Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

A 40-mL vial was charged with N-(1H-pyrazol-3-yl)acetamide (125 mg, 1.00 mmol, 1.00 equiv), DCM (10 mL), and N,N-diisopropylethylamine (258 mg, 2.00 mmol, 2.00 equiv).4-Nitrophenyl chloroformate (222 mg, 1.10 mmol, 1.10 equiv) in DCM (2 mL) was addeddropwise at 0 C. The resulting solution was stirred for 2 h at room temperature. Then tertbutyl 1,8-diazaspiro[4.5]decane-1-carboxylate (240 mg, 1.00 mmol, 1.00 equiv) was added. The resulting solution was stirred overnight at room temperature and quenched by water (10 mL). The mixture was extracted with DCM (3 x 10 mL) and the organic layers were combined, washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 295 mg (75% yield) of tert-butyl 8-(3 -acetamido- 1H-pyrazole- 1 -carbonyl)- 1,8- diazaspiro[4.5]decane-1-carboxylate as a light yellow oil. LCMS (ESI, m/z): 392 [M+H]., 885279-92-5

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; WEBER, Olivia D.; SHAGHAFI, Michael B.; GRICE, Cheryl A.; JONES, Todd K.; (274 pag.)WO2017/87854; (2017); 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.141943-04-6,1-Benzylpiperidine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

(c) Synthesis of N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-3-carboxamide To a solution of 1-benzyl-3-piperidinecarboxylic acid (1.37 g, 6.23 mmol) in N,N-dimethylformamide (28 ml) were added p-aminobenzamide (0.92 g, 6.54 mmol), triethylamine (1.3 ml, 9.33 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.79 g, 9.34 mmol) and 1-hydroxybenzotriazole monohydrate (0.93 mg, 6.88 mmol) at room temperature, and stirred overnight. Then, the reaction mixture was poured into a saturated aqueous sodium hydrogencarbonate solution and extracted with chloroform. The organic layer was washed with a saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol = 95/5) to obtain N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-3-carboxamide (551 mg, 26%). Melting point: 211-212C., 141943-04-6

141943-04-6 1-Benzylpiperidine-3-carboxylic acid 16244010, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1500643; (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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of Compound 1 (5.0 g, 21.5 mmol) and ethyl 2-diazoacetate (3.2 g, 28.1 mmol) in THF (100 mL) was added BF3-Et2O (2.7 mL, 21.5 mmol) at -78 C. under N2. The reaction mixture was stirred at -78 C. for 1.5 h, then warmed to 28 C. slowly and stirred for 1.5 h. The resulting mixture was quenched with NaHCO3 (sat.) and extracted with EA (300 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo to give a crude product, which was purified by flash column chromatography to give a mixture of Compound 2 and 3 (3.4 g, 50%). LCMS: 320.0 [M+1]., 61995-20-8

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

Reference：
Patent; Hartman, George D.; US2015/197493; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 4 1-[(1-N-Cyclopropylmethyl)-piperidine-4-yl]-indole To a solution of 4-(1-indolyl)-piperidine (0.6 g, 3 mmol) in dry ethanol (4 mL) was added anhydrous potassium carbonate (680 mg, 4.9 mmol). After 15 minutes, bromomethylcyclopropane (0.29 mL, 4.5 mmol) was added and stirring was continued over night. Additional potassium carbonate (0.22 g) and bromomethylcyclopropane (0.14 mL) was added. After 3 hours, the reaction mixture was quenched with water and extracted with ethyl acetate (3*). The combined organic phases were washed with water, dried, evaporated, and purified by column chromatography on silica gel eluding with methylene chloride/ethanol (98:2). Evaporation of the eluding solvent gave the title compound. 480 mg (63% yield).

118511-81-2, As the paragraph descriping shows that 118511-81-2 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,768-66-1

A dry and argon-flushed 500 mL Schlenk flask, equipped with a magnetic stirring bar and a rubber septum, was charged with i-PrMgCl·LiCl(1.31 M in THF, 229 mL, 300 mmol). Then, TMPH (52.0 mL, 306 mmol,1.02 equiv) was added and the mixture was stirred until gas evolution ceased (48 h). The freshly prepared TMPMgCl·LiCl (5) solution was titrated prior to use at 0 C with benzoic acid and by using 4-(phenylazo)diphenylamine as indicator.

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Ziegler, Dorothee S.; Klier, Lydia; Mueller, Nicolas; Karaghiosoff, Konstantin; Knochel, Paul; Synthesis; vol. 50; 22; (2018); p. 4383 – 4394;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25137-01-3,(R)-Ethyl piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Example 15 (R)-1-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)methyl)-3-piperidinecarboxylic Acid Hydrochloride Sodium cyano borohydride (314 mg, 5 mmol) was dissolved in dry methanol (6 ml) and added dropwise under stirring to a mixture of 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylmethanal (1.11 g, 5 mmol, prepared similarly as described in Ger. Offen 2,106 165, 1971, CA 75, 129 687), (R)-3-piperidinecarboxylic acid ethyl ester (1.57 g, 10 mmol) and zinc chloride (0.34 g, 2.5 mmol) in dry methanol (15 ml) over 30 minutes at 25 C. The reaction mixture was stirred at room temperature for 3 h and left to stand overnight. The methanol was evaporated in vacuo and benzene (30 ml) and 1.2 N sodium bicarbonate (15 ml) were added. The phases were separated and the organic phase was washed with water (30 ml) and brine (2*30 ml) and dried (sodium sulfate). The solvent was evaporated in vacuo and the oily residue (1.68 g) was purified by column chromatography on silica gel (35 g) using benzene as eluent. This afforded 1.12 g (62%) of (R)-1-((10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)methyl)-3-piperidinecarboxylic acid ethyl ester. TLC: Rf=0.54 (SiO2:chloroform/methanol=30:1).

25137-01-3, As the paragraph descriping shows that 25137-01-3 is playing an increasingly important role.

Reference：
Patent; Novo Nordisk A/S; US6569849; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

358789-72-7, 4-((1-Methylpiperidin-4-yl)oxy)aniline is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 11 3-(2-amino-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-N-(4-((1-methylpiperidin-4-yl)oxy)phenyl)benzamide A mixture of 3-(2-amino-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzoic acid (41 mg, 0.15 mmol), N,N-diisopropylethylamine (0.105 mL, 0.60 mmol), and HBTU (63 mg, 0.165 mmol) in 1.5 mL DMF was briefly warmed to approx. 50 C. to dissolve solids, then continued stirring at room temperature. After 10 minutes 4-((1-methylpiperidin-4-yl)oxy)aniline (46 mg, 0.225 mmol) was added and the reaction continued at room temperature for 3 hours. The reaction mixture was partitioned between EtOAc and aqueous NaHCO3 solution, the EtOAc layer washed with H2O, brine, dried with anhydrous Na2SO4 and rotary evaporated. The resulting solid was triturated with EtOAc to give the title compound as an off-white solid (48 mg, 70%). 1H NMR (DMSO-d6) delta: 10.02 (s, 1H), 8.13 (s, 1H), 7.60-7.67 (m, 2H), 7.49 (s, 1H), 7.30-7.40 (m, 2H), 7.20 (dt, J=7.7, 2.0 Hz, 1H), 6.90-6.96 (m, 2H), 6.40 (s, 2H), 4.28 (s, 2H), 4.26-4.35 (m, 1H), 3.64 (t, J=5.9 Hz, 2H), 2.77 (t, J=5.9 Hz, 2H), 2.56-2.66 (m, 2H), 2.17 (s, 3H), 2.10-2.21 (m, 2H), 1.86-1.97 (m, 2H), 1.55-1.69 (m, 2H)., 358789-72-7

The synthetic route of 358789-72-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALLERGAN, INC.; Hull, III, Clarence E.; Malone, Thomas C.; US2013/237537; (2013); 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.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

A mixture of N-hydroxypiperidine (1.01 g, 10 mmol), azodicarbonamide (1.39 g, 12 mmol) and methanol (10 ml) was heated to reflux for 50 minutes. During this period the solid, initially orange in colour, changed into a whitish precipitate. After cooling to ambient temperature, said precipitate was separated by suction and washed twice with methanol (2 x 5 ml). All the methanol fractions were combined and under agitation 5,5-dimethylcyclohexane-1,3-dione (10 mmol) was added. After 10 minutes, the methanol was removed under vacuum (water bath temperature 50?C) to give a crude compound of formula (3). This crude compound was dissolved in a methanol solution (15 ml) containing acetyl chloride (0.86 g, 11 mmol). The methanol was removed under vacuum and the residue of formula (3) in hydrochloride form was ground in acetone. Yield: 62% Formula: C13H22CINO3 MW: 275.8 g/mol Acid dissociation constants: pKa1 = 3.47, pKa2 = 6.92 m.p.: 174.5-175.5?C 1H-NMR (DMSO-ds): delta 0.98 (6H, s), 1.48 (1H, m), 1.66 (2H, d, J=12.5 Hz), 1.83 (2H, broad s), 1.94-2.07 (1H, m), 2.33 (4H, broad s), 3.23 (1H, broad s), 3.67 (1H, d, J=11.0 Hz), 4.36 (1H, d, J=11.5 Hz), 10.93 (1H, broad s), 11.32 (1H, broad s). 13C-NMR (DMSO-d6): delta 21.9, 23.6, 27.9, 28.7, 32.0, 46.2 (broad), 59.4, 64.4, 107.4.

4801-58-5, As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Patent; ABIOGEN PHARMA S.p.A.; EP2345639; (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.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

72551-53-2, EXAMPLE 35 Preparation of ethyl 1-Benzyl-3-piperidinecarboxylate 1-Methiodide ethyl 1-benzyl-3-piperidinecarboxylate (590.6 mg; 2.39 mmol) was dissolved in diethyl ether (50 ml), and methyl iodide (2 ml) was added.. This mixture was allowed to stir at ambient temperature for 3 days and was then heated to reflux for 23 hours.. The precipitate was filtered, washed with fresh diethyl ether, and then dried under reduced pressure at ambient temperature, giving ethyl 1-benzyl-3-piperidinecarboxylate 1-methiodide (340.9 mg) as an off white solid. MS m/z (positive ion) 263 (MH+; 30), 262 (M+; 100).

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US6664271; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885279-92-5, The resin from the previous step (0.1 mmol) was added to a scintillation vial along with 214 mg (1.0 mmol) of proton sponge, 45 mg (0.3 mmol) of NaI, 120 mg (0.5 mmol) of tert-butyl 1,8-diazaspiro[4.5]decane-1-carboxylate, and 2 ml of DMF. The resin was washed with each of the following solvents three times each and dried in vacuo: DMF, H2O, MeOH, and DCM.

The synthetic route of 885279-92-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Berk, Scott C.; Close, Joshua; Hamblett, Christopher; Heidebrecht, Richard W.; Kattar, Solomon D.; Kliman, Laura T.; Mampreian, Dawn M.; Methot, Joey L.; Miller, Thomas; Sloman, David L.; Stanton, Matthew G.; Tempest, Paul; Zabierek, Anna A.; US2007/117824; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem