Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62718-31-4,1-Benzylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

62718-31-4, Step a: To a solution of N,N-diisopropylamine(14.0 mE, 97.5 mmol) in THF (100 mE) was added (at -78 C. and under N2) n-butyllithium (1.6 M in hexane; 59.0 mE, 94.25 mmol) dropwise. The resulting mixture was stirred for30 mm at RT. 1-benzyl piperidine-4-carbonitrile (6.5 g, 32.5 mmol) in THF (50 mE) was added at -78 C. After stirring for 30 mm at this temperature, n-propyl iodide (20.5 mE, 211.3 mmol) was added. The resulting mixture was stirred at-78 C. for 1 h. The mixture was quenched by addition of saturated aqueous ammonium chloride solution and it was extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2504, filtered and concentrated to obtain 1 -benzyl-4-propylpiperidine-4-carbonitrile (6.0 g, 24.8 mmol). This compound was used without further purification. MS mlz 243 (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; Dore, Michael; Fortanet, Jorge Garcia; Karki, Rajesh; Kato, Mitsunori; LaMarche, Matthew J.; Perez, Lawrence Blas; Williams, Sarah; Sendzik, Martin; (63 pag.)US2017/1975; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

109384-19-2, tert-Butyl 4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of tert-butyl 4-hydroxypiperidine- 1 -carboxylate (5 g, 24.84 mmol, 1.00 equiv) and HC1 (saturated solution in 30 mL of 1 ,4-dioxane) was stirred for 2 h at room temperature. The resulting mixture was concentrated under vacuum to afford the title compound (3.4 g, 99percent) as an off- white solid.

109384-19-2, The synthetic route of 109384-19-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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-aminopiperidine-2,6-dione [Show Image] 7.86 g of benzyl 2,6-dioxopiperidin-3-yl carbamate were dissolved in 30 mL of THF and 30 mL of methanol. 0.786 g of 10% Pd/C were added to the above solution. The reaction mixture was allowed to react under a flow of hydrogen at room temperature for 2h, filtered to remove the catalyst, and evaporated to dryness to remove the solvent. A light blue solid (3.818 g) was obtained., 24666-55-5

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

Reference：
Patent; Tian Jin Hemay Bio-Tech Co., Ltd.; EP1964842; (2008); 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.190906-92-4,tert-Butyl 2-methyl-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Resolve racemic 2-methyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester (15.0 g) using a CHIRALPAK ADTM (4.6 x 250nm) column, eluting with absolute ethanol at a flow rate of 1.0 ML/MINUTE (UV=220nm) to obtain isomer 1 (5.28 g, 35%) and isomer 2 (5.01 g, 33%). 1H NMR (CDCl3) : 4.7 (m, 1H), 4.2 (m, 1H), 3.3 (m, 1H), 2.7 (m, 1H), 2.5 (m, 1H), 2.3 (m, 1H), 2.2 (m, 1H), 1.5 (s, 9H), 1.2 (d, 3H); identical for both isomers.

190906-92-4, 190906-92-4 tert-Butyl 2-methyl-4-oxopiperidine-1-carboxylate 12992764, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ELI LILLY AND COMPANY; WO2004/94380; (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.280774-03-0,(1-Isopropylpiperidin-4-yl)methanol,as a common compound, the synthetic route is as follows.

A microwave vial was charged with l-(6-methoxy-5-methylpyridin-3-yl)-4,5,7,8-tetrahydro-lH- oxepino[4,5-c]pyrazol-3-ol (51 mg, 0.185 mmol), (1 -isop ropyl p i per id i n-4-yl)methanol (68 mg, 0.411 mmol) and 2-(tributylphosphoranylidene)acetonitrile (0.143 ml_, 0.547 mmol). The vial was sealed and degassed with nitrogen. Anhydrous toluene (2.5 mL) was added to the reaction mixture which was then heated in a microwave at 120 C for 1 h. The reaction mixture was treated with further (1- isopropylpiperidin-4-yl)methanol (50 mg, 0.302 mmol) and 2-(tributylphosphoranylidene)acetonitrile (0.143 mL, 0.547 mmol) and the reaction mixture was heated at 120 C for 1 h. The reaction mixture was concentrated under a stream of nitrogen and the residue was taken up in water (5 mL) and partitioned with EtOAc (5 mL). The aqueous layer was extracted with further EtOAc (3 x 5 mL) and the combined organic layer wsa passed through a hydrophobic frit and concentrated under reduced pressure. The crude product was purified by MDAP (Method A) to give the title compound (15 mg, 17%). LCMS (Method A) : Rt = 0.66 min, MH+ = 415. 1H NMR (400 MHz, MeOD) delta ppm 8.56 (br. s., 1H), 7.95 (br. s., 1H), 7.51 (br. s., 1H), 4.09 (d, J=5 Hz, 2H), 3.99 (s, 3H), 3.80 (dt, J=15, 5 Hz, 4H), 3.50-3.32 (m, 3H), 2.98 (t, J=12 Hz, 2H), 2.81 (t, J=4 Hz, 2H), 2.74-2.60 (m, 3H), 2.23 (s, 3H), 2.07 (d, J=14 Hz, 2H), 1.81-1.59 (m, 2H), 1.33 (d, J=6 Hz, 6H), 280774-03-0

As the paragraph descriping shows that 280774-03-0 is playing an increasingly important role.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BAXTER, Andrew; BERTRAND, Sophie Marie; CAMPBELL, Matthew; DOWN, Kenneth David; HAFFNER, Curt Dale; HAMBLIN, Julie Nicole; HENLEY, Zoe Alicia; MILLER, William Henry; TALBOT, Eric Philippe Andre; TAYLOR, Jonathan Andrew; (325 pag.)WO2018/192864; (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.912368-73-1,(S)-tert-Butyl 3-(methylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl (3S)-3-(methylamino)piperidine-1-carboxylate 17a (1.0 g, 4.7 mmol) in THF (30 mL), indole-2-carboxylic acid (1.1 g, 7.0 mmol) and 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.3 g, 7.0 mmol) were added. The mixture was stirred at room temperature for 14 h. Ethyl acetate was added to the mixture. The solution was washed with saturated aqueous sodium hydrogen carbonate, water, and brine, dried over anhydrous sodium sulfate salt, and concentrated under reduced pressure. The residue was subjected to column chromatography using silica gel (60 g) and eluted with 20-60% ethyl acetate in hexane to obtain the title compound 18a (1.5 g, 92%) as an amorphous compound. 1H-NMR (400 MHz, CDCl3) delta: 9.32 (1H, br s), 7.67 (1H, d, J = 8.2 Hz), 7.43 (1H, d, J = 8.2 Hz), 7.30 (1H, t, J = 7.7 Hz), 7.15 (1H, t, J = 7.7 Hz), 6.86 (1H, s), 5.39-5.31 (1H, m), 3.75-3.55 (2H, m), 3.48-3.20 (5H, m), 2.28-2.02 (4H, m), 1.48 (9H, s) ;13C NMR (100 MHz, DMSO-d6) delta: 162.94, 153.92, 135.79, 130.14, 126.88, 123.23, 121.21, 119.69, 112.05, 104.17, 78.91, 59.69, 43.64, 42.67, 27.97, 27.43, 24.42; HRMS (Positive ESI) m/z 358.2141 (358.2125 calcd for C20H27N3O3 + H); EA Anal. calcd for C20H27N3O3. C,67.20; H, 7.61; N, 11.76. Found: C, 67.03; H, 7.69; N, 11.36; []D20 : -64.15 (c=1.004, CHCl3)., 912368-73-1

The synthetic route of 912368-73-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Arita, Tsuyoshi; Asano, Masayoshi; Kubota, Kazufumi; Domon, Yuki; Machinaga, Nobuo; Shimada, Kousei; Bioorganic and Medicinal Chemistry Letters; vol. 29; 23; (2019);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

236406-22-7, 1-Boc-4-(Aminomethyl)-4-methylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 6. Synthesis of 4-benzyloxycarbonylaminomethyl-1-{(2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylacetyl}-4-methylpiperidine The title compound was prepared by a method similar to Step 3 for Example 1, using 4-benzyloxycarbonylaminomethyl-4-methylpiperidine., 236406-22-7

236406-22-7 1-Boc-4-(Aminomethyl)-4-methylpiperidine 23282898, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Banyu Pharmaceutical Co Ltd; US6140333; (2000); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

177948-02-6, tert-Butyl N-[(4-hydroxypiperidin-4-yl)methyl]carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1- [ (1, L-DIMETHYLETHOXYCARBONYL) AMINO]-PIPERIDINE-4-CARBOXYLIC acid (6g, 26. 16mmol, leq. ), from stepl, was dissolved in methanol (150ml) and cesium carbonate (4.26g, 13. 08mmol, 0. 5eq.) was added. The mixture was stirred at room temperature for 2h, the the solvent was removed under reduced pressure. The crude was dissolved in DMF (100ML) and benzylbromide (5.37g, 31.39mmol, 1. 2eq. ) was added dropwise. The mixture was stirred overnight at room temperature and poured in water (300ml), extracted with Ethyl Acetate (900ML) The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure to give a white solid. Yield 95%, 7G. Analytical data: H NMR (DMSO-d6) 7.3 (5H m); 5.1 (2H, s); 3.85 (2H, d); 2.8 (2H, br); 2.65 (1H, t); 1.8 (2H, d) ; 1.4 (llH, m).

177948-02-6, 177948-02-6 tert-Butyl N-[(4-hydroxypiperidin-4-yl)methyl]carbamate 10868112, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CEPHALON, INC.; SEDE SECONDARIA DELLA CELL THERAPEUTICS, INC.; WO2005/21558; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

53617-36-0, 1-Methyl-4-(piperidin-4-yl)piperazine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Example 54) N-(2-Fluoro-4-{[2-({[4-(4-methylpiperazin-1-yl)piperidin-1-yl]carbonyl}amino)pyridin-4-yl]oxy}phenyl)-N’-phenylcyclopropane-1,1-dicarboxamide To a solution of [4-(3-fluoro-4-{[1-(phenylcarbamoyl)cyclopropanecarbonyl]amino}phenoxy)pyridin-2-yl]-N-(phenoxycarbonyl)carbamic acid phenyl ester (100 mg) in N,N-dimethylformamide (2.0 ml) was added 1-methyl-4-(piperidin-4-yl)piperazine (114 mg) at room temperature, followed by stirring for 5 hr. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with a saturated aqueous solution of ammonium chloride and brine in this order, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent; ethyl acetate, then ethyl acetate:methanol = 95:5). Fractions containing the target compound were concentrated under reduced pressure. A solid was precipitated by addition of diethyl ether to the resultant residue. The solid was collected by filtration. The solid was dried under aeration to provide the titled compound as white powder (28.3 mg, 30 percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 1.40-2.00 (9H, m), 2.29 (3H, s), 2.35-2.70 (8H, m), 2.89 (2H, m), 4.05-4.15 (2H, m), 6.53 (1H, dd, J = 2.4, 5.6 Hz), 6.90-6.95 (2H, m), 7.15 (1H, m), 7.24 (1H, brs), 7.33-7.40 (2H, m), 7.50-7.55 (2H, m), 7.63 (1H, d, J = 2.4 Hz), 8.05 (1H, d, J = 5.6 Hz), 8.22 (1H, m), 8.94 (1H, brs), 9.09 (1H, brs). ESI-MS (m/z): 638 [M+Na]+.

53617-36-0, The synthetic route of 53617-36-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eisai R&D Management Co., Ltd.; EP1889836; (2008); 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: A mixture of 0.208 g. (0.002 mol) of malonic acid and 0.166 g.(0.001 mol) of 4-substituted benzaldehyde Ia-g and (5 mL) of pyridinewas prepared. Malonic acid is dissolved by shaking andwarming on a steam bath. Catalytic amount of piperidine was thenadded and the mixture was heated at 80-85 C for 1 h. After whichthe mixture was heated under reflux (109-115 C) for an additional3 h. The reaction mixture was then cooled and poured intocold water. The mixture was then acidified by slow addition of concentratedhydrochloric acid with stirring. The formed light crystalswere separated by filtration and washed 4 times with cold water.The crude acid was dissolved in a solution of 5% sodium hydroxide.The resulting solution was filtered, diluted with an additionalwater, and acidified by adding concentrated hydrochloric acid.The formed solid was filtered and washed with cold water. Thesolid was further purified by using methanol as the solvent of crystallizationto yield titled compounds IIIa-g.(E)-3-(4-(Piperidin-1-yl)phenyl) acrylic acid IIIc (E) Yield 87% as reddish purple solid, mp 110 C. IR: (U max, cm-1): 1594 (C=C), 1755 (C=O, COOH), 2928-3420 (OH, COOH). 1H NMR (400 MHz)(DMSO) delta: 1.54 (m, H, piperidine H3, H4, H5), 3.39 (t, 4H, piperidine H2, H6), 6.47 (d, 1H, CH=CH-COOH, J = 16 Hz), 7.01 (d, 2H, aromatic H3, H5, J = 8.8 Hz), 7.50 (d, 1H, CH=CH-COOH, J = 15.8 Hz), 7.65 (d, 2H, aromatic H2, H6, J = 8.8 Hz). MS: m/z (%): 231 (M+, 77%), 232 (M++1, 58%) and base peak at 209 (100%). Anal. Calcd for C14H17NO2: C, 72.70; H, 7.41; N, 6.06. Found: C, 72.84; H, 7.48; N, 6.19., 10338-57-5

10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Abdel-Atty, Mona M.; Farag, Nahla A.; Kassab, Shaymaa E.; Serya, Rabah A.T.; Abouzid, Khaled A.M.; Bioorganic Chemistry; vol. 57; (2014); p. 65 – 82;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem