Day: August 25, 2020

877399-50-3, tert-Butyl 4-(4-bromo-1H-pyrazol-1-yl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a (N2 bubbling) solution of the compound of Intermediate Example 5(c) (8 g, 24.2 mmol) in 1,4-dioxane (100 ml) were added 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-(1,3,2-dioxaborolane) (7.36 g, 29 mmol, 1.2 eq.), Pd(dppf)Cl2 (2 g, 2.42 mmol, 0.1 eq.) and potassium acetate (8 g, 82.4 mmol, 3.4 eq.) using the procedure of Intermediate Example 1(b). The solvent was distilled off and the residue was purified by column chromatography (60-120 silica gel, 10% ethyl acetate in hexane) to give the product in 59% yield (5.4 g). LC-MS (ESI): Calculated mass: 377.29; Observed mass: 378.3 [(M+H]’ (RT: 1.83 min).

877399-50-3 tert-Butyl 4-(4-bromo-1H-pyrazol-1-yl)piperidine-1-carboxylate 45480278, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Linnanen, Tero; Wohlfahrt, Gerd; Nanduri, Srinivas; Ujjinamatada, Ravi; Rajagopalan, Srinivasan; Mukherjee, Subhendu; US2015/11548; (2015); 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.142374-19-4,tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of methyl 2- (bis (2, 2, 2-trifluoroethoxy) phosphoryl) acetate (1.9 g, 6 mmol) and 18-crown-6 (3.96 g, 15 mmol) in dry THF (70 mL) at -78 was dropwise added KHMDS (15 mL, 7.5 mmol, 0.5 M in toluene) . After stirring at -78 for 0.5h, tert-butyl 4- (2-oxoethyl) piperidine-1-carboxylate (1.14 g, 5 mmol) in dry THF (5 mL) was added to the mixture at -78 and the resulting mixture stirred at rt for 0.5h. The reaction was quenched with saturated aqueous NH4Cl (100 mL) and extracted with DCM (100 mL¡Á3) . The combined organic layers was washed with brine (50 mL) , dried over anhydrous Na2SO4 and concentrated. The residue was purified by chromatography (silica gel: 300-400 mesh, PE/EtOAc 40/1 to 20/1) to afford (Z) -tert-butyl 4- (4-methoxy-4-oxobut-2-enyl) piperidine-1-carboxylate (1.1 g, 78) . LRMS m/z (M-100) 184.1 found, 184.1 required

142374-19-4 tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate 10353694, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; RUDD, Michael T.; MENG, Zhaoyang; WAI, Jenny; BENNETT, David Jonathan; BRNARDIC, Edward J.; LIVERTON, Nigel J.; STACHEL, Shawn J.; HAN, Yongxin; TEMPEST, Paul; ZHU, Jiuxiang; XU, Xuewang; (182 pag.)WO2018/68297; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

18650-39-0, Methyl (S)-piperidine-2-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[()-L-PYRIDIN-2-YLMETHYL-PIPERIDINE-2-CARBOXYLIC] acid methyl ester (2.25 g, 100percent) was obtained as described in Example 14 from [(59-METHYL] pipecolinate hydrochloride (1.68 g, 9.37 mmol) reacted with pyridine-2-carbaldehyde (1.0 g, 9.37 mmol) and sodium triacetoxyborohydride (2. 78 g, 13.1 mmol) in triethylamine (946 mg, 9.37 mmol) in dichloroethane (20 mL) at room [TEMPERATURE. LH NMR (CDC13), 6] (ppm): 8.53 (d, 1H), 7.65 (td, 1H), 7.49 (d, 1H), 7.14 (t, 1H), 3. 89 (d, 1H), 3.73 (s, 3H), 3.68 (d, 1H), 3.25 (dd, 1H), 2.97 (m, 1H), 2.25 (m, 1H), 1. 85 (m, 2H), 1.30-1. 76 (m, 4H).

18650-39-0 Methyl (S)-piperidine-2-carboxylate hydrochloride 13246232, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14902; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.161609-84-3,Benzyl 4-cyanopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure AF: Alkylation a to a nitrileA base such as LiHMDS, NaHMDS, KHMDS, LDA, NaH (1 to 5 equiv, preferably 1.5 equiv) is added to a nitrile compound in a suitable organic solvent such as THF, 1,4-dioxane, Et20, hexane, DMF, DMA (preferably THF) at about -78 C to rt (preferably about -78 C to 0 C) and stirred for 0.5 to 2 h (preferably about 1 h). An alkylating agent (1 to 5 equiv, preferably 1.5 equiv) is added and the mixture stirred for 30 min to 24 h (preferably about 16 h). To the mixture is is added an aqueous salt solution (preferably saturated NH4C1) and the mixture is extracted with a suitable organic solvent such as EtOAc, DCM, Et20 (preferably DCM). The organic layer is isolated and may be optionally washed in no particular order with water and/or aqueous solutions containing an acid (such as HC1, AcOH or NH4C1) and/or aqueous solutions containing a base (such as NaHC03, Na2C03, NaOH, KOH or NH4OH) and/or aqueous solutions containing an inorganic salt (such as NaCl Na2S03 or Na2S2C>3). The organic solution may then be optionally dried with a drying agent (such as anhydrous MgS04 or Na2S0 ), filtered and concentrated in vacuo to give the targeted compound. Alternatively, the residue obtained by concentration of the organic extracts may be purified by HPLC or column chromatography to provide the target compound.Illustration of General Procedure AF:Preparation No.AF.l: Benz l 4-cyano-4-methylpiperidine-l-carboxylateLiHMDS (47.6 mL, 47.6 mmol) was added dropwise via syringe to the mixture of benzyl 4- cyanopiperidine-l-carboxylate (8.00 g, 31.8 mmol, [Oakwood]) in THF (50 mL) at about -78 C and stirred for about 1 h. Mel (6.76 g, 47.6 mmol) was added dropwise via syringe at about -78 C and the mixture was stirred overnight at rt. The solution was cooled to 0 C and saturated aqueous NH4C1 (200 mL) was added. The mixture was extracted with DCM (3×300 mL). The combined organic extracts were dried over anhydrous Na2S04, filtered and concentrated in vacuo. The sample was deposited onto silica gel and purified by column chromatography eluting with 10: 1 pet ether/EtOAc to give benzyl 4-cyano-4-methylpiperidine-l-carboxylate (6.6 g, 74%): LC/MS (Table 2, Method i) Rt = 2.03 min; MS m/z: 259 (M+H)+.

161609-84-3 Benzyl 4-cyanopiperidine-1-carboxylate 22028286, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; ABBOTT LABORATORIES; CALDERWOOD, David, J.; WILSON, Noel, S.; COX, Philip; HOEMANN, Michael, Z.; CLAPHAM, Bruce; MULLEN, Kelly, D.; VASUDEVAN, Anil; VILLAMIL, Clara I; LI, Bin; SOMAL, Gagandeep; WO2012/48222; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

76444-51-4, 4-Bromo-1-methylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Taking 5-iodospiro[chroman-2,4′-piperidine]hydrochloride 10.0 mmol,Dissolved in 150ml of ethanol, adding 2N aqueous solution of cesium carbonate 20ml,Then add 10.0 mmol of 4-bromo-1-methylpiperidine dissolved in 50 ml of ethanol.The solution is stirred under reflux, and TCL monitors the progress of the reaction.After 5 hours, the reaction was completed; the solvent was evaporated to dryness under reduced pressure.Diluted with water and extracted with chloroform. The organic layer was dried, then evaporated. Separated 5-iodo-1′-(1-methyl-piperidin-4-yl)spiro[chroman-2,4′-piperidine]3.77 g, yield 88.4%.

76444-51-4 4-Bromo-1-methylpiperidine 11521361, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Mudanjiang Medical School; Dong Libin; Zhang Juan; Zhang Yu; Lin Shishan; Gao Chunmei; Wang Tongtong; (15 pag.)CN108752360; (2018); 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.475105-35-2,(S)-tert-butyl 2-(aminomethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 172 8-[(2,6-Difluorobenzyl)oxy]-2,6-dimethyl-N-[(2S)-piperidin-2-ylmethyl]imidazo[1,2-a]pyridine-3-carboxamide At RT, 53 mg (0.25 mmol, 1.1 equivalents) of tert-butyl (2S)-2-(aminomethyl)piperidin-1-carboxylate were added to 75 mg of 8-[(2,6-difluorobenzyl)oxy]-2,6-dimethylimidazo[1,2-a]-pyridine-3-carboxylic acid (Example 21A, 0.23 mmol, 1 equivalent), 90 mg of O-(7-azabenzotriazol-1-yl)-N,N,N’N’-tetramethyluronium hexafluorophosphate (HATU, 0.24 mmol, 1.05 equivalents) and 88 mg of N,N-diisopropylethylamine (0.12 ml, 0.68 mmol, 3 equivalents) in 1.4 ml of DMF, and the mixture was stirred at RT overnight. After the reaction had ended, the mixture was purified by preparative HPLC (method: RP18 column, mobile phase: acetonitrile/water gradient with addition of 0.1% TFA). The product fractions obtained were dissolved in dichloromethane and washed with saturated aqueous sodium bicarbonate solution. The aqueous phase was extracted twice with dichloromethane and the combined organic phases were dried over sodium sulphate, filtered, concentrated and lyophilized. This gave 66 mg (64% of theory; purity 95%) of the title compound. LC-MS (Method 2): Rt=0.65 min MS (ESpos): m/z=429.3 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=0.99-1.14 (m, 1H), 1.21-1.36 (m, 2H), 1.45-1.54 (m, 1H), 1.59-1.66 (m, 1H), 1.70-1.77 (m, 1H), 2.31 (s, 3H), 2.60-2.69 (m, 1H), 2.92-2.98 (m, 1H), 3.16-3.29 (m, 2H), 5.28 (s, 2H), 6.91 (s, 1H), 7.24 (t, 2H), 7.55-7.64 (m, 1H), 7.74 (t, 1H), 8.46 (s, 1H), [further signal hidden under solvent peaks].

As the paragraph descriping shows that 475105-35-2 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; FOLLMANN, Markus; HARTUNG, Ingo; BUCHGRABER, Philipp; JAUTELAT, Rolf; HAssFELD, Jorma; LINDNER, Niels; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; LI, Volkhart Min-Jian; BECKER, Eva-Maria; KNORR, Andreas; US2014/128372; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

252882-60-3, 1′-Boc-1,2-dihydro-2-oxo-spiro[3H-indole-3,4′-piperidine] is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate A (1g, 3.31 mmol) and N-brotnosuccinimide (0.618 g, 3.47 mmol) were dissolved in DMF (20 ml) and stirred at ambient temperetaure for 20h, and then combined with cold water (250mL). A white precipitate was collected by filtration, the solids rinsed with additional 100mL of water and dried in desiccator. Purification by a column chromatography using Biotage 40M, eluent: hexanes/ethyl acetate 0-60%/1.3 L provided the desired product, LCMS (Method B): 3.41mm, m/z (MNa)+ = 402.9/404.9.

252882-60-3 1′-Boc-1,2-dihydro-2-oxo-spiro[3H-indole-3,4′-piperidine] 21268375, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; MERCK & CO., INC.; WO2008/144266; (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.336191-17-4,tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate,as a common compound, the synthetic route is as follows.

Step-1: tert-Butyl 8-(5-(trifluoromethyl)pyrimidin-2-yl)-2,8-diazaspiro[4.5]decane-2-carboxylate Sodium t-butoxide (625 mg, 6.51 mmol, 3.0 eq.) was added to a stirred solution of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (600 mg, 2.17 mmol, 1.0 eq.) and 2-chloro-5-(trifluoromethyl)pyrimidine (391 mg, 2.17 mmol, 1.0 eq.) in toluene (15 ml) and the reaction mixture was degassed with nitrogen. BINAP (80 mg, 0.13 mmol, 0.06 eq.) and Pd(OAc)2 (10 mg, 0.04 mmol, 0.02 eq.) were added and the resulting mixture was heated at 120 C. for 16 h. The reaction mixture was filtered through celite and the filtrate was evaporated under reduced pressure to afford the crude product which was purified by column chromatography (silica gel; 0-1% MeOH/MC) to yield the pure desired product as a white solid. Yield: 41% (350 mg, 1.2 mmol).

The synthetic route of 336191-17-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gruenenthal GmbH; US2010/249095; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem