Tag: M.W:200-300

62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,62718-31-4

Intermediate B-3 ferf-butyl ((4-isobutylpiperidin-4-yl)methyl)carbamate Step a: To solution of LHMDS (1 M in THF, 16.45 mL, 16.45 mmol) was added a solution of l-benzylpiperidine-4-carbonitrile (1.50 g, 7.49 mmol) in THF (37.4 mL) at – 78 C. The resulting yellow solution was stirred for 1 h at -78 C. 1 -Iodo-2-methylpropane (5.60 mL, 48.7 mmol) was added and the reaction mixture was allowed to warm up to RT and stirring was continued for 3 days. Saturated aq. NH4C1 (-30 mL) was added at 0 C and the mixture was extracted with EtOAc. The organic phase was washed with water (50 mL) and brine (50 mL). Each aq. layer was extracted with EtOAc and the combined organic phases were dried over Na2S04, filtered, and concentrated under reduced pressure to give crude l-benzyl-4- isobutylpiperidine-4-carbonitrile (2.54 g) as a yellow oil, which was directly used without further purification. MS m/z 257.3 (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; FORTANET, Jorge Farcia; JOUK, Andriana; KARKI, Rajesh; LAMARCHE, Matthew J.; LIU, Gang; PALERMO, Mark G.; PEREZ, Lawrence Blas; SARVER, Patrick James; SHULTZ, Michael David; SENDZIK, Martin; TOURE, Bakary-Barry; YU, Bing; (173 pag.)WO2016/203406; (2016); 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.7006-50-0,4-(Methylamino)-1-benzylpiperidine,as a common compound, the synthetic route is as follows.

7006-50-0, To a solution of the 1H-indazole-5-carboxylic acid (281 mg, 1.73 mmol) obtained in Reference Example 1 in N,N-dimethylformamide (10 ml) were added 1-benzyl-N-methylpiperidin-4-amine (390 mg, 1.91 mmol), triethylamine (0.29 ml, 2.08 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)-carbodiimide monohydrochloride (499 mg, 2.60 mmol) and hydroxybenzotriazole (281 mg, 2.08 mmol), and the resulting mixture was stirred overnight at room temperature. An aqueous sodium hydrogencarbonate solution was added to the reaction solution, followed by extraction with chloroform, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/ethyl acetate ? chloroform/methanol) to obtain N-(1-benzylpiperidin-4-yl)-N-methyl-1H-indazole-5-carboxamide (502 mg, 83%).1H-NMR (DMSO-d6) delta; 1.61 (2H, m), 1.78 (2H, m), 2.83 (5H, m), 3.39 (2H, s), 7.29 (6H, m), 7.57 (1H, d, J=8.5Hz), 7.78 (1H, s), 8.12 (1H, s), 13.22 (1H, s).

As the paragraph descriping shows that 7006-50-0 is playing an increasingly important role.

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1403255; (2004); 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

Step 2: benzyl 7′-chloro-2′-oxo-1′,2′-dihydrospiro[piperidine-4,4′-pyrido[2,3d]-[1,3]oxazine]-1-carboxylate Under a nitrogen atmosphere 26 mL (173.39 mmol) N,N,N,N-tetramethylenethylene-diamine in 180 mL THF were cooled to -20 C. and within 10 min 70 mL (175 mmol) of a 2.5 molar butyllithium solution were added. After 30 minutes’ stirring the reaction mixture was cooled to -78 C. and at this temperature 17.84 g (78.00 mmol) tert-butyl (6-chloro-pyridin-2-yl)-carbamate in 120 mL THF were added dropwise within 20 min. The reaction mixture was stirred for 2.5 h at -78 C. and then combined with 27.22 g (116.70 mmol) Z-piperidone in 60 mL THF within 10 min. After a further hour’s stirring at -78 C. the reaction mixture was first of all heated to RT and then stirred for 18 h at 40 C. Then the reaction mixture was decomposed by the dropwise addition of 150 mL saturated sodium hydrogen carbonate solution. Then the reaction mixture was extracted several times extracted with DCM. The combined organic phases were washed with water, dried and evaporated down. The residue was triturated with PE/EtOAc 1/1, the precipitate formed was suction filtered, washed with PE/ETOAc 1/1 and dried.Yield: 16.40 g (54% of theoretical)ESI-MS: m/z=388 (M+H)+ Rt(HPLC): 1.57 min (method C), 19099-93-5

19099-93-5 1-Cbz-Piperidin-4-one 643496, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/149698; (2012); 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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

885279-92-5, EXAMPLE 18; N-(4-aminobiphenyl-3-yl)-4-(1,8-diazaspiro[4.5]dec-8-ylcarbonyl)benzamide; To a solution of stirring terephthaloyl chloride (50 mg, 0.246 mmol) in 3 mL dichloromethane was added tert-butyl (3-aminobiphenyl-4-yl)carbamate (70 mg, 0.246 mmol) slowly over a period of 10 minutes, followed by the addition of diisopropylethylamine (43 muL, 0.246 mmol). The reaction mixture was allowed to stir for 30 min. at room temperature. Tert-butyl 1,8-diazaspiro[4,5]decane-1-carboxylate (59 mg, 0.246 mmol) was then added, followed by the addition of diisopropylethylamine (43 muL, 0.246 mmol). The reaction mixture was allowed to stir for 1 hour at room temperature. The reaction mixture became cloudy. Argonaut MP-Carbonate scavenging resin (255 mg, 0.738 mmol) was then added and stirred overnight at room temperature. The mixture was then fully dissolved by adding 3 mL dimethylformamide, filtered from scavenging resin, and concentrated. Added dichloromethane (1 mL) and stirred to form suspension, then treated with trifluoroacetic acid (1 mL). The reaction mixture was concentrated after 2 hours of stirring at room temperature and the crude residue was purified by reverse-phase chromatography (5-75-95% acetonitrile/water with 0.1% formic acid). The appropriate fractions were combined and lyophilized. MS (ESI+): cal’d [M+H]+455.2, obs’d 455.1.

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Berk, Scott C.; Close, Joshua; Hamblett, Christopher; Heidebrecht, Richard W.; Kattar, Solomon D.; Kliman, Laura T.; Mampreian, Dawn M.; Methot, Joey L.; Miller, Thomas; Sloman, David L.; Stanton, Matthew G.; Tempest, Paul; Zabierek, Anna A.; US2007/117824; (2007); 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

n-Butyllithium is added dropwise to a solution at -20 C. of N,N,N’,N’-tetramethylethylenediamine in tetrahydrofuran. After stirring for thirty minutes, the mixture is cooled to -78 C. and a solution of (6-chloro-pyridin-2-yl)-tert-butyl carbamate in tetrahydrofuran is added. The reaction is maintained at -50 C. for two hours and then a solution of 4-oxo-piperidine-1-benzyl carboxylate in tetrahydrofuran is added dropwise. The reaction mixture is brought back to room temperature slowly and then heated at 40 C. for 18 hours. The reaction mixture is hydrolysed with a saturated aqueous solution of sodium hydrogen carbonate and then diluted with dichloromethane. The product is extracted with dichloromethane, the organic phases are combined, washed once with water and then dried over magnesium sulphate, filtered and concentrated under vacuum. The crude product is chromatographed on silica gel eluted with a heptane/ethyl acetate mixture, 70/30 and then 50/50. 7′-chloro-2′-oxo-1′,2′-dihydro-1H-spiro[piperidine-4,4′-pyrido[2,3-d][1,3]oxazine]-1-benzyl carboxylate is obtained in the form of a yellow solid.

19099-93-5, As the paragraph descriping shows that 19099-93-5 is playing an increasingly important role.

Reference：
Patent; GALDERMA RESEARCH & DEVELOPMENT; Fournier, Jean-Francois; Clary, Laurence; Thoreau, Etienne; (164 pag.)US2018/50992; (2018); 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

A mixture of 3-brornophenol (1.2 g, 1.0 equiv), N-Boc-4-vinyipiperidine (2.2 g, 1.5 equiv), Pd(OAc)2 (125 mg. 0.08 equiv), and P(o-toi)s (507 mg, 024 equiv) in CFI3CN- Et3N (1:1, 16 mL) was heated at 98 C for 16 h in a sealed vial. After cooling to room temperature, the volatiles were removed in vacuo. To the residue, DCM was added, washed with water, brine, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography on silica gel with MeOH/DCM (0-5%) as an eluent to give 2.0 g (95%) of intermediate M as a yellow oil.

180307-56-6, 180307-56-6 tert-Butyl 4-vinylpiperidine-1-carboxylate 10910832, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ATHENEX, INC.; SMOLINSKI, Michael P.; URGAONKAR, Sameer; CLEMENTS, James Lindsay; HANGAUER, David G., JR.; (149 pag.)WO2018/170225; (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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

EXAMPLE 7 N-[2-Amino-5-(2-thienyl)phenyl]-6-(1,8-diazaspiro[4.5]dec-8-yl)nicotinamide A mixture of tert-butyl [2-{[(6-chloropyridin-3-yl)carbonyl]amino}-4-(2-thienyl)phenyl]carbamate (200 mg, 0.47 mmol) and tert-butyl 1,8-diazaspiro[4.5]decane-1-carboxylate (200 mg, 0.83 mmol) in 5 mL of DMSO was treated with Et3N (0.104 mL) and stirred at 90 C. for 12 h. The reaction mixture was partitioned between EtOAc and saturated NaHCO3, the organic layer was dried (MgSO4), filtered and concentrated. Finally, the residue was dissolved in 1:1 TFA/CH2Cl2, stirred for 1 h and concentrated. Reverse-phase chromatography (10-100% MeCN/water with 0.05% TFA) followed by neutralization with EtOAc/sat’d NaHCO3 extraction and drying (MgSO4) gave the target spirocyclic compound: 1H NMR (600 MHz, DMSO-d6): delta 9.48 (s, 1 H), 8.72 (d, J=1.8, Hz, 1 H), 8.05 (dd, J=8.4, 1.8 Hz, 1 H), 7.42 (d, J=1.8 Hz, 1 H), 7.33 (d, J=5.4 Hz, 1 H), 7.26 (dd, J=8.4, 2.4 Hz, 1 H), 7.21 (d, J=3 Hz, 1 H), 7.02 (t, J=4.2 Hz, 1 H), 6.91 (d, J=9.6, 1 H), 6.77 (d, J=9.0, 1 H), 5.10 (s, 2 H), 3.80 (br m, 2 H), 3.57 (br m, 2 H), 2.96 (br m, 2 H), 1.79 (br m, 2 H), 1.58 (br m, 4 H); MS (ESI+): cal’d [M+H]+ 434.2, obs’d 434.2., 885279-92-5

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

Reference：
Patent; Berk, Scott C.; Close, Joshua; Hamblett, Christopher; Heidebrecht, Richard W.; Kattar, Solomon D.; Kliman, Laura T.; Mampreian, Dawn M.; Methot, Joey L.; Miller, Thomas; Sloman, David L.; Stanton, Matthew G.; Tempest, Paul; Zabierek, Anna A.; US2007/117824; (2007); 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.

HATU (294 mg, 0.8 mmol) was added to the mixture of 6-methyl-7-oxo-6,7-dihydro- 1 H- pyrrolo[2,3-c]pyridine-4-carboxylic acid (Intermediate C) (135 mg, 0.7 mmol), tert-butyl 4- (aminomefhyl)-4-methylpiperidine-l-carboxylate (160 mg, 0.7 mmol), and diisopropylethylamine (181 mg, 1.4 mmol) in DMF (3 mL). After addition, the reaction mixture was stirred at room temperature for 2 h, at which time LCMS indicated that the reaction had gone to completion. The mixture was quenched by addition of water (5 mL) and extracted with ethyl acetate (2 x 10 mL). The combined organic extracts were washed with brine, dried over sodium sulfate and concentrated under reduced pressure to give the crude title compound (275 mg, 94% yield) as light brown oil. This crude material was used directly in the next step. LCMS M/Z (M+H) 402.9., 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; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; BELLON, Steven, F.; BURDICK, Daniel, J.; COTE, Alexandre; CRAWFORD, Terry; DAKIN, Les, A.; HSIAO-WEI TSUI, Vickie; HEWITT, Michael, Charles; LEBLANC, Yves; MAGNUSON, Steven, R.; NASVESCHUK, Christopher, G.; ROMERO, F., Anthony; TANG, Yong; TAYLOR, Alexander, M.; WANG, Shumei; (251 pag.)WO2016/77375; (2016); 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.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

To 5-fluoro-2-nitroanisole (1.0 kg, 5.84 mol, 1 equivalent) and3-Benzyl-3,9-diaza-spiro [5.5] undecane (1.70 kg, 5.57 mol, 0.95 equivalent)After adding N, N-diisopropylethylamine (1.13 kg, 8.77 mol, 1.55 equivalents) to a solution of N-methylpyrrolidone (4 L), the reaction solution was stirred at 100 C for 4 hours.TLC (dichloromethane: methanol = 6: 1, Rf = 0.5) showed that the reaction was complete. After the reaction solution was cooled to room temperature, water (16L) was slowly added to the reaction solution, and a large amount of solids precipitated. The suspension was stirred for 1 hour and then filtered. The filter cake was added to ethanol (5L), and refluxed for 1 hour.After cooling to room temperature, it was filtered. After the filter cake was re-slurried with ethanol (5L) under reflux,It was then filtered and the filter cake was dried to give the product (1.92 kg, 83% yield) as a yellow solid.

189333-49-1, The synthetic route of 189333-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Qilu Pharmaceutical Co., Ltd.; Lin Dong; Zhou Guangqiang; Li Shubin; Wang Xin; Zhang Zhantao; Liu Zhen; Wang Xinsheng; (30 pag.)CN110407877; (2019); 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.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.,72551-53-2

A mixture of ethyl 1-benzylpiperidine-3-carboxylate (9) (5.1 g,20.62 mmol, 1 eq.) and hydrazine monohydrate (10 mL, 10 eq.) inethanol (10 mL) was stirred overnight under reflux. After cooling,the solvent and excess of hydrazine were removed under reducedpressure to afford compound 10 as colorless oil in yield of 99%; 1HNMR (400 MHz, CDCl3) delta 9.00 (s br, 1H, NH), 7.32e7.17 (m, 5H, Ar-H), 3.79 (s br, 2H, NH2), 3.47 (d, J 12.4 Hz, 1H, CHa-Ph), 3.38 (d,J 12.4 Hz, 1H, CHb-Ph), 2.62 (m, 2H, piperidin-H), 2.45 (m, 1H,piperidin-H), 2.23 (m, 2H, piperidin-H), 1.87 (m, 1H, piperidin-H),1.72-1.48 (m, 3H, piperidin-H); 13C NMR (100 MHz, CDCl3)delta 175.4, 137.3, 129.2, 128.4, 127.4, 63.4, 54.4, 53.7, 40.8, 26.7, 22.7;HRESI-MS m/z calcd. for [M+H]+ C13H20N3O: 234.1601, found:234.1604.

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Abdelrahman, Mostafa H.; Youssif, Bahaa G.M.; abdelgawad, Mohamed A.; Abdelazeem, Ahmed H.; Ibrahim, Hussein M.; Moustafa, Abd El Ghany A.; Treamblu, Laurent; Bukhari, Syed Nasir Abbas; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 972 – 985;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem