Category: piperidines

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.

A solution of (S)-tert-butyl 3-(aminomethyl)piperidine-1-carboxylate (100 mg, 0.5 mmol), 5,7-dichloropyrido[4,3-b]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

The synthetic route of 140645-24-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (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.35856-62-3,Piperidine-1-sulfonyl chloride,as a common compound, the synthetic route is as follows.

A solution of 0.23 g (1 mmol) of 5-(2,4-dichloro-phenyl)-pyridin-2-ylamine and 0.2 g (1.1 mmol) of piperidine-1-sulfonyl chloride (preparation: Bull. Soc. Chim. Fr.; 1936, p2143) in pyridine (10 ml) was heated to reflux until completion of reaction according to HPLC analysis (20 h). After concentration in vacuo the residue was taken up in EtOAc, which was then washed with 1N aqueous HCl, saturated brine, dried over sodium sulphate and concentrated in vacuo. The residue was applied to a silica gel column with EtOAc/toluene (9/1 to 1/1) as eluent. Combination of the purified fractions and concentration in vacuo gave 0.26 g (67%) of the desired piperidine-1-sulfonic acid [5-(2,4-dichloro-phenyl)-pyridin-2-yl]-amide as a brown crystalline solid. ISN mass spectrum, m/e: 384 (M-1 calculated for C16H17Cl2N2O2S: 384)., 35856-62-3

35856-62-3 Piperidine-1-sulfonyl chloride 11298344, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Amrein, Kurt; Hunziker, Daniel; Kuhn, Bernd; Mayweg, Alexander; Neidhart, Werner; US2006/25455; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

406233-26-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.406233-26-9,4-(4,4-Dimethylpiperidin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

4.2 Acylsulfonamide (SZ2TA2) [ 0386 ] A solution of 15 (58 mg, 0.25 mmol), 18 (76 mg, 0.25 mmol), EDCI (60 mg, 0.314 mmol) and DMAP (8 mg, 0.065 mmol) in dichloromethane (10 mL) was stirred for 19 hours. Product (SZ2TA2) (42 mg, 32.5percent) was isolated after flash chromatography (DCM:MeOH = 24: 1). Rf = 0.6 (DCM: MeOH = 6: 1). 1H-NMR (400 MHz, DMSO- 6) delta: 7.85 (d, J = 8 Hz, 2H), 7.69 (d, J= 8.8 Hz, 2H), 7.44 (d, J= 8 Hz, 2H), 7.24-7.16 (m, 6H), 6.84 (d, J= 8.8 Hz, 2H), 3.80 (bs, 2H), 3.27-3.24 (m, 4H), 3.14 (s, 2H), 2.79 (bs, 4H), 2.33 (s, 3H), 1.35-1.32 (m, 2H), 0.91 (s, 6H) ppm. 13C-NMR (100 MHz, DMSC /6) delta: 166.9, 153.9, 139.9, 130.7, 129.9, 129.3, 129.0, 128.1, 126.8, 126.3, 113.5, 60.5, 58.5, 44.5, 41.7, 38.1, 32.6, 29.1, 28.3, 28.2 ppm. HRMS (ESI+) for [M+H]+; calculated: 520.2634, found: 520.2627 (error m/z = 1.3 ppm).

406233-26-9 4-(4,4-Dimethylpiperidin-1-yl)benzoic acid 11535980, apiperidines compound, is more and more widely used in various fields.

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

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.

a) l,l-Dimethylethyl (3iS)-3-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-l- piperidinecarboxylateTo a solution of 1,1-dimethylethyl (3.S)-3-(aminomethyl)-l- piperidinecarboxylate (2.0 g, 9.33 mmol) in DCM (12 ml) at 0 0C were added triethylamine (1.7 ml, 12.1 mmol) followed by N-(benzyloxycarbonyloxy)succinimide (2.56 g, 10.3 mmol). After a few minutes the cooling bath was removed and the reaction was stirred at room temperature for 2h. The reaction was diluted with ethyl acetate and washed with water (2x), IN HCl, saturated aq. NaHCO3, brine, dried (Na2SO4) and concentrated. The product was purified on silica gel eluting with 10% ethyl acetate-DCM to give 3.48g of material containing a small amount of N-(benzyloxycarbonyloxy)succinimide which was used directly in next step. LC/MS (ES) m/e 349 (M+H)+.

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

Reference：
Patent; GLAXO GROUP LIMITED; WO2007/71936; (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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

To a solution of ammonium chloride (1.73 g, 32.3 mmol) in water (20 ml) is added a 30% ammonia solution (2 ml) followed by 1-benzyl-4-piperidone. After 20 minutes sodium cyanide (1.47 g, 30 mmol) is added portionwise over 15 minutes. After stirring for one hour, water (50 ml) is added and the products are extracted with DCM (3*50 ml), dried (MgSO4) filtered and concentrated in vacuo. Purification by chromatography on silica eluting with 50-100% EtOAc in iso-hexane affords 4-Aminomethyl-1-benzyl-piperidine-4-ylamine; [M+H]+ 216

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

Reference：
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); 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, 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%).

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

Reference：
Patent; SCHERING CORPORATION; WO2008/153858; (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.122860-33-7,Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Reaction Step 2 Synthesis of benzyl 4-formylpiperidine-1-carboxylate To a stirred solution of benzyl 4-(hydroxymethyl)piperidine-1-carboxylate (10.0 g, 40.2 mmol, 1.0 eq) in dichloromethane (150 ml), Dess-Martin periodinane (20.4 g, 48.2 mmol, 1.2 eq) was added at 0 C. and stirring was continued at room temperature for 12 h. After completion of the reaction (monitored by TLC, 30% ethyl acetate-hexane, Rf=0.45), the mixture was diluted with dichloromethane and washed with saturated sodium bicarbonate solution, followed by brine. The organic extract was dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (100-200 mesh), eluting with a 30-40% gradient of ethyl acetate in hexanes to obtain benzyl 4-formylpiperidine-1-carboxylate (6.2 g, 62.5%). LCMS Purity: 78.54% (ES+): m/z 248.27 (M+H+); tr=3.01 min., 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; INNOV17 LLC; Gaweco, Anderson; Tilley, Jefferson; Blinn, James; (68 pag.)US2016/24056; (2016); 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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

85908-96-9, To a cold (-78 C) solution of KHMDS (0.5 M in toluene, 24 mL, 12.0 mmol) under an atmosphere of argon was added dropwise a solution of X4-015-2 (2.0 g, 10.0 mmol) in THF (20 mL). The mixture was stirred for 1.5 h at this temperature. Afterwards a solution of PhNTf2 (4.3 g, 12.0 mmol) in THF (20 mL) was added dropwise, and after 1 h the reaction was allowed to warm to room temperature. 10% NaOH solution (40 mL) was added, the mixture was extracted with Et20 and the combined organic layers were washed with brine, and dried over Na2 SO4, filtered and concentrated. The crude material was purified by flash column chromatography on silica gel (PE: EA = 1:2) to give X4-015-3 (2.0 g, 60.1% yield) as a colorless oil. LC-MS (Agilent LCMS 1200-6110, Mobile Phase: from 95% [water + 0.05% TFA] and 5% [CH3CN + 0.05% TFA] to 0% [water + 0.05% TFA] and 100% [CH3CN + 0.05% TFA] in 1.6 mm, then under this condition for 1.4 mm, finally changed to 95% [water + 0.05% TFA] and 5% [CH3CN + 0.05% TFA] in 0.05 mm and under this condition for 0.7 mi. Purity: 79.02%, Rt = 2.08 mm; MS Calcd.: 331.1; MS Found: 276.0 [M-56+H]

As the paragraph descriping shows that 85908-96-9 is playing an increasingly important role.

Reference：
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (190 pag.)WO2017/223243; (2017); 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

To a solution of compound I-4 (470 mg, 1.47 mmol) in DCM, TFA (2.5 mL, 29 mmol) was addedand then the reaction mixture was stirred at room temperature for 2 h and then was evaporated togive the crude product directly used in the next step A mixture of the amine, DIEA (3.84 mL,22.05mmol) and cyclohexanone (1.5 mL) in THF (10 mL) was stirred at room temperature for 1.5h and then NaBH(OAc)3 (1.6 g, 7.35 mmol) was added into the solution. The reaction mixture wasstirred at room temperature for overnight and then H2O was added to quench the reaction. Thesolution was extracted with ethyl acetate (30 mL × 2). The organic layer was washed with brine(15 mL × 2) and then was dried over anhydrous MgSO4. After filtration and concentration, thecrude product I-5 was obtained and purified with column chromatography ( methylene chloride/methanol = 45:1 to 30:1) to give compound I-5 as light yellow oil (350 mg, 78%)., 220394-97-8

As the paragraph descriping shows that 220394-97-8 is playing an increasingly important role.

Reference：
Article; Zhou, Jie; Ji, Ming; Zhu, Zhixiang; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 26 – 41;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

189321-63-9, 1-Boc-4-Methylpiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. Preparation of 4-methylpiperidine 4-carboxylic acid. 1-(tert-Butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (0.500 g, 2.06 mmol) was treated with 4 M HCl in dioxane (10 mL) for 2 hours at room temperature to afford the title compound (0.294 g, 100%) as the hydrochloride salt. MS (ES+) [M+H]+=144.0., 189321-63-9

As the paragraph descriping shows that 189321-63-9 is playing an increasingly important role.

Reference：
Patent; Burgoon, Hugh Alfred; Goodwin, Nicole Cathleen; Harrison, Bryce Alden; Healy, Jason Patrick; Liu, Ying; Mabon, Ross; Marinelli, Brett; Rawlins, David Brent; Rice, Dennis Stewart; Whitlock, Norris Andrew; US2009/264450; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem