Heterocyclic Building Blocks-piperidine

24666-55-5, Benzyl (2,6-dioxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-N-benzyloxycarbonylamino-2,6-dioxopiperidine 40 g (0.153 mol) was sequentially added to the hydrogenation vessel.10% Pd/C 4g, methanol 2L, 2mol/L hydrochloric acid 1.5L, a certain H2 pressure, kept at 25 C for 5 h, filtered after pressure relief, the filtrate was evaporated to dryness, and then 500 ml of methanol was added.After stirring for 0.5 h, it was filtered to give a white solid.The yield was 90.5%., 24666-55-5

As the paragraph descriping shows that 24666-55-5 is playing an increasingly important role.

Reference：
Patent; Shijiazhuang Duen Pharmaceutical Technology Co., Ltd.; Fang Yu; Du Yumin; (8 pag.)CN109776493; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

108612-54-0, tert-Butyl methyl(piperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 : 1 -Methylethyl 4-[{[(1 ,1 -dimethylethyl)oxy]carbonyl}(methyl)amino]-1- piperidinecarboxylate (192)To a stirred solution of 1 ,1-dimethylethyl methyl(4-piperidinyl)carbamate (500 mg, 2.33 mmol) and Et3N (0.65 ml_, 4.66 mmol) in CH2CI2 (23 ml.) was added isopropylchloroformate (1.0 M in toluene, 2.6 ml_, 2.57 mmol) dropwise via an addition funnel at RT. The reaction mixture was stirred at RT for 17 hours, then washed with water (1 x 15 ml_), dried over MgSO4, filtered, and concentrated under reduced pressure to give 608 mg (87%) of the title product 192 as a colorless oil. 1H NMR (400 MHz, CDCI3): delta 4.88 (septuplet, J = 6.4 Hz, 1 H), 4.28 – 4.16 (m, 3 H), 2.77 – 2.71 (m, 2 H), 2.68 (s, 3 H), 1.62 – 1.57 (m, 2 H), 1.55 – 1.50 (m, 2 H), 1.44 (s, 9 H), 1.21 (d, J = 6.4 Hz, 6 H).

108612-54-0, 108612-54-0 tert-Butyl methyl(piperidin-4-yl)carbamate 2756806, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/8895; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

39514-19-7, Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 1 -benzyl-3-oxo-piperidine-4-carboxylic acid ethyl ester (1 1 .31 g, 38 mmol), di-t-butyl dicarbonate (8.78 g, 40.2 mmol), Et3N (5.4 ml_, 38.7 mmol) and Pd(OH)2 on carbon (20percent on dry basis-Pearlman’s catalyst) (1 .3 g) were taken into EtOH (1 10 ml_). The mixture was hydrogenated at 60 psi for 24 h in a Parr bottle. The catalyst was removed by filtration and the filtrate was concentrated to dryness to tan solid. Crude residue was shaken well with hexane (100 ml_) and filtered. The filtrate was concentrated to yield the title compound (9.70 g, 94.25percent). MS (ESI) mass calcd. for Ci3H2i NO5, 271 .32; 1H NMR (400 MHz, CDCI3) 4.24 (q, J = 7.1 , 2H), 4.03 (s br, 2H), 3.49 (t, J = 5.6, 2H), 2.32 (m, 3H), 1 .47 (s, 9H), 1 .31 (t, J = 7.1 , 3H).

39514-19-7, The synthetic route of 39514-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
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Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.125224-43-3,((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol,as a common compound, the synthetic route is as follows.

To a mixture of [(3S,4R)-4-(4-fluorophenyl)piperidine-3-yl]methanol (3.0 g, 14 mmol), sodium carbonate (6.1 g, 57 mmol), dichloromethane (40 mL) and water (40 mL) was added di-tert-butyl Bicarbonate (3.8 g, 17 mmol) under ice cooling, followed by stirring at the same temperature for 30 minutes. The reaction mixture was added to a mixed solution of dichloromethane and water, and the organic layer was separated. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate_heptane=1:1) to give the title compound (4.0 g, 90% yield). 1H-NMR Spectrum (CDCl3) delta (ppm): 1.49 (9H, s), 1.61-1.71 (1H, m), 1.75-1.85 (2H, m), 2.51-2.56 (1H, m), 2.71 (1H, dd, J=11.3, 13.2 Hz), 2.78 (1H, br s), 3.24-3.29 (1H, m), 3.42-3.46 (1H, m), 4.20 (1H, br s), 4.36 (1H, d, J=11.7 Hz), 6.97-7.03 (2H, m), 7.13-7.18 (2H, m).

125224-43-3, 125224-43-3 ((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol 9855829, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; EISAI R&D MANAGEMENT CO., LTD.; Tanaka, Keigo; Nishioka, Tomoki; US2013/197033; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

221874-51-7, (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 1 L sealed tube, to a solution of (i?)-tert-butyl (2-oxopiperidin-3-yl)carbamate (23 g, 110 mmol) in 1,4-dioxane (300 mL) was added 1,4-dibromobenzene (28 g, 120 mmol), potassium phosphate tribasic (34 g, 160 mmol), cuprous iodide (8.2 g, 43 mmol), Nu,Nu’- dimethylethylenediamine (4.7 ml, 43 mmol). The reaction mixture was purged with Argon for 10-15 minutes and then heated to 60 C for overnight. The reaction mixture was diluted with ethyl acetate (250 mL) and washed with brine solution (200 mL). The organic layer was dried over Na2S04 and concentrated to produce the crude product. The crude compound was purified through 330 gm Silica column and was eluted with ethylacetate:pet-ether (40:60) to achieve off white solids of tert-butyl (l-(4- bromophenyl)-2-oxopiperidin-3-yl)carbamate (20 gm). Chiral SFC analysis of the purified product showed -10% epimerization. The compound was then purified via SFC to afford Intermeidate la (15 gm, 40 mmol, 38% yield) as a white solid. MS(ESI) m/z: 369.0/371.0 (M+H). NMR (400 MHz, CDCh): delta ppm 7.48 (d, J= 4.8 Hz, 2H), 7.11 (d, J= 4.8 Hz, 2H), 5.48 (br-s, 1H), 4.25-4.18 (m, 1H), 3.70-3.62 (m, 2H), 2.60-2.52 (m, 1H), 2.08-1.95 (m, 2H), 1.74-1.64 (m, 1H), 1.43 (s, 9H). [a]D25 (c = 0.1, MeOH): +30.0. Chiral Purity (SFC): 99.9%, retention time = 4.15 min (time of Peak-01 (0.105%) = 3.03 min & Retention time of Peak-02 (99.9%) = 4.15 min; Co-Solvent: 0.2%DEA in (0236) Methanol; Column: Whelk-01 ( R,R )(250 X 4.6)mm 5u; Column Temperature: 24.5; Total Flow: 3; C02 Flow Rate: 1.8; Co-Solvent Flow Rate: 1.2; Co-Solvent% 40; Back Pressure 100.) (0237) Preparative SFC Conditions: Column/dimensions: Whelk(R,R) (250 X 30) mm, 5u; (0238) C02%: 70%; Co-solvent%: 30% of (0.2% DEA in methanol); Total Flow: 120 g /min; Back Pressure: 100 bar; Temperature: 30C; UV: 240 nm. Retention time of Peak-01 = 3.20 min & Retention time of Peak-02 = 4.60 min;, 221874-51-7

221874-51-7 (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate 45092193, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; WURTZ, Nicholas R.; SHIRUDE, Pravin Sudhakar; VIET, Andrew Quoc; (144 pag.)WO2018/227065; (2018); A1;,
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Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.915226-44-7,1-N-Boc-3-(R)-Cyanopiperidine,as a common compound, the synthetic route is as follows.,915226-44-7

2(C) (R)-3-(N-Hydroxycarbamimidoyl)-piperidine-1-carboxylic acid tert-butyl ester A solution of (R)-3-cyano-piperidine-1-carboxylic acid tert-butyl ester (457 g, 2.18 mmol) and aqueous hydroxylamine (50% in water, 0.534 mL, 8.72 mmol) in ethanol (10 mL) was refluxed for 2 h. The solvent was evaporated under reduced pressure to afford the title compound that was used for the next step without further purification. Yield: 80%; LCMS (RT): 2.71 min (Method A); MS (ES+) gave m/z: 244.0.

As the paragraph descriping shows that 915226-44-7 is playing an increasingly important role.

Reference：
Patent; NIKEM RESEARCH SRL; ADDEX PHARMA SA; US2009/215822; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3518-83-0, N-Ethyl-4-hydroxypiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-ethyl piperidin-4-ol(200 mg1.55 mmol) was added to dry THF (10 mL) and the mixture was cooled to 0oC, then NaH (60%, 124 mg3.1 mmol) was added slowly. The mixture was stirred at 0oC for 0.5 h and then 2,5-dichloropyrodazine(231 mg1.55 mmol) was added and stirred overnight. The reaction was quenched with iced water and extracted with DCM, the organic layer was washed with brine, dried and concentrated to afford compound 12(330 mg, white solid).LC-MS: 242.1(M+H).

3518-83-0, The synthetic route of 3518-83-0 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Fu, Yan; Tang, Shuai; Su, Yi; Lan, Xiaojing; Ye, Yan; Zha, Chuantao; Li, Lei; Cao, Jianhua; Chen, Yi; Jiang, Lei; Huang, Ying; Ding, Jian; Geng, Meiyu; Huang, Min; Wan, Huixin; Bioorganic and Medicinal Chemistry Letters; vol. 27; 23; (2017); p. 5332 – 5336;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 100-mL 3-necked round-bottom flask was placed N,N-dimethylformamide (10 mL), N-[(1R,3r,5S)-8-azabicyclo[3.2.1]octan-3-yl]-2-methyl-3-oxo-3,4-dihydro-2H- benzo[b][1,4]oxazine-6-carboxamide (250 mg, 0.79 mmol, 1.00 equiv), and TEA (231 mg, 3.00 equiv). This was followed by the addition of a solution of benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (657 mg, 1.98 mmol, 2.50 equiv) in 2 ml N,N-dimethylformamide which was added dropwise with stirring at -20oC. The resulting solution was stirred for 30 min at -20oC. The mixture was allowed to react, with stirring, for an additional 15 h at room temperature. The mixture was diluted with 50 mL of EA and washed with 2×20 mL of water and 2×20 mL of brine. The organic phase was dried over anhydrous sodium sulfate and filtered. The residue was chromatographed on a silica gel column with dichloromethane/methanol (20:1). This resulted in 60 mg (12%) of benzyl 4-[[(1R,3r,5S)-3-(2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6- carboxamido)-8-azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1-carboxylate as a white solid

1211587-42-6, 1211587-42-6 Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate 50988934, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); 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.220394-97-8,1-Boc-4-(Cbz-amino)piperidine,as a common compound, the synthetic route is as follows.

Benzyloxycarboxamide-tert-butyl piperidine-1-carboxylate (0.334 g, 1 mmol),Was dissolved in 5 mL of chloroform, TFA (3.42 g, 30 mmol) was dropped at room temperature,The reaction was stirred for 1h, the excess TFA was distilled off under reduced pressure,Add DIEA (0.258g, 2mmol), cyclopentanone 1mL, sodium triacetoxyborohydride (0.636g, 3mmol), the reaction at room temperature for 1h, add a small amount of water quenched reaction, saturated sodium bicarbonate to adjust pH = 6 ~ 7, The mixture was extracted with dichloromethane and dried over anhydrous sodium sulfate. After concentration, the residue was subjected to column chromatography to obtain 0.314 g of a white solid in a yield of 104%., 220394-97-8

The synthetic route of 220394-97-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Jin Jing; Zhu Lina; Zhang Chongjing; (85 pag.)CN102250075; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

89895-06-7, 1-(Piperidin-4-yl)ethanone hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

89895-06-7, Step 1: methyl 2-(4-bromophenyl)acetate (200 mg, 0.87 mmol) was dissolved in dry toluene (10 mL). The mixture was purged with nitrogen. 4-Acetyl-piperidine hydrochloride (286 mg, 1 .75 mmol), Pd2(dba)3 (40 mg, 0.044 mmol), XPhos (42 mg, 0.088 mmol) and Cs2003 (710 mg, 2.19 mmol) were added and themixture was heated to 90C for 16h. The solution was cooled to rt and filtered through a pad of Celite and the filtrate was concentrated to dryness. The crude material was purified by column chromatography eluting with heptane and a gradient of heptane/EtOAc from [100:0] to [20:80]. The product fractions were combined and the solution was concentrated to dryness to afford methyl 2-[4-(4- acetylpiperidin-1-yl)phenyl]acetate (226 mg, 94%) as colourless oil.

The synthetic route of 89895-06-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (82 pag.)WO2018/138354; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem