Day: March 24, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

A solution of n-BuLi (12.4 ml, 30.9 mmol, 2.5M in hexane) was added to a solution of 2,2,6,6-tetramethylpiperidine (4.8 g, 33.7 mmol) in 35 ml THF at 0 C. to form LTMP. In a separate flask, a solution of the product of step 2 (4.5 g, 14.04 mmol) and dibromomethane (5.3 g, 30.9 mmol) in 30 ml of THF was cooled to -70 C. After 30 min, LTMP solution was cooled to -70 C., and added to above solution via a cannula over 30 min at -65 C. After 10 min, a solution of lithium bis(trimethyl)silyl amide solution (28 ml, 28 mmol, 1M in THF) was added over 15 min at -70 C. The resulting mixture was allowed to warm to -20 C. and then cooled back to -70 C. A solution of s-BuLi solution (43.2 ml, 56.2 mmol, 1.3 M in cyclohexane) was added at -60 C. over 15 min. The mixture was allowed to warm to room temperature. A solution of n-BuLi (12.4 ml, 28 mmol, 2.5 in hexane) was added to the reaction, and the reaction was stirred at room temperature for 1 h. The reaction was cooled to -70 C. and transferred into an acidic ethanol solution (15 ml acetyl chloride and 75 ml ethanol) at 0 C. via a cannula over 1 h. The resulting mixture was diluted with 280 ml ether and washed with 280 ml 10% HCl solution. The aqueous layer was extracted with ether. The combined organic layer was washed with brine, dried with MgSO4, and concentrated. The residue was purified by chromatography (on silica gel, ethyl acetate/hexane=5/95) to give a brown liquid in 1.65 g. NMR spectra of the product were consistent for the proposed structure., 768-66-1

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; Nagarajan, Srinivasan R.; Khanna, Ish Kumar; Clare, Michael; Gasiecki, Alan; Rogers, Thomas; Chen, Barbara; Russell, Mark; Lu, Hwang-Fun; Yi, Yu; Huff, Renee M.; Desai, Bipinchandra N.; Devadas, Balekudru; Parikh, Mihir D.; Penning, Thomas; US2004/92538; (2004); 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.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 3-sopropoxy-brornobenzene (1.997 g, 1.0 equiv), N-Boc-4- vinylpiperidine (2.943 g, 1.5 equiv), Pd(OAc)? (167 mg, 0.08 equiv), and P(o-tol)3 (680 mg,024 equiv) in CH3CN- Et3N (1:1, 16 mL) was heated at 98 C for 6 h in a sealed vial After cooling to room temperature, the volatiles were removed in vacuo. To the residue, DCM was added, washed with water, brine, dried over Na2SO, filtered, and concentrated. The crude product was purified by column chromatography on silica gel with EtOAc/heptane (0-20%) as an eluent to give 3.1622 g (99%) of Intermediate L as a yellow oil., 180307-56-6

The synthetic route of 180307-56-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ATHENEX, INC.; SMOLINSKI, Michael P.; URGAONKAR, Sameer; CLEMENTS, James Lindsay; HANGAUER, David G., JR.; (149 pag.)WO2018/170225; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 57 {4-[({9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(methoxymethyl)tetrahydro-2-furanyl]-6-[(2,2-diphenylethyl)amino]-9H-purin-2-yl}methyl)amino]-1-piperidinyl}(phenyl)methanone The title compound was prepared by a similar method to example 6 using (2R,3R,4S,5R)-2-{2-(aminomethyl)-6-[(2,2-diphenylethyl)amino)-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol (310 mg, 0.63 mmol) (example 1), 1-benzoyl-4-piperidinone (128 mg, 0.63 mmol), sodium triacetoxyborohydride (200 mg, 0.90 mmol) and acetic acid (45 mg, 0.74 mmol). The product was purified by column chromatography on silica gel eluding with a solvent system of dichloromethane:methanol:ammonia (92:8:0.4) to give the title compound (300 mg) as an oil. MS: 679 (MH+). 1H NMR (CDCl3) delta=7.90 (1H, s), 7.45-7.20 (15H, m), 5.95-5.90 (2H, m), 4.50 (1H, br s), 4.45-4.20 (6H, m), 3.90 (2H, s), 3.70 (1H, br s), 3.65-3.55 (2H, m), 3.35 (3H, s), 3.05-2.80 (3H, m), 2.10-1.80 (2H, m), 1.50-1.30 (2H, m). Analysis: Found C, 64.35, H, 6.16, N, 13.63; C38H43N7O5.0.5H2O.0.33CH2Cl2 requires C, 64.38, H, 6.29, N, 13.71percent.

24686-78-0, The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Pfizer Inc; US6326359; (2001); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reaction in dimethylformamide A mixture 3,3-tetramethyleneglutarimide (16.7 g., 0.1 mole), 8-(2-pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane bromide (29.9 g., 0.1 mole) and potassium carbonate (16.6 g., 0.12 mole) in 190 ml. of dimethylformamide is maintained at 150-155 C. for a reaction period of 24 hours and then evaporated to dryness under reduced pressure. The resulting solid is triturated with 90 ml. of water, taken up in 10% hydrochloric acid and filtered. The acid filtrate is made basic with 10% aqueous sodium hydroxide and precipitated free base collected and dried to provide 8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione.

1075-89-4, As the paragraph descriping shows that 1075-89-4 is playing an increasingly important role.

Reference：
Patent; Mead Johnson & Company; US4351939; (1982); 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, To a stirred, cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine(0.50 mL, 3.0 mmol) in THF (5 mL) was added BuLi(about 1.6 M hexanes solution, 3.0 mmol). After 15 min at 0 C,ZnCl2TMEDA (0.25 g, 1.0 mmol) was added, and the mixture wasstirred for 15 min at this temperature before introduction of thesubstrate (2.0 mmol). After 2 h at room temperature, a solutionof I2 (0.74 g, 3.0 mmol) in THF (5 mL) was added. The mixturewas stirred overnight before addition of an aqueous saturated solutionof Na2S2O3 (10 mL) and extraction with CH2Cl2 (3 20 mL).The combined organic layers were dried over Na2SO4 and concentratedunder reduced pressure before purification by flash chromatographyon silica gel.

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Nagaradja, Elisabeth; Bentabed-Ababsa, Ghenia; Scalabrini, Mathieu; Chevallier, Floris; Philippot, Stephanie; Fontanay, Stephane; Duval, Raphael E.; Halauko, Yury S.; Ivashkevich, Oleg A.; Matulis, Vadim E.; Roisnel, Thierry; Mongin, Florence; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6355 – 6363;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7006-50-0,4-(Methylamino)-1-benzylpiperidine,as a common compound, the synthetic route is as follows.

7006-50-0, To a solution of the 1H-indazole-5-carboxylic acid (281 mg, 1.73 mmol) obtained in Reference Example 1 in N,N-dimethylformamide (10 ml) were added 1-benzyl-N-methylpiperidin-4-amine (390 mg, 1.91 mmol), triethylamine (0.29 ml, 2.08 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)-carbodiimide monohydrochloride (499 mg, 2.60 mmol) and hydroxybenzotriazole (281 mg, 2.08 mmol), and the resulting mixture was stirred overnight at room temperature. An aqueous sodium hydrogencarbonate solution was added to the reaction solution, followed by extraction with chloroform, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/ethyl acetate ? chloroform/methanol) to obtain N-(1-benzylpiperidin-4-yl)-N-methyl-1H-indazole-5-carboxamide (502 mg, 83%).1H-NMR (DMSO-d6) delta; 1.61 (2H, m), 1.78 (2H, m), 2.83 (5H, m), 3.39 (2H, s), 7.29 (6H, m), 7.57 (1H, d, J=8.5Hz), 7.78 (1H, s), 8.12 (1H, s), 13.22 (1H, s).

As the paragraph descriping shows that 7006-50-0 is playing an increasingly important role.

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1403255; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

85908-96-9,85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Substrate (0.5 mmol) was added to a reaction vial with CH2Cl2 (5 mL) and Cu(OTf)2 (9 mg, 0.025 mmol, 5 mol %). The reaction was allowed to stand at room temperature for 18 h before being quenched with H2O and extracted into CH2Cl2 (3×20 mL). The organic extracts were dried over MgSO4 and concentrated in vacuo.This yielded the pure product without need for further purification procedures: if pure product was not obtained the reaction was undertaken at 50C or 80C in a sealed J-Young tube.

The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Evans, Vikki; Mahon, Mary F.; Webster, Ruth L.; Tetrahedron; vol. 70; 41; (2014); p. 7593 – 7597;,
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 flame-dried sealed tube equipped with exo-cyclic enol ether (0.3mmol) and 18-crown-6 (23.8mg, 0.09mmol) was pumped to vacuum and exchanged with nitrogen for three times. Aldehyde (0.45mmol), solution of t-BuOK in THF (60muL) and DMF (1mL) were then added successively under nitrogen atmosphere. The mixture was stirred at 110C and the reaction was monitored by TLC. After completion of the reaction, the mixture was cooled and concentrated aqueous solution of NH4Cl was added to quench the reaction. The resulting mixture was extracted with CH2Cl2 and the organic phase was washed with concentrated brine and dried over Na2SO4. The solvent was evaporated under reduced pressure, and the residue was passed through column chromatography on silica gel to afford the desired product C.

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

Reference：
Article; Shang, Xue Song; Li, Deng Yuan; Li, Nian Tai; Liu, Pei Nian; Dyes and Pigments; vol. 114; C; (2015); p. 8 – 17;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,62718-31-4

Intermediate B-3 ferf-butyl ((4-isobutylpiperidin-4-yl)methyl)carbamate Step a: To solution of LHMDS (1 M in THF, 16.45 mL, 16.45 mmol) was added a solution of l-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 (5.60 mL, 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 Na2S04, filtered, and concentrated under reduced pressure to give crude l-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 1-Benzylpiperidine-4-carbonitrile 793383, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; NOVARTIS AG; CHEN, Zhuoliang; FORTANET, Jorge Farcia; JOUK, Andriana; KARKI, Rajesh; LAMARCHE, Matthew J.; LIU, Gang; PALERMO, Mark G.; PEREZ, Lawrence Blas; SARVER, Patrick James; SHULTZ, Michael David; SENDZIK, Martin; TOURE, Bakary-Barry; YU, Bing; (173 pag.)WO2016/203406; (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.53617-36-0,1-Methyl-4-(piperidin-4-yl)piperazine,as a common compound, the synthetic route is as follows.,53617-36-0

1k) tert.-butyl 7-methyl-5-{(R)-3-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-3-oxo-2-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyloxy]-propyl}-indazol-1-carboxylate A solution of 440 mg tert.-butyl 5-{(R)-2-carboxy-2-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carbonyloxy]-ethyl}-7-methyl-indazol-1-carboxylate, 256 mg (0.8 mmol) TBTU, 146 muL (1.0 mmol) triethylamine and 147 mg (0.8 mmol) 1-methyl-4-piperidin-4-yl-piperazine in 8 mL DMF was stirred for 2 h at RT. The reaction solution was filtered through an injection filter and purified directly by HPLC without any further working up. The fractions containing the product were combined, evaporated down i.vac., made alkaline with 15percent K2CO3 solution, extracted three times with 30 mL DCM, the combined organic phases were dried over Na2SO4 and the solvent was eliminated i. vac. Yield: 160 mg (28percent of theory) ESI-MS: (M+H)+=757 retention time (HPLC): 6.6 min (method A)

53617-36-0 1-Methyl-4-(piperidin-4-yl)piperazine 795707, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/256099; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem