H), 3.72 (s, 3H), 3.98 (dd, J = 3.8, 12.2 Hz, 1H), 4.09 (brs, 1H); MS m/z: 160 (M-HCl+H)+., 154307-84-3

As the paragraph descriping shows that 154307-84-3 is playing an increasingly important role.

Reference：
Patent; Meiji Seika Pharma Co., Ltd.; ABE, Takao; FURUUCHI, Takeshi; SAKAMAKI, Yoshiaki; IF2; MORINAKA, Akihiro; EP2857401; (2015); 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.169206-67-1,tert-Butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate,as a common compound, the synthetic route is as follows.

Example 3C (920 mg, 3.62 mmol) in DCM /TFA (5mL / 5mL) mixture. Stirred for 12 hours at 30 deg.C. TLC (PE: ethyl acetate = 1: 1) showed complete. The reaction mixture was concentrated under reduced pressure to give the crude product, the crude product was dissolved in water (30 mL) with sodium hydroxide solution(1N) was adjusted to pH 10; the mixture was extracted with dichloromethane(15mL × 4). The combined organic layers were dried over anhydrous sodium sulfate and concentrated to give the title compound (550mg, yield 98%) as a yellow oil., 169206-67-1

As the paragraph descriping shows that 169206-67-1 is playing an increasingly important role.

Reference：
Patent; Nanjing Mingde New Drug Research and Development Co. Ltd.; Qilu Pharmaceutical Co., Ltd.; Ding, Zhaozhong; Zhang, Minghui; Chen, Shuhui; Liu, Xile; Zhu, Yidong; Fan, Chuanwen; Zhao, Baoping; Zhang, Long; Chen, Dong; Yang, Yingying; Zheng, Qingmei; Zheng, Shansong; Wan, Haiwen; Hu, Jinqing; (93 pag.)CN105330698; (2016); A;,
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

Example 35 Preparation of intermediate 1-benzyl-4-aminomethylpiperidine A suspension of LiAIH4 (4.84 g, 0.128 mol) in dry EtZO (40ml) under argon atmosphere at 0 C was dropwise added a solution of 1-benzyl-4-cyano-piperidine (18.3 g, 91.5 mmol) in dry Et20 (80 ml) and stirred to room temperature for 24 h. The reaction mixture was treated carefully with H20 (10 ml), 10 % aqueous NaOH (10 ml) and H20 (30 mi) to give a mineral precipitate. The precipitate was filtered through a pad of kiselguhr, washed with Et20 and the filtrate evaporated in vacuo to leave the product as an oil (21.4 g, 82. 3 %). 1H-NMR (200 MHz, CD13) : 8 7.37-7. 22 (m, 5 H), 6.42 (br s, 1 H), 5.84 (br s, 1 H), 3.51 (s, 2 H), 2.94 (d, 2 H), 2.16-1. 67 (m, 7 H), 62718-31-4

62718-31-4 1-Benzylpiperidine-4-carbonitrile 793383, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BIO-MEDISINSK INNOVASJON AS; WO2005/61483; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

140645-24-5, (S)-3-(Aminomethyl)-1-N-Boc-piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of bromoacetyl bromide (26 microliters (muL), 0.299 mmol) in dichloroethane (3 mL) was added dropwise a solution of (S)-tert-butyl 3-(aminomethyl)piperidine-1-carboxylate (63.9 mg, 0.298 mmol) in dichloromethane (1 mL), followed by N-ethyl-N-isopropylpropan-2-amine (76 mg, 0.588 mmol). This mixture was stirred at room temperature for 30 min, then (E)-N-(2,6-dimethylphenyl)-2-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzylidene)hydrazine-carbothioamide (100 mg, 0.196 mmol) was added as a solid and the mixture was heated to 40 C. for 90 min. It was then allowed to cool to room temperature and evaporated under reduced pressure, giving a light yellow glass, which was dissolved in acetonitrile (2 mL) and allowed to stand at room temperature. The resulting precipitate was isolated by centrifuge and decanting, washing with fresh acetonitrile. The solid was dried under a nitrogen stream and then under high vacuum. The crude product was recrystallized from acetone-isopropyl alcohol. The title compound was isolated as a white solid (36.5 mg, 24%): mp 148-151 C.; 1H NMR (400 MHz, methanol-d4) delta 9.18 (s, 1H), 8.59 (s, 1H), 8.30 (d, J=8.1 Hz, 2H), 8.12 (m, 2H), 8.07-8.00 (m, 2H), 7.58-7.43 (m, 2H), 7.33 (dd, J=8.6, 6.5 Hz, 1H), 7.25 (d, J=7.6 Hz, 2H), 4.02 (m, 2H), 3.97-3.75 (m, 2H), 3.21 (d, J=6.9 Hz, 2H), 2.90 (m, 1H), 2.59 (m, 1H), 2.35 (s, 6H), 1.84 (m, 2H), 1.78-1.63 (m, 2H), 1.44 (s, 9H), 1.29 (m, 3H); ESIMS m/z 765 (M+H)., 140645-24-5

140645-24-5 (S)-3-(Aminomethyl)-1-N-Boc-piperidine 1502022, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Dow AgroSciences LLC; FISCHER, LINDSEY G.; Crouse, Gary D.; Sparks, Thomas C.; Baum, Erich W.; US2013/203592; (2013); 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.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

25137-01-3, (R)-Ethyl piperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Referential Example 3 (3S)-3-aminomethyl-1-(tert-butoxycarbonyl)piperidine The title compound was prepared by a method similar to Referential Example 1, using ethyl (3R)-3-piperidinecarboxylate L(+)-tartarate which was synthesiszed following the method of P. Magnus, et al. [J. Org. Chem., Vol. 56, pp. 1166-1170 (1991)].

25137-01-3, As the paragraph descriping shows that 25137-01-3 is playing an increasingly important role.

Reference：
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1213281; (2002); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

125224-43-3, ((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of ((3S, 4R)-4-(4-fluorophenyl)piperidin-3-yl)methanol (1.00 g, 4.8 mmol) in methylene chloride (20 mL), was added triethylamine (1.30 mL, 9.3 mmol) and di-tert-butyl dicarbonate (1.50 g, 6.9 mmol). The resulting reaction mixture was stirred at ambient temperature for 20 h and concentrated in vacuo. The residue was dissolved in ethyl acetate (200 mL) and washed with saturated sodium bicarbonate solution (50 mL) and brine (50 mL); dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo, and the residue was purified by column chromatography (30% ethyl acetate in hexanes) to afford (3S,4/?)-te/f-butyl 4- (4-fluorophenyl)-3-(hydroxymethyl)piperidine-1-carboxylate in 92% yield (1.36 g) as a colorless solid: 1H NMR (300 MHz, CDCI3) 7.22 (d, J = 8.4 Hz, 2H), 7.08 (d, J = 8.4 Hz, 2H), 4.50-4.15 (m, 2H), 3.43 (s, 3H), 2.95-2.58 (m, 4H), 1.80-1.49 (m, 2H), 1.49 (s, 9H)., 125224-43-3

The synthetic route of 125224-43-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

220394-97-8, 1-Boc-4-(Cbz-amino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of tert-butyl 4-{[(benzyloxy)carbonyl]amino}piperidine-1-carboxylate obtained in Example 1a (13.1 g, 39.2 mmol), a 5 N aqueous hydrochloric acid solution (40 ml, 200 mmol) and methanol (40 ml) was stirred at mom temperature for 23 hours. A 5 N aqueous sodium hydroxide solution (40 ml) was added to the reaction mixture under ice-cooling. Water and the solvent were distilled off from the reaction mixture while the mixture was azeotropically distilled with ethanol. Ethanol was added to the residue, the insoluble matter was removed by filtration, and the filtrate was concentrated to give the title compound (9.10 g, yield 99.1%). 1H-NMR (400 MHz, CDCl3) delta ppm; 1.31-1.42 (2H, m), 1.92-2.04 (2H, br), 2.70 (2H, d, J=12 Hz), 3.10 (2H, d, J=12 Hz), 3.56-3.68 (1H, br), 4.72-4.81 (1H, br), 5.09 (2H, s), 7.26-7.40 (5H, m)., 220394-97-8

220394-97-8 1-Boc-4-(Cbz-amino)piperidine 1514305, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; EISAI R&D MANAGEMENT CO., LTD.; YOSHIDA, Ichiro; OKABE, Tadashi; MATSUMOTO, Yasunobu; WATANABE, Nobuhisa; ONIZAWA, Yuji; OHASHI, Yoshiaki; HARADA, Hitoshi; US2013/65925; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem