Category: piperidines

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.138163-07-2,1-Benzyl 4-methyl piperidine-1,4-dicarboxylate,as a common compound, the synthetic route is as follows.

Step (iii): Benzyl 4-formylpiperidine-1-carboxylate A solution of 1-benzyl 4-methyl piperidine-1,4-dicarboxylate (10 g) in toluene (100 ml) under nitrogen was cooled to -78 C. DIBAL-H (60.9 ml) was then added dropwise at -78 C. and the mixture was stirred at this temperature for 1 h (TLC control). Because the reaction was incomplete, a further 0.2 eq. of DIBAL-H was added and the mixture was stirred for a further 30 min (TLC control: some educt and the corresponding alcohol were to be detected). Methanol (40 ml), followed by sat. sodium chloride solution (40 ml) were added slowly to the reaction mixture at -78 C. The mixture was filtered over Celite and the solvent was removed in vacuo. The residue was extracted with ethyl acetate (3*75 ml) and the extract was dried (Na2SO4) and concentrated in vacuo. The crude product obtained in this way was purified by column chromatography (silica gel, 20% ethyl acetate/hexane). Yield: 4.3 g (49%)

138163-07-2, The synthetic route of 138163-07-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gruenenthal GmbH; US2010/249095; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

150008-24-5, tert-Butyl 4-(hydroxyimino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of sodium hydride (0.268 g, 7.00 mmol) in DMF (3 ml_) the title compound from Step A above (0.500 g, 2.33 mmol) was added drop wise (dissolved in DMF 5 mL) at 0 (0833) C, then stirred at room temperature for 60 min. After that 2-fluoropyridine (0.340 g, 3.50 mmol) was added dropwise at 0 C (dissolved in DMF 2 mL) and then stirred at room temperature for 3 h. After completion of the reaction by TLC, the reaction mixture was quenched with ice water followed by extraction using ethyl acetate (30 mL). The organic layer was separated, dried over sodium sulphate, filtered and then concentrated to obtain tert-butyl 4-oxo-3-(2-oxo-1 ,2-dihydropyridin-3-yl)piperidine-1-carboxylate (300 mg, crude) as a pale brown solid. The crude product was taken as such for next step. (0834) MS: 293.2 (M+H)+., 150008-24-5

The synthetic route of 150008-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (220 pag.)WO2019/134978; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

147539-41-1, tert-Butyl 4-(methylamino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Cbz-protected tert-leucine (500 mg, 1.9 mmol) in dichloromethane (10 ml) was added PyAOP (1. 08 g, 2.1 mmol), HOAt (26 mg, 0. 19 mmol), triethylamine and 4-Methylamino-piperidine-1-carboxylic acid tert-butyl ester (606 mg, 2.8 mmol). The reaction mixture was stirred for 18 h at Rt. The solvent was removed in vacuo and the yellow residue was redissolved in dichloromethane (80 ml) and was washed with 1 M hydrochloric acid (2 x 80 ml), 1 M sodium carbonate (2 x 80 ml), brine (1 x 80 mi) and dried over anhydrous magnesium sulphate to yield a clear oil (2 g). Flash chromatography (2percent MeOH, dichloromethane) yielded the title compound as a white foam (870 mg, 100percent) which contained a slight impurity. HPLC. 6.9 min (85percent); LRMS: +ve ion 462 (M+1, 5percent), 484 (M+Na, 20percent). The compound was progressed to the next step without any further purification.

147539-41-1, 147539-41-1 tert-Butyl 4-(methylamino)piperidine-1-carboxylate 15380702, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BRITISH BIOTECH PHARMACEUTICALS LTD; WO2003/89412; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

106243-23-6, 4-(1H-imdazol-4-yl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,106243-23-6

EXAMPLE 1 4-(1-CYCLOHEXYLAMINOTHIOCARBONYL-4-PIPERIDYL)-1H-IMIDAZOLE 1.4 g (0.0092 mole) of 4-(4-piperidyl)-1H-imidazole and 1.42 g (0.010 mole) of cyclohexyl isothiocyanate are brought to reflux for 2 hours in 100 cm3 of anhydrous toluene. Precipitate formed on cooling is drained, washed with anhydrous ethyl ether, dried and recrystallized in toluene. White powder, M.p. (d.) 170 C., w=2 g. 74% yield. IR spectrum (KBr): 3240 (NH). Principal bands: 2920, 2840, 1520, 1440, 1350, 1330, 1250, 1175, 1090, 970, 830, 755 and 695 cm-1. NMR spectrum: DMSO-d6 deltaH, imidazole: 7.45 and 6.66. coupling constant JH2-H5 =0.90 Hz. deltaNH: 7.13 and 7.05 ppm. deltaH piperidine and cyclohexyl: 4.61, 4.16, 2.98, 1.76 and 1.20 ppm.

As the paragraph descriping shows that 106243-23-6 is playing an increasingly important role.

Reference£º
Patent; Institut National de la Sante et de la Recherche Medicale (Inserm); Universite de Caen; Societe Civile Bioprojet; US4707487; (1987); 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.159635-49-1,tert-Butyl 4-methylenepiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Tert-butyl 4-methylenepiperidine-1-carboxylate (1 g, 5.07 mmol) is dissolved in diethyl ether (20 mL), followed by adding zinc-copper couple (4.4 g, 34.5 mmol) under the protection of nitrogen at 10 ¡ãC, and dripping trichloro-acetic chloride (1.84 mL, 16.5 mmol) dissolved in the DME solution (5 mL), and the reaction mixture continues to react overnight at room temperature. Subsequently, the reaction mixture is slowly poured into -10 ¡ãC saturated salt solution (30 mL), filtered with siliceousearth, extracted with ethyl acetate (20 mL * 3), washed with saturated salt solution (30 mL * 2), dried, rotated to dryness and purified by column chromatography (eluent: petroleum ether : ethyl acetate = 15 : 1), so as to obtain 880 mg of a brown oily liquid, that is tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonan-7-carboxylate with a yield of 56percent. The obtained product is directly used in the next step without purification.

159635-49-1, As the paragraph descriping shows that 159635-49-1 is playing an increasingly important role.

Reference£º
Patent; Guangzhou Henovcom Bioscience Co. Ltd.; ZHANG, Jiancun; ZOU, Qingan; CHEN, Yanwei; (64 pag.)EP3401315; (2018); 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.908245-03-4,Methyl 6-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

908245-03-4, This residue was dissolved in CH2C12 (30 mL) and chilled in an ice bath. To this stirred solution was added DMAP (0.194 g, 1.59 mmol), followed by TEA (6.64 mL, 47.7 mmol) portion wise. A suspension formed when TEA was added. This mixture was chilled to 15 C. To the resulting suspension was added benzyl chloroformate (2.72 mL, 19 mmol) dropwise over a 15 min period such that the temperature of the mixture was kept at 15- 20 C. After completion of benzyl chloroformate addition, the mixture was stirred chilled with an ice bath for another 30 min and then at ambient temperature for 1 h. This mixture was washed with 100 mL of cold IN HC1. The organic was concentrated in vacuo. The residue was partitioned between toluene (100 mL), MTBE (100 mL), and water (50 mL). The organic was washed with brine, dried over MgS04, filtered, and concentrated in vacuo to give an oil (2.5 g) as the crude (NMR showed ?^3: 1 cis/trans ratio of isomers). Isomer was separated by silica gel column chromatography using gradient elution of EtOAc in hexane and gave 840 mg cis isomer (112) and 450 mg trans isomer (113).

The synthetic route of 908245-03-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ADVINUS THERAPEUTICS LIMITED; BARAWKAR, Dinesh; BENDE, Tanushree; ZAHLER, Robert; BANDYOPADHYAY, Anish; SARANGTHEM, Robindro Singh; DOSHI, Jignesh; WAMAN, Yogesh; JADHAV, Rushikesh; SINGH, Umesh Prasad; WO2012/127506; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5570-78-5, 1-Isopropylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a cold (0 C.) mixture of 5-hydroxy-1H-indole-2-carboxylic acid ethyl ester (10 g, 1.0 eq.), 1-isopropyl-piperidin-4-ol (intermediate 1, step 1, 7.32 g, 1.05 eq.) and triphenylphosphine (15.3 g, 1.2 eq.) in tetrahydrofuran (280 ml) was slowly added a solution of diisopropylazodicarboxylate (11.8 g, 1.2 eq.) in tetrahydrofuran (20 mL). The mixture was stirred 30 min at 0 C. and overnight at room temperature, was concentrated in vacuo, dissolved in methyltertiobutylether (310 mL), washed with sodium hydroxide aqueous solution (0.5N), brine, dried over Na2SO4, filtered and evaporated. The residue was purified on silica eluding with dichloromethane/methanol/ammoniac. One fraction was isolated and dried in vacuo, to yield 7.0 g (43%) of the desired product as white solid. MS (m/e): 331.5 (MH+, 100%), 5570-78-5

The synthetic route of 5570-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nettekoven, Matthias; Plancher, Jean-Marc; Richter, Hans; Roche, Olivier; Rodriguez Sarmiento, Rosa Maria; Taylor, Sven; US2007/123526; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

163271-08-7, tert-Butyl (4-methylpiperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-bromo-2-(2,3-dichlorophenyl)sulfanyl-3-[(4- methoxyphenyl)methoxy]pyrazine (1.40 g, 2.96 mmol, 1.00 equiv) and tert-butyl N-(4-methyl-4- piperidyl)carbamate (824.66 mg, 3.85 mmol, 1.30 equiv) in toluene (10.00 mL) was added NaOt-Bu (568.91 mg, 5.92 mmol, 2.00 equiv), BINAP (184.3 mg, 0.296.00 mmol, 0.10 equiv) and Pd2(dba)3 (135.53 mg, 0.148 mmol, 0.05 equiv) at 20 C. The mixture was stirred at 130 C by microwave heating for 3 hours under N2. The residue was purified by column chromatography to give tert-butyl N-[l-[5-(2, 3-dichlorophenyl) sulfanyl-6-[(4-methoxyphenyl) methoxy] pyrazin-2-yl]-4-methyl-4-piperidyl] carbamate (500 mg, 0.825 mmol, 27%) as a yellow oil., 163271-08-7

163271-08-7 tert-Butyl (4-methylpiperidin-4-yl)carbamate 19691370, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); 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.147804-30-6,tert-Butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate,as a common compound, the synthetic route is as follows.

A 70% solution of hydrofluoric acid in pyridine (12 mL) was added drop-wise to a solution of intermediate 16 (10 [G)] in anhydrous DCM (200 mL) previously cooled to-40C under a Nitrogen atmosphere. After 1.5 hours, further hydrofluoric acid in pyridine (6 mL) was added. After stirring for further 15 minutes, a saturated sodium hydrogen carbonate solution was added. The layers were separated and the aqueous phase was extracted three times with further DCM. The combined organic extracts were washed with brine, dried and concentrated [IN VACUO] to a residue which was purified by flash chromatography (CH/AcOEt 6: 4) to give the pure title compound (990 mg) and a fraction of title compound (6.01 [G)] impure of pyridine. Thus, this material was diluted with AcOEt and washed three times with a pH3 buffer solution and brine. The organic layer was dried and concentrated in vacuo to give a further amount of title compound (5.12 g). T. [I.] c.: CH/AcOEt 1: 1, [RF=0.] 35. NMR [(D6-DMSO)] : [8] (ppm) 4.99 (t, [1H)] ; 3.79 (m, 2H); 3.43 (dd, 2H); 3.01 (bt, 2H); 1.8-1. 4 (m, 4H); 1.43 (s, 9H)., 147804-30-6

147804-30-6 tert-Butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate 22135564, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/5255; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

106-52-5, 1-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Nitropyrazole (2 g, 17.69 mmol), triphenylphosphine (6.95 g, 26.54 mmol) and N-methyl-4-hydroxypiperidine (2.4 g, 21.23 mmol) were dissolved in anhydrous tetrahydrofuran (50 mL). The solution was cooled to 0 C. and diisopropylazodicarboxylate (5.4 g, 26.54 mmol) was slowly added dropwise. After the addition, the mixture was warmed to room temperature and stirred for 16 hours. The mixture was concentrated under reduced pressure and the residue was diluted with ethyl acetate (50 mL) and 3N aqueous hydrochloric acid solution (50 mL) was added. The aqueous phase was adjusted to pH=9 with saturated potassium carbonate solution and then extracted with ethyl acetate (50 mL*2). The combined organic phase was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure to give 25-c as a yellow oil (2.1 g, yield: 57%).

106-52-5, As the paragraph descriping shows that 106-52-5 is playing an increasingly important role.

Reference£º
Patent; GUANGZHOU MAXINOVEL PHARMACEUTICALS CO., LTD.; XU, Zusheng; ZHANG, Nong; WANG, Tinghan; SUN, Qingrui; WANG, Yuguang; (90 pag.)US2018/208604; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem