Heterocyclic Building Blocks-piperidine

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

A mixture of tert-butyl 4-{[(benzyloxy)carbonyl]amino}piperidine-1-carboxylate obtained in Example 1a (13.1 g, 39.2 mmol), a 5 N aqueous hydrochloric acid solution (40 ml, 200 mmol) and methanol (40 ml) was stirred at mom temperature for 23 hours. A 5 N aqueous sodium hydroxide solution (40 ml) was added to the reaction mixture under ice-cooling. Water and the solvent were distilled off from the reaction mixture while the mixture was azeotropically distilled with ethanol. Ethanol was added to the residue, the insoluble matter was removed by filtration, and the filtrate was concentrated to give the title compound (9.10 g, yield 99.1%). 1H-NMR (400 MHz, CDCl3) delta ppm; 1.31-1.42 (2H, m), 1.92-2.04 (2H, br), 2.70 (2H, d, J=12 Hz), 3.10 (2H, d, J=12 Hz), 3.56-3.68 (1H, br), 4.72-4.81 (1H, br), 5.09 (2H, s), 7.26-7.40 (5H, m).

220394-97-8, 220394-97-8 1-Boc-4-(Cbz-amino)piperidine 1514305, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; EISAI R&D MANAGEMENT CO., LTD.; YOSHIDA, Ichiro; OKABE, Tadashi; MATSUMOTO, Yasunobu; WATANABE, Nobuhisa; ONIZAWA, Yuji; OHASHI, Yoshiaki; HARADA, Hitoshi; US2013/65925; (2013); A1;,
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Piperidine | C5H11N – PubChem

23499-01-6, 1-(4-Nitrophenyl)piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 6 1-(4-Nitrophenyl)-4-piperidone was reacted in a similar manner to Example 2 with N-benzyl-N-methylamine and then with fumaric acid. 4-(N-benzyl-N-methylamino)-1-(4-nitrophenyl)piperidine fumarate was obtained. Melting point 183 C.

23499-01-6, As the paragraph descriping shows that 23499-01-6 is playing an increasingly important role.

Reference：
Patent; BASF Aktiengesellschaft; US5260318; (1993); 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

A suspension of METHYL-PIPERIDIN-4-YL-CARBAMIC acid tert-butyl ester (3.57 g, 16.7 MMOL), NAHCO3 (6.7 g, 79 MMOL), Nal (1.5 g, 10 MMOL) and 1- (2-chloro-ethyl)-3- (2, 6-DIMETHYL-PYRIDIN-4-YL)-UREA (Example D1, 2.14 g 9.4 MMOL) in THF (30 mL) is stirred at 50°C for 14 days. The mixture is quenched with NA2CO3 (50 mL) and extracted with CH2CI2 (5 X 50 mL). The organic extracts are washed with sat. aq. NA2CO3 (30 mL), dried (NA2SO4), filtered and evaporated. The residue is purified by FC to provide the title compound., 108612-54-0

The synthetic route of 108612-54-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2005/30209; (2005); 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.923009-50-1,tert-Butyl 1-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate,as a common compound, the synthetic route is as follows.

923009-50-1, Preparation 45: tert-butyl 2-[bis(4-fluorophenyl)methyl]-1-oxo-2,7-diazaspiro[4,5]decane-7-carboxylate (P45)To a solution of ferf-butyl l-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate (p44, 150 mg, 0.589 mmol) in dry DM F (2 mL) was added NaH (60 % dispersion in mineral oil, 28.27 mg, 0.7 mmol) followed by addition of l-[chloro(4-fluorophenyl)methyl]-4-fluorobenzene (0.121 m L, 0.648 mmol). The mixture was heated at 100 C overnight, then cooled down to RT and the solvent was removed under vacuum. The residue was dissolved in ethyl acetate and washed with water. Organic phase was dried and concentrated under reduced pressure. Crude material was purified by FC on silica gel (eluent: Cy to Cy/EA to 70/30) affording ferf-butyl 2-[bis(4-fluorophenyl)methyl]-l-oxo-2,7-diazaspiro[4.5]decane-7- carboxylate (p45, 80 mg, y= 30%) as white solid.MS (ES) (m/z): 457.2 [M+H]+.

As the paragraph descriping shows that 923009-50-1 is playing an increasingly important role.

Reference：
Patent; SHIRE INTERNATIONAL GMBH; SEMERARO, Teresa; TARSI, Luca; MICHELI, Fabrizio; LUKER, Tim; CREMONESI, Susanna; (122 pag.)WO2016/42451; (2016); A1;,
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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.

[0171] To a flask added 5-bromo-4-fluoro-2-benzofuran-1(3H)-one (0.10 g, 0.43 mmol) palladium(II)acetate (0.097 g,0.043 mmol), triethylamine (0.12 mL, 0.88 mmol) and tent-butyl 4-ethyenylpiperidine-1-carboxylate (0.27 g, 1.2 mmol);the resulting mixture was then dissolved in DMF (15 mL) and heated in an oil bath at 130 C for 2 h. The flask was cooledto room temperature, diluted with EtOAc and washed with saturated sodium bicarbonate and water, then dried (Na2SO4),filtered and adsorbed into silica gel. MPLC (hexanes/EtOAc = 1/1) purification provided tert-butyl 4-[(E)-2-(4-fluoro-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethenyl]piperidine-1-carboxylate. LC/MS: [(M+2)]+ =233., 180307-56-6

As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109384-19-2,tert-Butyl 4-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Fluorobenzonitrile (3. 0G) was dissolved in THF (50ML) and then N-tert-butoxy-carbonyl- 4-piperidinol (4.98g) was added. Potassium hexamethyldisilazide (20% wt solution in THF, 24.62g) was then added dropwise and the reaction stirred at rt for 2h. The reaction mixture was then evaporated to a minimum, redissolved in EtOAc (100 ML) and washed with aqueous 1N HCI (2X100 ML), saturated sodium bicarbonate solution (2X100M1) and brine (100 ML). The organic layer was dried (MGS04) and then purified by chromatography [silica gel, step gradient 0-60% EtOAc/Hexane]. Fractions containing the required product were evaporated to give the title compound (D29) as a clear oil which crystallised on standing (6. 83G).1 H NMR delta (CDCI3) : 7.59 (2H, d, J=7. 50HZ), 6.95 (2H, d, J=7. 50HZ), 4.44 (1 H, m), 3.70 (2H, m), 3.38 (2H, m), 1.91 (2H, m), 1.77 (2H, m), 1.47 (9H, s)., 109384-19-2

109384-19-2 tert-Butyl 4-hydroxypiperidine-1-carboxylate 643502, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXO GROUP LIMITED; WO2004/37800; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

495414-81-8,495414-81-8, 1-tert-Butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(Cyanomethyl)piperidine-1,4-dicarboxylic acid O1-terf-butyl O4-ethyl ester (1.80 g, 6.07 mmol) and ammonia water (2.00 mL) were dissolved in methanol (40.00 mL), then added with Raney nickel (1.80 g) in nitrogen atmosphere. The reaction system was vacuumed, displaced with nitrogen gas three times and with hydrogen gas three times. The reaction mixture was stirred under hydrogen atmosphere (50 psi) at 60 C for 15 hours. TLC showed that new products appeared and the raw materials were completely consumed. The reaction solution was filtered with methanol (20 mL), concentrated, added with water (20 mL) and extracted with ethyl acetate (25 mL) three times. The combined organic phases were dried over anhydrous sodium sulfate (1 g) and concentrated to give compound 8C. 1HNMR (400MHz, deuterated chloroform) delta = 6.01 (br s, 1H), 3.99 (br s, 2H), 3.35 (t, J=6.8 Hz, 2H), 2.99 (br t, J=11.3 Hz, 2H), 2.13 – 2.01 (m, 2H), 1.91 – 1.79 (m, 2H), 1.46 (s, 11H).

The synthetic route of 495414-81-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Medshine Discovery Inc.; LIU, Xile; DING, Charles Z.; CHEN, Shuhui; WU, Lingyun; HU, Lihong; WAN, Haiwen; (118 pag.)EP3567030; (2019); 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 (5.7 g, 105.6 mmol) and potassium cyanide (6.9 mg, 105.6 mmol) in water (155 mL) was added 1-benzyl-4-piperidone (5 g, 26.4 mmol) and the mixture was stirred for 6 days. It was cooled to 0 C. and pH was adjusted to 11 by adding K2CO3. The reaction mixture was extracted with ethyl acetate three times. The combined organic layer was dried over MgSO4, filtered and evaporated to give the oil (5 g), which was a mixture of the desired aminonitrile, cyanohydrin and starting ketone. The crude mixture was used in next step without further purification. 1H NMR (400 MHz, CDCl3) delta 7.36-7.25 (m, 5H), 2.77-2.74 (m, 2H), 2.48-2.31 (m, 4H), 2.13-2.08 (m, 2H), 1.81-1.74 (m, 2H).

3612-20-2, As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; Cumbre Inc.; US2005/277633; (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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Appropriate benzaldehyde (10 mmol) was dissolved in ethanol(20 mL). Sodium metabisulfite (15 mmol) in 5 mL water was addedin portion over 5 min. The reaction mixture was stirred at roomtemperature for 1 h and subsequently stirred at 4?C overnight.The precipitate formed was filtered and dried to afford sodiumbisulfite adducts (55-90%)., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Yoon, Yeong Keng; Ali, Mohamed Ashraf; Wei, Ang Chee; Choon, Tan Soo; Khaw, Kooi-Yeong; Murugaiyah, Vikneswaran; Osman, Hasnah; Masand, Vijay H.; Bioorganic Chemistry; vol. 49; (2013); p. 33 – 39;,
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.,61995-20-8

To a solution of PPh3CH3Br (230 g, 0.64 mol) in THF (0.8 L) is added a solution of n- BuLi (240 mL, 0.6 mol) at 0C under N2. The mixture is stirred at 0C for 1 h then R-7 (100 g, 0.43 mol) in THF (0.8 L) is added to the reaction mixture at 0C. The mixture is allowed to warm to ambient temperature, stirred for 1 h, then poured into H20 and extracted with EtOAc. The organic layers are washed with brine, dried with Na2S04, concentrated and purified by flash chromatography (Si02, Hep to 25%EtOAc in Hep) to give compound R-8 (45 g, 45%). To a solution of R-8 (20.0 g, 86 mmol) in 1,4-dioxane (200 mL) is added Zn-Cu (33.2 g, 259 mmol) at rt under N2. Trichloroacetyl chloride (31.4 g, 173 mmol) in 1,4-dioxane (200 mL) is added. The mixture is allowed to warm to rt and stirred for 2 days. The mixture is treated with aqueous NaHCC>3 and extracted with EtOAc. The organic layers are washed with brine, dried with Na2S04, concentrated and purified by flash chromatography (Si02, Hep to 25 EtOAc in Hep) to give R-9 (11 g, 34%).

As the paragraph descriping shows that 61995-20-8 is playing an increasingly important role.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg; BERRY, Angela; BOSANAC, Todd; BURKE, Michael, J.; DISALVO, Darren; MAO, Can; MAO, Wang; SHEN, Yue; WO2015/116485; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem