Day: March 24, 2022

78190-11-1, 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78190-11-1, Reference Example 25 A mixture of 1-[(benzyloxy)carbonyl]-3-piperidinecarboxylic acid (20.0 g), iodoethane (14.2 g), potassium carbonate (15.7 g), and N,N-dimethylformamide (150 mL) was stirred at room temperature for 5 hours. The reaction solution was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain ethyl 1-[(benzyloxy)carbonyl]-3-piperidinecarboxylate (20.0 g). 1H-NMR (300 MHz, CDCl3) delta: 1.24 (3H, t, J=7.5 Hz), 1.45-1.74 (3H, m), 2.02-2.08 (1H, m), 2.42-2.48 (1H, m), 2.85-3.13 (2H, m), 3.95-4.02 (1H, m), 4.12 (2H, q, J=7.5 Hz), 4.18-4.30 (1H, m), 5.12 (2H, s), 7.27-7.36 (5H, m).

78190-11-1 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid 234339, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); 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.5773-58-0,3-Methylpiperidin-4-one,as a common compound, the synthetic route is as follows.,5773-58-0

The crude product from Step A above (14 g, 0.124 mol) was dissolved in DCM (500 mL) and treated with di-tert-butyl dicarbonate (32 g, 0.15 mol). The reaction mixture was stirred at rt for 2 h then N, N-dimethylethylene diamine (2 ML) was added and the and the reaction mixture was stirred for another 30 min. The reaction mixture was washed with 5% citric acid, saturated NAHCO3 solution and brine, dried over MGS04, filtered, and concentrated to give 20.7 g of desired PRODUCT. 1H NMR (500 MHz, CDC13) : 8 4.18 (m, 2H), 3.22 (m, 1H), 2.80 (m, 1H), 2.55 (m, 1H), 2.42 (m, 2H), 1.47 (s, 9H), 1.02 (d, 3H).

5773-58-0 3-Methylpiperidin-4-one 12284277, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; WO2004/41777; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

555-92-0, (S)-2-Propylpiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of LiAlH4 (500 mg, 166 mmol) in dry ether (20 mL) cooled in an ice-bath was added dropwise a solution of the lactam 26 (500 mg, 3.54 mmol) in dry ether (2e3 mL). The reaction mixture was then refluxed for 4 h. After cooling in an ice-bath, excess LiAlH4 was quenched with sequential addition of water (3 mL), 10% NaOH solution (3 mL). The reaction mixture was stirred at room temperature for 2e3 h for hydrolysis and the aluminum residues were removed by filtration. The filtrate was dried over anhydrous Na2SO4, then anhydrous HCl solution (3e5 mL) in ether was added dropwise. Evaporation of volatiles in vacuo gave the crude solid hydrochloride salt (550 mg, 97%). To a solution of the coniine hydrochloride salt (500 mg, 3.16 mmol) in H2O (15 mL) was added solid NaHCO3 (1.86 g, 22.1 mmol), then (Boc)2O (850 mg, 3.9 mmol). After stirring the reaction mixture at room temperature overnight, %10 NaOH solution (3 mL) was added and stirring continued for additional 2 h. The product was extracted with ether (2 50 mL), then washed brine (2 50 mL) and dried (Na2SO4). Evaporation of volatiles in vacuo and purification by flash column chromatography eluting with the ((ether/ hexane) 1:20) solvent system afforded N-Boc coniine (560 mg, 82) as a clear oil. ?a 30 D th32.6 (c 1, CHCl3), lit.29k ?a 25 D th33.5 (c 0.6, CHCl3), TLC, Rf 0.18 [(ether/hexane) 1:20]; 1H NMR (400 MHz, CDCl3) d 0.92 (3H, t, J?7.0), 1.22e1.41 (4H, m), 1.45 (9H, s), 1.51e1.70 (6H, m), 2.71e2.78 (1H, m), 3.96 (1H, d, br, J?13.0), 4.21 (1H, m).

555-92-0, 555-92-0 (S)-2-Propylpiperidine hydrochloride 12303861, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Karanfil, Abdullah; Balta, Berrin; Eskici, Mustafa; Tetrahedron; vol. 68; 49; (2012); p. 10218 – 10229,12;; ; Article; Karanfil, Abdullah; Balta, Berrin; Eskici, Mustafa; Tetrahedron; vol. 68; 49; (2012); p. 10218 – 10229;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

100 g (1.0 eq.) of XlV-Cbz and 56.66 g (1.0 eq.) Boc-NHNH2 was dissolved in 500 mL solvent (methanol, 5.0 V), Na2S04 was added and the mixture was stirred for 4h at 28C. The solvent was evaporated by reduce pressure to get 148g of XV-Cbz as a 0 yellow oil. MS (ESI):m/z =370 (M+23(Na))

As the paragraph descriping shows that 61995-20-8 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; PYE, Philip; BEN HAIM, Cyril; CONZA, Matteo; HOUPIS, Ioannis Nicolaos; WO2014/139970; (2014); 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.3518-83-0,N-Ethyl-4-hydroxypiperidine,as a common compound, the synthetic route is as follows.

Example 2 6-Methoxy-2-(4-Methoxyphenyl)-3-(4-[1-Ethylpiperidin-4-oxy]benzoyl)benzo[b]thiophene 6-Methoxy-2-(4-methoxyphenyl)-3-(4-hydroxybenzoyl)benzo[b]thiophene (1.17 g, 3.00 mmol), 4-hydroxy-1-ethylpiperidine (775 mg, 6.00 mmol), triphenylphosphine (1.57 g, 6.00 mmol), and DEAD (6.00 mmol) were converted to product by the procedure of Example 1 to give 827 mg of the title compound. Yield: 55%. MS(FD) 501(M+). EA calculated for C30 H31 NO4 S: C, 71.83; H, 6.23; N, 2.79. Found: C, 71.61; H, 5.94; N, 2.69.

3518-83-0, 3518-83-0 N-Ethyl-4-hydroxypiperidine 77056, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Eli Lilly and Company; US6060488; (2000); 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.20691-89-8,1-Methyl-4-piperidinemethanol,as a common compound, the synthetic route is as follows.

Example 3b An alternative method of preparation is as follows: Triphenylphosphine (615mg, 2.3mmol) followed by diethyl azodicarboxylate (369mul, 2.3mmol) were added to a solution of 4-hydroxymethyl-1-methylpiperidine (151mg, 1.1mmol), (J Med. Chem 1973, 16, 156), and 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (250mg, 0.78mmol), (prepared as described for the starting material in Example 7), in methylene chloride (5ml). After stirring for 30 minutes at ambient temperature, 4-hydroxymethyl-1-methylpiperidine (51mg, 0.39mmol), triphenylphosphine (102mg, 0.39mmol) and diethyl azodicarboxylate (61mul, 0.39mmol) were added. After stirring for 15 minutes, the volatiles were removed under vacuum and the residue was purified by column chromatography eluding with methylene chloride/acetonitrile/methanol (70/10/20 followed by 75/5/20 and 80/0/20). The fractions containing the expected product were combined and the volatiles were removed by evaporation. The residue was dissolved in a mixture of methylene chloride and methanol and 5M hydrogen chloride in isopropanol was added. The suspension was concentrated and the solid was collected by filtration, washed with ether and dried under vacuum to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline hydrochloride (16mg, 4%)., 20691-89-8

As the paragraph descriping shows that 20691-89-8 is playing an increasingly important role.

Reference：
Patent; AstraZeneca AB; EP1244647; (2006); 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.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.,72551-53-2

Step 1: l-Benzylpiperidine-3-carbonyl chloride hydrochloride; [00273] Hydrochloric acid (20 % aq, 100 mL) was added to ethyl l-benzylpiperidine-3- carboxylate (14.2 g, 57.4 mmol) and the mixture heated at reflux for 4 h. The reaction was cooled and concentrated in vacuo to give l-benzylpiperidine-3-carboxylic acid as a pale yellow solid. This solid was dissolved in thionyl chloride and the resulting solution stirred at room temperature for 1 h. Thionyl chloride was removed in vacuo and the resulting solid was slurried in THF and azeotroped to afford the title compound as a pale yellow solid which was used without further purification (17.0 g, quant.).

As the paragraph descriping shows that 72551-53-2 is playing an increasingly important role.

Reference：
Patent; GALAPAGOS N.V.; WO2008/55959; (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.

Step a: To solution of LHMDS (1 M in THF, 16.45 mL, 16.45 mmol) was added a solution of 1-benzylpiperidine-4-carbonitrile (1.50 g, 7.49 mmol) in THF (37.4 mL) at – 78 C. The resulting yellow solution was stirred for 1 h at -78 C. 1-Iodo-2-methylpropane (5.60mL, 48.7 mmol) was added and the reaction mixture was allowed to warm up to RT and stirring was continued for 3 days. Saturated aq. NH4C1 (-30 mL) was added at 0 C and the mixture was extracted with EtOAc. The organic phase was washed with water (50 mL) and brine (50 mL). Each aq. layer was extracted with EtOAc and the combined organic phases were dried over Na2SO4, filtered, and concentrated under reduced pressure to give crude 1 -benzyl-4- isobutylpiperidine-4-carbonitrile (2.54 g) as a yellow oil, which was directly used without further purification. MS m/z 257.3 (M+H)., 62718-31-4

The synthetic route of 62718-31-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; CHEN, Zhuoliang; FORTANET, Jorge Farcia; LAMARCHE, Matthew J.; SENDZIK, Martin; TAMEZ, JR., Victoriano; YU, Bing; (237 pag.)WO2016/203405; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acetic acid (20 mL) and hydrazine hydrate (136 mL (140 g, 2.8 mol) were added to a solution of (3RS)- ethyl l-(phenylmethyl)-3-piperidinecarboxylate (Description 72, 270 g, 1.092 mol) in ethanol (310 mL) and the mixture was heated under reflux for 3 days. The mixture was cooled and the solvent was partly evaporated under reduced pressure until a precipitation occurred. The solid was collected, aqueous KOH (50 g in 100 mL) was added and the mixture was extracted with CHCl3 (2 x 300 mL). The combined organic fractions were dried (Na2SO4) the solvent was partly evaporated under reduced pressure until a precipitation occurred. The solid was collected, the filtrate was diluted with Et2O (200 mL) and further solid was collected. The combined solids were washed with Et2O and dried in vacuo to give the title compound as a solid (217 g, 92%).

72551-53-2, 72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Merck Sharp & Dohme Limited; DIRAT, Olivier; ELLIOTT, Jason, Matthew; WO2007/3965; (2007); 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: To a solution of various alpha,beta-unsaturated ketones 9 (0.28mmol) and different benzaldehydes (0.3mmol) in EtOH (5mL) at room temperature was added dropwise a solution of 20% NaOH. The reaction mixture was stirred at room temperature overnight and the resulting mixture was diluted with H2O (15mL) and extracted with EtOAc. The combined organic layers were washed with brine (15mL) and dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was further purified by chromatography on silica gel to afford target Asymmetric MACs 10a-c., 10338-57-5

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

Reference：
Article; Liu, Zhiguo; Tang, Longguang; Zou, Peng; Zhang, Yali; Wang, Zhe; Fang, Qilu; Jiang, Lili; Chen, Gaozhi; Xu, Zheng; Zhang, Huajie; Liang, Guang; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 671 – 682;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem