Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

Benzyl 4-oxopiperidine-l-carboxylate (5g, 21 mmol) in THF (50 ml) was cooled to 0C. Sodium hydride (1.1 g, 43 mmol), then iodomethane (3.0 ml, 47 mmol) was added slowly. Mixture was stirred at 0C for 2 hours, then slowly warm up to room temperature and stirred overnight. Saturated aq. NH4C1 solution was added and the product was extracted with EtOAc. The extract was washed with brine, dried over anhydrous sodium sulfate, and concentrated. The crude product thus obtained was purified by column chromatography on a 100 gram-size silica gel column, eluting with gradient EtOAc/hexane to afford the titled product as colorless oil.

19099-93-5, The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; LO, Michael Man-Chu; LIM, Yeon-Hee; STAMFORD, Andrew; KUANG, Rongze; TEMPEST, Paul; YU, Younong; HUANG, Xianhai; HENDERSON, Timothy J.; KIM, Jae-Hun; BOYCE, Christopher; TING, Pauline; ZHENG, Junying; METZGER, Edward; ZORN, Nicolas; XIAO, Dong; GALLO, Gioconda V.; WON, Walter; WU, Heping; WO2014/101373; (2014); 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.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

To the solution of 5-bromothiazole-2-carboxylic acid (scheme 8-33 compound S1, 458 mg, 2.2mmol) and tert-butyl (S)-3-(aminomethyl)piperidine-1-carboxylate (scheme 8-33 compound S2, 429 mg, 2.0mmol) in DCM (15.0 mL) at 0 C, HATU (912 mg, 2.4mmol) was added, followed by addition of DIEA (3.6mmol). The mixture was stirred for 1 h. The volatiles were evaporated under reduced pressure. The residue was diluted with ethyl acetate (60mL) and washed with saturated NaHCO3, water and brine. The organic solution was dried over MgSO4. The solution was filtered and the filtrate was concentrated. The remaining material was purified to afford 513 mg of title product. LC (method A): tR = 2.30 min. LC/MS (EI) m/z: [M + H]+ 404.06, 406.09.

140645-24-5, As the paragraph descriping shows that 140645-24-5 is playing an increasingly important role.

Reference：
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

19099-93-5, 1-Cbz-Piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

490 g of ammonium carbonate and 70 g of potassium cyanide were added to the reaction flask,700 mL of water and 700 mL of ethanol were added. Finally, 100 g of 1-benzyloxycarbonyl-4-piperidone was added, heated to 60 C, and reacted till the inorganic salt dissolves completely. After a period of time there will be a lot of crystals appear, reacted for 24 hours, and cooled to room temperature. The reaction solution was filtered off and the cake was washed with 1000 mL of water. The filter cake was then added to a 2000 mL mixture of ethanol and water (V ethanol: V = 4: 1), heated to 50C after slow cooling, followed by recrystallization to give 130 g of compound 5.

19099-93-5, The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Henan Normal University; Mao Longfei; Jia Shuhong; Li Wei; Wu Doucan; Dong Wenpei; Shen Jiaxuan; Jiang Tao; Xu Guiqing; Jiang Yuqin; (9 pag.)CN105017252; (2017); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

161975-39-9, tert-Butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(cyanomethyl)piperidine-1-carboxylate tert-Butyl 4-{[(methylsulfonyl)oxy]methyl}piperidine-1-carboxylate (15.3 g) was dissolved in ethanol (80 mL), water (20 mL) and sodium cyanide (4.0 g, 80 mmol) were added, and stirring was conducted at 80 C. for 24 hours. Ethanol was distilled off, water and ethyl acetate were added, and then the resultant mixture was subject to Celite filtration, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under a reduced pressure, and the obtained residue was purified by using silica gel column chromatography (hexane:ethyl acetate=3:1?2:1) to give tert-butyl 4-(cyanomethyl)piperidine-1-carboxylate (6.87 g, 77%, 3 steps) as a white solid. 1H-NMR (CDCl3) delta: 1.21-1.31 (2H, m), 1.46 (9H, s), 1.78-1.86 (3H, m), 2.31 (2H, d, J=6.4 Hz), 2.64-2.78 (2H, m), 4.07-4.21 (2H, m)., 161975-39-9

The synthetic route of 161975-39-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; KOWA CO., LTD.; Morimoto, Toshiharu; Koshizawa, Tomoaki; Watanabe, Gen; Ohgiya, Tadaaki; Yamasaki, Nao; Inoue, Noriyuki; US2013/102621; (2013); 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

Example 3 Alternative synthesis of (3R,37?,4 ‘S)-l’-(6-amino-5-fluoropyrimidin-4-yl)-3-((3-chloro-5- (trifluoromethyl) phenyl)amino)-2-oxo- [ 1 ,3 ‘-bipiperidine] -4 ‘-carboxamide. [0101] In addition to the methods described in Example 2, (3R,3’R,4’S)- -(6-amino-5- fluoropyrimidin-4-yl)-3-((3-chloro-5-(trifluoromethyl) phenyl)amino)-2-oxo-[ 1 ,3 ‘-bipiperidine] – 4’-carboxamide (compound 1-1) was also synthesized according to Scheme 6. Scheme 6 3-1 3-2 [0102] 1-tert- utyl 4-ethyl 3-oxopiperidine-l,4-dicarboxylate 3-2. To a solution of 3-1 (5.0 kg, 19.1 mol, 1.0 equiv) in EtOH (50 L) under N2 was added (Boc)20 (4.2 kg, 19.1 mol, 1.0 equiv), Et3N (1.9 kg, 19.1 mol, 1.0 equiv) and 10percent Pd(OH)2/C (250 g, 10percentw/w). After evacuated and refilled with hydrogenation three times, the mixture was stirred under 1 atm of hydrogen at 50 °C for 15 hr. LC-MS indicated completely consumption of 3-1. After the mixture was cooled to ambient temperature, the catalyst was filtered through a layer of celite and washed with EtOH (2.5 L). The filtrate was concentrated in vacuo to afford crude 3-2 (5.2 kg) as an oil, which was used in next step without further purification.

39514-19-7, 39514-19-7 Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate 419705, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian T.; CONLON, Patrick; CHAN, Timothy R.; JENKINS, Tracy J.; CAI, Xiongwei; HUMORA, Michael; SHI, Xianglin; MILLER, Ross A.; THOMPSON, Andrew; WO2013/185084; (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

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

534595-51-2, 1-Boc-4-(isopropylamino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 10; N-Isopropyl-N-piperidin-4-yl-3-trifluoromethylbenzenesulfonamide (19); [0258] NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 14 (10 g, 50 mmol, Aldrich), compound 15 (3 g, 52.5 mmol, Aldrich), molecular sieves (4A beads, 2Og, Aldrich) in DCE (200 ml) at 0 0C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2ml), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 16 as a colorless oil. Compound 17 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 16, TEA (10 ml) and DCM (10 ml) at room temperature. The resulting mixture was heated and stirred at 37 0C for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 ml), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 18 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 ml of 1,4-dioxane. HCl (10 ml, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 19 as HCl-salt, which was suspended in EtOAc, and neutralized with IN NaOH aq, concentrated and dried under vacuum to give compound 19 as colorless oil (5 g, yield 65%).

534595-51-2, The synthetic route of 534595-51-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; EURO-CELTIQUE S.A.; SHIONOGI & CO., LTD.; WO2007/118854; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4- r(E)-2-(4-nitrophenyl)ethenyl1piperidinium Chloride Step A: fert-Butyl 4-r(E)-2-(4-nitrophenyl)ethenyl1piperidine-l-carboxylate tert-Butyl 4-ethenylpiperidine- 1 -carboxylate (0.50 g, 2.4 mmol), tra/?s-dichlorobis(tri-o- tolylphosphine) palladium (II) (0.050 g, 0.064 mmol), l-bromo-4-nitrobenzene (0.57 g, 2.8 mmol), and triethylamine (1.6 mL, 12 mmol) were added to a microwave tube, diluted with DMF (2 mL) and degassed under a stream of nitrogen. The tube was sealed and heated in the microwave to 130 C for 30 min. The resulting mixture was diluted with diethyl ether and washed successively with saturated sodium bicarbonate, water (2x), 1 N hydrochloric acid, and brine, then dried (MgS04), filtered and concentrated. The resulting tert-butyl 4-[(E)-2-(4- nitrophenyl)ethenyl]piperidine-l -carboxylate was used directly in the next step. LC/MS: [(M+l)]+ = 333.

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

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; WO2013/39802; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

92926-63-1,92926-63-1, 6-Chloro-1,2-dihydro-2-oxospiro[4H-3,1-benzoxazin-4,4′-piperidine] is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 520 2-(5-{3-[6-chloro-1,2-dihydro-2-oxo-spiro[4H-3,1-benzoxazin-4,4′-piperidin]-1-yl]-propylidene}-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl)-propan-2-ol A solution of 6-chloro-1,2-dihydro-2-oxo-spiro[4H-3,1-benzoxazin-4,4′-piperidine] (Made by the procedure of Bock, et al. GB2,355,465, 0.25 g, 0.7 mmol) in isopropanol (5 mL) was treated with 2-[5-(3-Bromo-propylidene)-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl]-propan-2-ol (0.19 g, 0.50 mmol) and catalytic potassium iodide. The solution was stirred at 80 C. for 5 hr, and evaporated in vacuo. The residue was purified by reverse-phase preparative HPLC to yield 0.029 g (10%) of the title compound, 1H-NMR (CD3OD) delta: 1.50 (3H, s), 2.18 (2H, brs), 2.95-3.2 (6H, m), 5.30 (2H, brs), 6.18 (1H, t), 6.79 (1H, m), 6.92 (1H, m), 7.12 (1H, m), 7.38 (2H, m), 7.48 (2H, m), 7.81 (2H, m), 8.31 (1H, m), 8.55 (1H, d). ESI-MS m/z: 546 [M+1].

92926-63-1 6-Chloro-1,2-dihydro-2-oxospiro[4H-3,1-benzoxazin-4,4′-piperidine] 13116154, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Millennium Pharmaceuticals, Inc.; Kyowa Hakko Kirin Co., Ltd.; LULY, Jay R.; NAKASATO, Yoshisuke; OHSHIMA, Etsuo; HARRIMAN, Geraldine C.B.; CARSON, Kenneth G.; GHOSH, Shomir; ELDER, Amy M.; MATTIA, Karen M.; (190 pag.)US2016/31908; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

923565-91-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.923565-91-7,N-(3-Fluorophenyl)piperidin-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

Description 19: 1,1-Dimethylethyl (2S)-4-{[4-(2-{4-[(3-fluorophenyl)amino]-1-piperidinyl}-2-oxo- ethyl)phenyl]methyl}-2-methyl-1-piperazinecarboxylate (D19). A mixture of D18 (27.8g, 79.8mmol), /V-p^dimethylaminot°ropylJ-Lambda/1- ethylcarbodiimide hydrochloride (22.9g, 119.7mmol), 1-hydroxybenzotriazole hydrate (16.2g, 119.7mmol), triethylamine (45ml, 319.1mmol) and D56b hydrochloride salt (18.4g, 79.8mmol) in dry DMF (400ml) was stirred at room temperature overnight. The solvent was removed in vacuo and the residue re-dissolved in DCM (300ml), washed with 2M NaOH (2x200ml), water (200ml) and brine (200ml). All aqueous washings were combined and back extracted with DCM (2x100ml). The combined organics were dried and concentrated to give a solid which was purified by chromatography (silica pre-washed with 50% EtOAc/hexane). Elution with 70% EtOAc/hexane gave the title compound as a white solid (34.95g). deltaH (CDCI3, 400MHz) 7.28 (2H, d), 7.19 (2H, d), 7.07 (1 H, t), 6.23-6.40 (3H, m), 4.52 (1H, m), 4.17 (1 H, m), 3.78-3.88 (2H, m), 3.74 (2H, s), 3.60 (1 H, d), 3.40 (1 H, d), 3.43 (1 H, m), 3.38 (1 H, d), 3.06-3.17 (2H1 m), 2.89 (1H, m), 2.74 (1 H, m), 2.57 (1H, m), 1.94- EPO 2.13 (4H, m), 1.45 (9H1 s), 1.32 (1 H, m), 1.21 (3H, d), 1.09 (1H, m). MS (ES) MH+ 525.

The synthetic route of 923565-91-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2007/12479; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem