Day: February 28, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.358789-72-7,4-((1-Methylpiperidin-4-yl)oxy)aniline,as a common compound, the synthetic route is as follows.

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

As the paragraph descriping shows that 358789-72-7 is playing an increasingly important role.

Reference：
Patent; ALLERGAN, INC.; Hull, III, Clarence E.; Malone, Thomas C.; US2013/237538; (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.236406-22-7,1-Boc-4-(Aminomethyl)-4-methylpiperidine,as a common compound, the synthetic route is as follows.

Step 4. Synthesis of 4-benzyloxycarbonylaminomethyl-1-t-butoxycarbonyl-4-methylpiperidine To 6 ml of a tetrahydrofuran solution of 4-aminomethyl-1-t-butoxycarbonyl-4-methylpiperidine, obtained by Step 3, 1 ml of diisopropylehtylamine and 0.3 ml of benzyloxycarbonyl chloride were added successively, followed by stirring for 1 hour at the same temperature. The reaction mixture was diluted with ethyl acetate, washed successively with water and brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and 324 mg of the crude title compound was obtained by purifying the resulting residue by silica gel column chromatography (eluding solvent: hexane/ethyl acetate=5/1~2/1)., 236406-22-7

The synthetic route of 236406-22-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Banyu Pharmaceutical Co Ltd; US6140333; (2000); A;,
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

Example 9 4- (1-Benzyl-piperidin-4-yloxy)-benzamide Step 1 4- (4-Cyano-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester Add a solution of N-Boc-4-hydroxypiperidine (3.0 g, 14.9 mmol) in DMF (5 mL) to a suspension of sodium hydride (894 mg, 22.4 mmol) in DMF (17 mL). Stir the reaction mixture while heating at 50C for 45 min. Then add a solution of 4-fluoro- benzonitrile (2.16 g, 17.9 mmol) in DMF (5 mL). Stir and heat at 50C for 2h. Let cool to room temperature and quench with water (0.5 mL). Evaporate DMF. Redissolved the resulting residue in EtOAc/hexanes (2/1,20 mL) and wash with water (3×15 mL). Dry the organic layer over magnesium sulfate, filter and concentrate. Purify by chromatography (EtOAc/hexanes 20% and EtOAc/hexanes 10%) to yield the title compound (2.32 g, 52%).

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

Reference：
Patent; ELI LILLY AND COMPANY; WO2005/61442; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1445-73-4, 1-Methyl-4-piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 Preparation of 1-methyl-4-methylaminopiperidine A mixture of 1-methyl-4-piperidone (20 g, 0.18 mol) in methanol:tetrahydrofuran (100 mL, 1:1) and methyl amine (2 M in tetrahydrofuran, 3 mole excess) was placed in a Parr shaker with 5% Pd/C and hydrogenated for two hours at 60 psi and 70 C. The catalyst was filtered and the filtrate concentrated on the rotary evaporator. The crude material was distilled at 44-45 C. at 0.3 mm Hg to give 20 g (87%) of 1-methyl-4-methylaminopiperidine. Anal. Calc’d for C7H16N2: C, 65.57; H, 12.58; N, 21.85. Found: C, 65.49; H, 12.44; N: 21,49.

1445-73-4, As the paragraph descriping shows that 1445-73-4 is playing an increasingly important role.

Reference：
Patent; G. D. Searle & Company; US6423713; (2002); B1;; ; Patent; G.D. Searle & Company; US6514977; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

63921-23-3, 1-Phenylpiperidin-4-amine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

This example illustrates the preparation of (1-benzyl-piperidin-4-yl)-carbamic acid 2-[7-(4-fluoro-phenoxy)-2,5-dioxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl]-3-methyl-butyl ester. Alcohol 63 was obtained according to steps a-e described in Example 21. Alcohol 63 (0.11 g, 0.3 mmol) in DCM (1 mL) was treated with p-nitrophenylchloroformate (0.12 g, 0.6 mmol.) and 4-methylmorpholine (0.12 g, 1.2 mmol) for 3 h at 0 C., then the reaction was quenched with sodium bicarbonate and extracted with EtOAc. The organic layer was washed with sodium bicarbonate and brine, dried and concentrated to yield 0.15 g carbonate 69, which was allowed to react with 4-amino-1-benylpiperidine to yield the title compound.

63921-23-3, As the paragraph descriping shows that 63921-23-3 is playing an increasingly important role.

Reference：
Patent; Amgen Inc.; US2006/199796; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl 4-[(2-methoxyethyl)amino]piperid me-i -carboxylate (300 mg, 1 .16 mmol) wasdissolved in THF (10 mL) and treated with N-methyl-2-pyrrolidinone (344 mg, 3.48 mmol) andtriethylamine (0.7 mL, 4.65 mmol). The reaction mixture was stirred at 70 C for 1 h, then Intermediate 108, 2,2,2-trifluoroethyl trifluoromethanesulfonate (297 mg, 1.28 mmol) was added dropwise at 25 C. The resulting reaction mixture was stirred at 70 C for 16 h. The solvents were removed in vacuo and the reaction mixture was partitioned between H20 (120mL) and EtOAc (100 mL). The aqueous layer was further extracted with EtOAc (2 x 100 mL), and the combined organic layers were dried (Na2SO4). The solvent was removed in vacuo and residue was purified by column chromatography (Normal neutral activated alumina, at 10 % to20 % EtOAc in hexane) to give tert-butyl 4-[(2-methoxyethyl)(2,2,2-trifluoroethyl)amino]piperidine-1-carboxylate (180 mg, 46 %) as a gum. LCMS (Method I): mlz 341 (M+H) (ES), at 5.31 mi UV active., 710972-40-0

710972-40-0 tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate 43652134, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; HEPTARES THERAPEUTICS LIMITED; BROWN, Giles Albert; CONGREVE, Miles Stuart; PICKWORTH, Mark; TEHAN, Benjamin Gerald; (117 pag.)WO2017/21730; (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.191732-76-0,5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione,as a common compound, the synthetic route is as follows.

In a 4 mL glass vial, a mixture of 5-amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3- dione (30 mg, 0.110 mmol, 1 equiv) and acetyl chloride (26 muL, 0.220 mmol, 2 equiv) in THF (1.8 mL, 0.1 M) was heated to reflux overnight. The reaction mixture was filtered, and the filter cake was washed with Et2O to give the title compound as a white solid (27 mg, 47%), that was used without further purification.1H NMR (500 MHz, DMSO-d6) delta 11.11 (s, 1H), 10.63 (s, 1H), 8.24 (d, J = 1.5 Hz, 1H), 7.91- 7.83 (m, 2H), 5.11 (dd, J = 12.8, 5.4 Hz, 1H), 2.88 (ddd, J = 17.0, 13.8, 5.4 Hz, 1H), 2.63- 2.46 (m, 2H), 2.13 (s, 3H), 2.09- 2.00 (m, 1H); MS (ESI) calcd for C15H14N3O5 [M+H]+ 316.09, found 316.23., 191732-76-0

As the paragraph descriping shows that 191732-76-0 is playing an increasingly important role.

Reference：
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BUCKLEY, Dennis; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BRADNER, James; ROBERTS, Justin; BEHNAM, Nabet; (544 pag.)WO2018/148443; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

14813-01-5, 1-Benzylpiperidin-3-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

14813-01-5, To a mixture of 0.50 g (2.62 mmol) of rac-2 and 1 ml of dry pyridine 0.57 ml (3.50 mmol) of butanoic anhydride was added at 0 C under nitrogen. The resulting mixture was stirred over night at room temperature. The reaction mixture was diluted with dichloromethane and then extracted with a saturated sodium carbonate solution (2 x 4 ml) and with 4 ml of a saturated sodium chloride solution. The organic phase was dried with sodium sulfate and then concentrated at reduced pressure to give 0.65 g (2.49 mmol) of rac-5 as a pale yellow oil (95% yield). 1H NMR (300 MHz,CDCl3, d ppm): 0.98 (t, 3H, J = 5.9 Hz); 1.43-1.45 (m, 1H); 1.63-1.90 (m, 3H); 2.31-2.40 (m, 4H); 2.46 (m, 2H), 2.67-2.83 (m,2H); 3.58-3.64 (m, 2H); 4.85-4.89 (m, 1H); 7.22-7.31 (m, 5H); TLC Rf = 0.60.

14813-01-5 1-Benzylpiperidin-3-ol 85773, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Tofani, Giorgio; Petri, Antonella; Piccolo, Oreste; Tetrahedron Asymmetry; vol. 26; 12-13; (2015); p. 638 – 643;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Formaldehyde solution (27.25 g, 335.75 mmol, 25.00 mL, 37% purity), Sodium triacetoxyborohydride (17.52 g, 82.66 mmol) and glacial acetic acid (7.45 g, 123.99 mmol, 7.10 mL) were added separately into the compound I2-A (10.10 g, 41.33 mmol) in methanol (150.00 mL) solution, and was stirred at 20-25C for 2 hours, the solvent was concentrated, 10% NaOH solution was used to adjust the pH to around 8, then extracted by dichloromethane 800 mL (150 mL ×6), the organic phase was washed by saturated brine 300 mL, dried over anhydrous sodium sulfate, then filtered and concentrated to give the compound 32-A. MS m/z: 259.1[M+H]+, 189333-49-1

Big data shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (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.50607-30-2,Piperidine-2,4-dione,as a common compound, the synthetic route is as follows.,50607-30-2

[0239] 2,4-piperidinedione (1.0g, 8.84mmol) was dissolved in MeOH. NaBH4 (0.5g, 13.26mmol) was added at 0°C,stirred at 0°C for 30min, and the reaction mixture was then placed at room temperature and stirred for 1h. TLC (DCM/Me-OH) was employed to monitor the reaction. After the reaction completed, it was quenched by adding water and dried byspinning. Column chromatography afforded white solid powder 0.8g, yield 80.0percent.[0240] 1H NMR (400 MHz, DMSO-d6) delta 7.52-7.28 (s, 1H), 5.06-4.78 (d, J = 3.5 Hz, 1H), 4.03-3.78 (dp, J = 7.2,3.9,3.3Hz, 1H),3.28-3.14 (m, 1H),3.09-2.91 (dtt, J = 7.4, 5.2, 2.2 Hz, 1H), 2.42-2.25 (dd, J = 17.1,4.7 Hz, 1H), 2.13-1.93 (dd, J= 17.1, 6.1 Hz, 1H), 1.83-1.66 (ddt, J = 12.7, 7.9,3.6 Hz, 1H), 1.69-1.47 (dt, J = 13.2, 6.4 Hz, 1H).MS(ESI)m/z :[(M+1)+,117.1],

The synthetic route of 50607-30-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Zhe Jiang Jutai Pharmaceutical Co., Ltd; YANG, Yushe; XUE, Tao; DING, Shi; GUO, Bin; EP2947085; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem