Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72752-52-4,2-Piperidinobenzonitrile,as a common compound, the synthetic route is as follows.

72752-52-4, A mixture of iBuMgBr (2 M in diethyl ether, 1.6 l, 3.2 mol) and toluene (1.6 1) was heated to a temperature of about 87C under nitrogen atmosphere. Then a solution of 2-piperidino-benzonitril (300 g, 1.6 mol) in toluene (1.6 1) was slowly added to the hot mixture within 1h, while maintaining the temperature. Thereafter, the reaction mixture was heated to reflux at a temperature of about 103-105C for 3h. After cooling the mixture to 0C, 1.6 1 of methanol were slowly added to this mixture. The resulting mixture was stirred for another hour at about 0-5C. Then NaBH4 (121 g, 3.2 mol) was added successively within 1h. Thereafter, the mixture was stirred for another hour at 15C and for another 2 hours at room temperature. Then 1.6 1 of THF was added and the mixture was stirred over night. The precipitated salts were filtrated and washed with THF (2 x 400 ml) and water (2 x 1.6 1) twice. The filtrate was dried and evaporated in vacuo to give 352 g of a crude yellow oil, which was then dissolved in 2-propanole (3.2 1). This solution was heated to a temperature of about 50C, at which 180 g of glutaric acid was slowly added. The product precipitated from this solution was stirred for 2h at room temperature and for 2h at 0-5C. After filtration and washing with cold 2-propanole (300 ml), the wet product was dried in a vacuum drier at 60C for 18h, to give 463 g (76%) of the desired product.

72752-52-4 2-Piperidinobenzonitrile 2774355, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Krka Tovarna Zdravil, D.D., Novo Mesto; EP2177221; (2010); A1;,
Piperidine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

Sodium cyanoborohydride (1.3 g, 20 mmol) is added to a solution of 3-benzyi-3,9-diaza- spiro[5.5]undecane (980 mg, 4.01 mmol) and acetonitriie (20 mL) cooled to 0 0C. 37% Aqueous formaldehyde (9.5 mL) is added in one portion. After 5 min, glacial acetic acid (2.1 mL) is added in three portions over 1 h. After 20 h, the mixture is made basic with 1 M aqueous NaOH and then extracted with CH2CI2 (4 X 50 mL). The combined organic layers are dried over filtered, and concentrated. Purification by flash column chromatography (2% NH4OH in 4: 3 CH2C^MeOH, 75 g SiO2) affords the title compound as a pale yellow oil. LC-MS m/? (M + H+): 259.29 (§)., 189333-49-1

The synthetic route of 189333-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NEUROGEN CORPORATION; WO2007/140383; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

140645-24-5, A) (S)-terf-butyl 3-((7-chloropyrido[4,3-ib]pyrazi n-5-ylami no)methyl)piperidi ne- 1 -carboxylate.A solution of (S)-teri-butyl 3-(aminomethyl)piperidine-1 -carboxylate (100 mg, 0.5 mmol), 5,7-dichloropyrido[4,3-?>]pyrazine (100 mg, 0.5 mmol) and DIPEA (77 mg, 0.6 mmol) in THF (5 mL) was stirred at room temperature for 4 hours. The volatiles were removed under reduced pressure, and the residue was treated with ethyl acetate, with brine, and concentrated to give the crude title compound.

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

Reference：
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167733; (2012); A1;,
Piperidine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.,10338-57-5

General procedure: To a stirred solution of aldehyde (10mmol) (4-(dimethylamino)benzaldehyde, 4-(1-piperidinyl)benzaldehyde, 4-(4-morpholinyl)benzaldehyde or 4-(diphenylamino)benz-aldehyde) in EtOH (75mL), ketone (20mmol) (2-acetylpyridine, 2-acetylthiazole or 2-acetylpyrazine) was added. Then KOH (1.54g, 27.5mmol) and NH3 (aq) (35mL) were added to the reaction mixture. The solution was stirred at room temperature for 24h. The solid was collected by filtration and washed with H2O. Recrystallization from ethanol (1, 4, 7, 10) or toluene (2, 3, 5, 6, 8, 9, 11, 12) afforded a crystalline solid.

As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Palion-Gazda, Joanna; Machura, Barbara; Klemens, Tomasz; Szlapa-Kula, Agata; Krompiec, Stanis?aw; Siwy, Mariola; Janeczek, Henryk; Schab-Balcerzak, Ewa; Grzelak, Justyna; Ma?kowski, Sebastian; Dyes and Pigments; vol. 166; (2019); p. 283 – 300;,
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.

Benzyl (2,6-dioxopiperidin-3-yl)carbamate (100 g; obtained in Step b) was added to methanol (1000 mL) and the mixture was heated at 50C to 55C to obtain a clear solution. The solution was cooled to 25 C to 30C and then 10% Palladium on carbon (10 g; 50% wet) was added. The solution was hydrogenated with 3.0 kg/cm2 to 3.5 kg/cm2 hydrogen pressure at 25 C to 30C for 2 hours to 3 hours. The catalyst was removed by filtration. Concentrated hydrochloric acid (100 mL) was added to the filtrate and then stirred for 60 minutes to 90 minutes at 25C to 30C. The reaction mixture was concentrated at 40C to 45 C under reduced pressure. Methanol (100 mL) was added to the residue and then stirred for 60 minutes at 10C to 15C to obtain a slurry. The slurry was filtered and the wet solid obtained was dried at 50C under reduced pressure to obtain the title compound. (0073) Yield: 56 g (90%)

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; SUN PHARMACEUTICAL INDUSTRIES LIMITED; BARMAN, Dhiren Chandra; RAM, Sita; RAJBANGSHI, Mantu; NATH, Asok; PRASAD, Mohan; (14 pag.)WO2018/154516; (2018); A1;,
Piperidine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.138377-80-7,3-Aminopiperidin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

Reference Example 1 : 3-(4,-MethylbenzenesuIfonylamino)tetrahydropyridin-2- one:; 3-aminotetrahydropyridin-2-one hydrochloride (10 mmol), K2C03 (30 mmol) and 4- methylbenzenesulfonyl chloride (10 mmol) were reacted according to the above procedure to give the product (1.64 g, 69percent):Vmax/cm”1 3224, 1658 (secondary CONH, lactam), 1598, 1494 (aromatic ring), 1324, 1161 (S02-N), 814, 802 (pam-disubstituted benzene). NMR: deltaEta (400MHz, CDC13) 7.77 (2H, d, J 8.5, ortho-U), 7.29 (2H, d, J 8.0, meta- H), 5.79 (1H, br d, J 1.0, C7H7-S02NH), 5.56 (1Eta, br s, CONH-CH2), 3.49-3.42 (1H, m, CH-CO), 3.31-3.24 (2H, m, CH2NH), 2.53-2.45 (1H, m, lactam CH2), 2.40 (3H, s, CH3), 1.97-1.88 (1H, m, lactam CH2), 1.88-1.68 (2H, m, lactam CH2). 13C NMR: 6C (100MHz, CDC13) 172.2 (lactam C=0), 142.2 (ipso-C), 136.2 (para-C), 129.7 (aromatic CH), 127.3 (aromatic CH), 53.3 (CH-CO), 42.0 (C3/4-NH), 29.6 (lactam CH2), 28.6 (lactam CH2), 27.9 (lactam CH2), 21.5 (CH3).HRMS (+ESI) C,2H16N203S + Na+: calcd 291.0774; found 291.0777.

138377-80-7, The synthetic route of 138377-80-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CAMBRIDGE ENTERPRISE LIMITED; FUNXIONAL THERAPEUTICS LIMITED; GRAINGER, David, John; FOX, David, John; WO2011/154695; (2011); 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.1075-89-4,8-Azaspiro[4.5]decane-7,9-dione,as a common compound, the synthetic route is as follows.

General procedure: To the solution of an imide of general structure B in dry toluene anhydrous K2CO3 (2.5 equiv), 18-crown-6 (1 mol %) and 1,4-dibromobutane (4 equiv) were added. The reaction mixture was stirred under reflux for 24 h under inert gas. Then, the reaction mixture was filtered off and the filter cake washed with dichloromethane. The combined filtrates were evaporated under reduced pressure and crude product was distilled under reduced pressure., 1075-89-4

1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Jaro?czyk, Ma?gorzata; Wo?osewicz, Karol; Gabrielsen, Mari; Nowak, Gabriel; Kufareva, Irina; Mazurek, Aleksander P.; Ravna, Aina W.; Abagyan, Ruben; Bojarski, Andrzej J.; Sylte, Ingebrigt; Chilmonczyk, Zdzis?aw; European Journal of Medicinal Chemistry; vol. 49; (2012); p. 200 – 210;,
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

(1) To a suspension of the compound 1 (857 mg) in chloroform (15 mL) were added triethylamine (832 mL) andacetic anhydride (454 mL) under ice-cooling, and the reaction mixture was kept in stirring for 1 hour. To the reactionmixture was added a saturated aqueous solution of sodium bicarbonate, and then extracted with chloroform. The organic layer was dried, and then the solvent was evaporated under reduced pressure, and the resulting residuewas purified by silica gel column chromatography (eluent: ethyl acetate-methanol; gradient: 100:0-95:5) to give thecompound 2 (1.03 g) as a colorless viscous substance.MS (APCI) 257 [M+H]+, 140645-24-5

As the paragraph descriping shows that 140645-24-5 is playing an increasingly important role.

Reference：
Patent; Mitsubishi Tanabe Pharma Corporation; USHIROGOCHI, Hideki; SASAKI, Wataru; ONDA, Yuichi; SAKAKIBARA, Ryo; AKAHOSHI, Fumihiko; (158 pag.)EP3135668; (2017); 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

Step 1 Sodium triacetoxyhydroborate (1.1 g, 5.3 mmol) was added to a solution of 1-benzyl-4-piperidone (1.0 g, 5.3 mmol) and aniline (0.5 g, 5.3 mmol) in a mixture of chloroform/ethyl acetate (10 mL/5 mL) by portions, and the mixture was stirred at room temperature for 40 minutes. To the reaction mixture was added an aqueous saturated sodium bicarbonate solution (50 ml), the mixture was extracted with ethyl acetate (3×50 ml), the organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (solvent: hexane-ethyl acetate) to obtain (1-benzyl-4-piperidinyl)phenylamine (0.9 g, 64%). 1H-NMR (CDCl3) delta: 1.49 (2H, m), 2.04 (2H, m), 2.17 (2H, dt, J = 2.3 Hz, 10.8 Hz), 2.86 (2H, br d, J = 12.0 Hz), 3.30 (1H, m), 3.54 (2H, s), 6.50-7.35 (10H, m)., 3612-20-2

3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1559428; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 3-methyl-2-benzothiazolinone hydrazone 1(1.79 g, 0.01 mol) and the appropriate aldehyde 2a-h(0.01 mol) was refluxed in absolute ethanol (20 mL) for 4-6 h in the presence of a few drops of piperidine. After cooling the reaction mixture to room temperature, the formed solid was collected and recrystallized from ethanol to give the new Schiff base derivatives 3a-h., 10338-57-5

As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Ibrahim, Nabila M.; Yosef, Hisham A.A.; Ewies, Ewies F.; Mahran, Mohamed R.H.; Ali, Mamdouh M.; Mahmoud, Abeer E.; Journal of the Brazilian Chemical Society; vol. 26; 6; (2015); p. 1086 – 1097;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem