Month: March 2022

1158759-06-8, tert-Butyl 3-amino-3-methylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 50-mL round-bottom flask, was placed 2-chloro-N-methylpyrimidin-4- amine (200 mg, 1.39 mmol, 1 equiv), tert-butyl 3-amino-3-methylpiperidine-l -carboxylate (357 mg, 1.67 mmol, 1.20 equiv), trifluoroacetic acid (791 mg, 7.00 mmol, 5.02 equiv), IPA (4 mL). The resulting solution was stirred for 16 h at 90 C in an oil bath. The crude product was purified by Prep-HPLC C NH4HCO3. This resulted in 52.4 mg (17%) N4-methyl-N2-(3- methylpiperidin-3-yl)pyrimidine-2,4-diamine as a light yellow solid., 1158759-06-8

As the paragraph descriping shows that 1158759-06-8 is playing an increasingly important role.

Reference：
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (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.1172500-91-2,4-Benzenesulfonylpiperidine Hydrochloride,as a common compound, the synthetic route is as follows.

A solution of JV-(7-chloro-2-methylpyrazolo[l ,5-alpha]pyrimidin-5-yl)-4-(2- hydroxypropan-2-yl)benzamide (2F, 86 mg, 0.25 mmol), 4-(phenylsulfonyl)piperidine hydrochloride (145 mg, 0.50 mmol), and JV,jV-diisopropylethylamine (116 mg, 0.90 mmol) in DMF (1.0 mL) was stirred at 100 0C for 2h. After cooling to room temperature, the mixture was diluted with a few drops of DMSO and methanol, and was then purified by preparatory HPLC (40-55% MeCN/H2O gradient + 0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a white solid (97.2 mg, 73%). 1H NMR (DMSO-d6) delta: 10.90 (s, IH), 7.99 (d, J = 8.8 Hz, 2H), 7.89 – 7.95 (m, 2H), 7.78 – 7.85 (m, IH), 7.68 – 7.76 (m, 2H), 7.60 (d, 2H), 7.28 (s, IH), 6.18 (s, IH), 4.53 (d, J = 12.6 Hz, 2H), 3.69 (tt, J = 11.8, 3.7 Hz, IH), 3.00 – 3.11 (m, 2H), 2.37 (s, 3H), 2.04 (d, J = 10.9 Hz, 2H), 1.75 (qd, J = 12.3, 3.8 Hz, 2H), 1.45 (s, 6H); ESI-MS: m/z 534.2 (M+H)+., 1172500-91-2

As the paragraph descriping shows that 1172500-91-2 is playing an increasingly important role.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/123986; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

25137-01-3, (R)-Ethyl piperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 10 (R)-1-(4-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-2-butyn-1-yl)-3-piperidinecarboxylic Acid A solution containing 5-propargyl-10,11-dihydro-5H-dibenzo[b,f]azepine (2.45 g, 10.5 mmol, prepared similarly as described in U.S. Pat. No. 3,354,178 (1967)), (R)-3-piperidinecarboxylic acid ethyl ester (1.7 g, 10.8 mmol), paraformaldehyde (0.65 g) and a trace of cuprous chloride in dioxane (25 ml) was heated at reflux temperature for 5 h and left standing overnight. The mixture was filtered and the solvent evaporated. The remaining oil was purified by column chromatography on silica gel (40 g) using chloroform as eluent, affording 3.5 g (83%) of (R)-1-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-2-butyn-1-yl)-3-piperidinecarboxylic acid ethyl ester. TLC: Rf=0.55 (SiO2:chloroform/ethanol/ammonium hydroxide=20:1:0.1)., 25137-01-3

The synthetic route of 25137-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Novo Nordisk A/S; US6569849; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.

To a stirred solution of benzyl 4-oxopiperidine-l-carboxylate (2.37 g, 10.17 mmol) in EtOH (50 mL) at 0 0C under a nitrogen atmosphere was added NaBH4 (0.42 g, 11.19 mmol) in one portion. The reaction mixture was warmed to RT and stirred for 2 h. The resulting reaction mixture was cooled to O0C and aqueous ammonium chloride (20 mL) added. The solvent was evaporated at reduced pressure, aqueous phase extracted with DCM (3 x 20 mL), organics separated, combined, dried (MgSO4), filtered and concentrated to give colourless oil (2.39 g, 100 % yield). The title compound was used without further purification. LCMS data: Calculated MH+ (236.29); Found 66% (MH+) m/z 236.21, Rt = 3.69 min. 1H NMR (250 MHz, CHLOROFORM-J) delta ppm 7.29 – 7.58 (5 H, m), 5.13 (2 H, s), 3.77 – 4.10 (3 H, m), 3.02 – 3.30 (2 H, m), 1.73 – 1.98 (2 H, m), 1.39 – 1.69 (3 H, m)., 19099-93-5

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

Reference：
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/121812; (2009); 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]-oxazin]-1-carboxylate Under a nitrogen atmosphere 26 mL (1734 mmol) N,N,N,N-tetramethylenethylenediamine in 180 mL THF were cooled to -20 C. and 70 mL (175 mmol) of a 2.5 molar butyllithium solution were added within 10 min. After 30 minutes’ stirring the reaction mixture was cooled to -78 C. and at this temperature 17.8 g (78.0 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 27.2 g (116.7 mmol) benzyl 4-oxo-piperidine-1-carboxylate in 60 mL THF were added within 10 min. After another 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 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: 16.4 g (54% of theoretical) ESI-MS: m/z=388 (M+H)+ Rt(HPLC): 1.57 min (method C)

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

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/21500; (2011); A1;,
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

To 5 – fluoro -2 – nitroanisole (1.0 kg, 5 . 84 muM, 1 equivalent) and 3 – benzyl – 3, 9 – diaza spiro [5.5] undecane (1.70 kg, 5 . 57 muM, 0 . 95 equivalent) of N – methyl pyrrolidone (4 L) are added in the solution of the N, N – diisopropyl serotonin reuptake (1.13 kg, 8 . 77 muM, 1 . 55 equivalent) in the reaction liquid after 100 C under stirring for 4 hours. TLC (dichloromethane: methanol=6:1, Rf=0.5) display the reaction is complete. After the reaction cooled to room temperature water (16 L) is slowly added to the reaction solution, a large number of solid precipitation, suspension to continue stirring 1 hour after-filtration, the filter cake is added to ethanol (5 L) in, reflux beating 1 hour, cooling to room temperature and filtered. The flotation cake re-ethanol (5 L) reflux beating, then filtered, the filter cake drying to obtain the product (1.92 kg, 83% yield) as a yellow solid.

189333-49-1, As the paragraph descriping shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; Qilu Pharmaceutical Co., Ltd.; Ding Zhaozhong; Chen Shuhui; Liu Xile; Wan Haiwen; Zhang Lu; (27 pag.)CN106928275; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The appropriate aldehyde derivative 15a, b(1 mmol) was added to a solution of the 6-(4-bromophenyl)-2-methylnicotinohydrazide 6 (0.31 g, 1 mmol) in absolute ethylalcohol (10 mL) and a catalytic amount of glacial acetic acid.The reaction mixture was heated under reflux for 4 h. Theformed precipitate was filtered off while hot, washed withmethanol, and finally crystallized from ethanol/dioxane togive the target compounds 16a, b., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Soliman, Dalia Hussein; Eldehna, Wagdy Mohamed; Ghabbour, Hazem Ahmed; Kabil, Maha Mamdouh; Abdel-Aziz, Marwa Mostafa; Abdel-Aziz, Hatem Abdel-Kader; Biological and Pharmaceutical Bulletin; vol. 40; 11; (2017); p. 1883 – 1893;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

71985-80-3, 1-Methylpiperidine-4-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

71985-80-3, EXAMPLE 234; J/V-r4-(6.6-Dimethyl-4-oxo-4.5.6.7-tetrahvdrori,31thiazolor5.4-clpyridin-2-ylV3.4- dihydro-2H- 1 ,4-benzoxazin-7-yl]- 1 -methylpiperidine-4-carboxamide; To a stirred solution of Example 233 (0.049 g, 0.15 mmol), 2-(lH-benzotriazol-l- yl)-l,l,3,3-tetramethyluronium hexafluorophosphate (0.111 g, 0.29 mmol) and 1 -methyl – piperidine-4-carboxylic acid hydrochloride (0.034 g, 0.19 mmol) in DMF (0.5 mL) was added DIPEA (0.06 mL, 0.35 mmol). The reaction mixture was stirred at r.t. for 16 h. MeCN (1 mL) and water (1 mL) were added. The insoluble material was filtered, and the filtrate concentrated in vacuo. Purification by preparative etaPLC (Method 6) gave the title compound (0.035 g, 51%) as a yellow solid. deltaeta (CD3OD) 7.91 (IH, d, J9.0 Hz), 7.37 (IH, d, J 2.3 Hz), 7.11 (IH, dd, J 8.9 and 2.3 Hz), 4.40-4.30 (2H, m), 4.20-4.09 (2H, m), 3.62 (2H, d, J 12.6 Hz), 3.17-3.02 (2H, m), 2.92 (3H, s), 2.89 (2H, s), 2.76-2.60 (IH, m), 2.34-1.91 (4H, m), 1.39 (6H, s). Exchangeable protons were not observed. LCMS (ES+) 456.21 (M+H)+, RT 1.80 minutes (Method I).

The synthetic route of 71985-80-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UCB PHARMA S.A.; WO2008/1076; (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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,914988-10-6

To a solution of (±)-tert-butyl 3-cyano-4-oxo-piperidine-1-carboxylate (200 mg, 892 mumol, CAS 914988-10-6) in acetone (50 mL) was added potassium carbonate (370 mg, 2.68 mmol) and methyl iodide (380 mg, 2.68 mmol) in one portion. The reaction was stirred at 30 C for 12 hrs. On completion, 20 mL water was added to the solution. Then the solution was extracted with ethyl acetate (3 x 30 mL), washed with water (100 mL), dried over anhydrous sodium sulfate, and concentrated in vacuo to give the title compound. 1H NMR (400MHz, CDCl3) delta = 4.25 (s, 2H), 2.85 – 2.80 (m, 2H), 2.50 – 2.45 (m, 2H), 1.40 (s, 3H), 1.39 (s, 9H).

914988-10-6 tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate 42609283, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; (208 pag.)WO2017/156177; (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.1180112-41-7,tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate,as a common compound, the synthetic route is as follows.,1180112-41-7

tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate (1.5 g, crude) and 2,6-dichloro-4- ethylpyridine-3,5-dicarbonitrile (synthesis described in example 3 step 2, 1 g, 4.5 mmol) were dissolved in tetrahydrofuran (20 mL) and triethylamine (1.14 g, 11.25 mmol) was added at 0 C. The resultant mixture was stirred at ambient temperature for 2 hours and then diluted with ethyl acetate (60 mL). The mixture was washed with water (40 mL) and brine (40 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the title compound (2.1 g, crude) as a yellow oil which was used in the next step without further purification. LCMS m/z = 437.8 [M+Na]+.

1180112-41-7 tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate 56962134, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem