Heterocyclic Building Blocks-piperidine

61995-20-8,61995-20-8, Benzyl 3-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of benzyl 3-oxopiperidine-1-carboxylate (28 g, 0.12 mol) and ethane-1,2-diol (16.8 mL, 0.3 mol) in toluene (300 mL) was added 4-methylbenzenesulfonic acid (2.3 g, 0.0 12 mol) in a flask equipped with a Dean-Stark trap. Then the reaction was heated to reflux overnight. After cooling to room temperature the mixture was washed with water (200 mL),satd.NaHCO3 (aq) (100 mL), water (100 mL) and brine (100 mL), and dried overNa2504.The solution was concentrated in vacuo to obtain a residue, which was purified by silica gel chromatography (PE:EtOAc= 3 :1) to provide benzyl 1,4-dioxa-7-azaspiro[4.Sjdecane-7- carboxylate. 1H NMR (400 MHz, DMSO-d6) = 7.44 – 7.27 (m, 5H), 5.08 (s, 2H), 3.95 – 3.79 (m, 4H), 3.43 – 3.29 (m, 4H), 1.73 – 1.65 (m, 2H), 1.64 – 1.55 (m, 2H) ppm.

The synthetic route of 61995-20-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

936130-82-4, Methyl 4-(piperidin-4-yl)benzoate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

936130-82-4, Sodium triacetoxyborohydride (0.397 g, 1.88 mmol) was added portion-wise to acetaldehyde (0.168 mL, 3.00 mmol), methyl 4-(piperidin-4-yl)benzoate, HCl (0.192 g, 0.75 mmol) and sodium acetate (0.062 g, 0.75 mmol) in methanol (5 mL) at room temperature. The resulting solution was stirred at room temperature for 18 h. The reaction mixture was quenched with saturated NaHCO3 (3 mL) to pH7 and the crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 7M NH3/MeOH and evaporated to dryness to afford an oil. The crude product was purified by silica column chromatography, eluting with a gradient of 0 to 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(1-ethylpiperidin-4-yl)benzoate (0.082 g, 44.2%) as a colourless oil. MS: m/z 248 (MH+).

The synthetic route of 936130-82-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; US2008/153812; (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.62718-31-4,1-Benzylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

62718-31-4, A suspension of LiAlH4 in dry Et2O was cooled in an ice bath, and a solution of1-Benzylpiperidine-4-carbonitrile in dry Et2O was added, dropwise at such a rate thatthe temperature was kept 0. The mixture was stirred 3h at room temperature, cooledin an ice bath, and quenched by adding water, 2M aqueous NaOH, and again water.And then purifying by silica gel as a light-yellow oil.

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

Reference：
Article; Cai, Pei; Fang, Si-Qiang; Yang, Hua-Li; Yang, Xue-Lian; Liu, Qiao-Hong; Kong, Ling-Yi; Wang, Xiao-Bing; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 161 – 176;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20691-92-3,1-Methylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

Different synthesis method 2,2,6,6-Tetramethylpyridine (9.0 ML) was dissolved in tetrahydrofuran (80 ML), and n-butyllithium (1.6 mol/L, 40 ML) was added dropwise under ice-cooling.. The mixture was stirred under ice-cooling for 30 min and cooled to -78C. A solution (80 ML) of N,N-diethyl-2-methylbenzamide (10 g) in tetrahydrofuran was added dropwise to the reaction solution, and the mixture was stirred at 0C for 1 hr.. The reaction solution was cooled to -78C, and a solution (80 ML) of 4-cyano-1-methylpiperidine (5.0 g) in tetrahydrofuran was added dropwise.. The reaction solution was warmed to room temperature as it was.. After the completion of the reaction, an aqueous potassium carbonate solution was added to the reaction solution, and the mixture was extracted with ethyl acetate.. The organic layer was washed with saturated brine and then dried over magnesium sulfate.. The solvent was concentrated, and the precipitated crystals were washed with diisopropyl ether to give crude crystals of 3-(1-methylpiperidin-4-yl)-2H-isoquinolin-1-one.. The crude crystals were dissolved in 1 mol/L aqueous hydrochloric acid and neutralized with an aqueous potassium carbonate solution.. The precipitated crystals were collected by filtration to give 3-(1-methylpiperidin-4-yl)-2H-isoquinolin-1-one (5.3 g).. melting point: 255-257C. 1H-NMR(400MHz,DMSO-d6)delta: 1.60-1.69(2H,m), 1.86-1.94(4H,m), 2.19(3H,s), 2.34-2.41(1H,m), 2.82-2.91(2H,m), 6.36(1H,s), 7.41(1H,t,J=7Hz), 7.59(1H,d,J=7Hz), 7.63-7.67(1H,m), 8.12(1H,d,J=8Hz), 11.21(1H,BrS). MS(EI)242(M+).

20691-92-3, The synthetic route of 20691-92-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Mitsubishi Pharma Corporation; EP1396488; (2004); 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.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