Day: September 10, 2020

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.

a. 4-(6-Fluoro-[1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 22a) A dark brown solution of (5-fluoro-pyridin-2-yl)-hydrazine (549 mg, 4.32 mmol) and N-Boc-4-piperidine acetaldehyde (Aldrich, 982 mg, 4.32 mmol) in EtOH (10 mL) was stirred at reflux for 30 min, then cooled to 0 C., diluted with DCM (25 mL) and then (diacetoxyiodo)benzene (1.67 g, 5.18 mmol) was added portionwise over 1 min. The purple solution was stirred at RT for 30 min, then aqueous NaOH (1M, 20 mL) was added and the mixture shaken. The aqueous layer was extracted with DCM (2*20 mL), then the combined organics passed through a hydrophobic frit and concentrated in vacuo to leave an orange solid. FCC, using 3% MeOH in DCM, gave the title compound as a pale orange solid (1.53 g, 90%). LCMS (Method 3): Rt 3.15, m/z 235 [M-CO2C4H9+H+].

142374-19-4, As the paragraph descriping shows that 142374-19-4 is playing an increasingly important role.

Reference£º
Patent; Chiesi Farmaceutici S.p.A.; VAN NIEL, Monique Bodil; Ray, Nicholas Charles; Alcaraz, Lilian; Panchal, Terry Aaron; Jennings, Andrew Stephen Robert; Armani, Elisabetta; Cridland, Andrew Peter; Hurley, Christopher; US2013/150343; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

495414-64-7,495414-64-7, 1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 195 N-((3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,a3a4,59b-hexahydro-1H-cyclopenta[a]naphthalen-3-yl)-4-hydroxypiperidine-4-carboxamide A mixture of (3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-3-amine trifluoroacetate (Example 114, 110 mg, 0.175 mmol), 1-(tert-butoxycarbonyl)-4-hydroxypiperidine-4-carboxylic acid (64.5 mg, 0.263 mmol), DMF (3 mL), DIEA (306 muL, 1.75 mmol) and HATU (100 mg, 0.263 mmol) was stirred at rt. After 1 h the mixture was diluted with EtOAc and water and the layers were separated. The organic phase was washed sequentially with saturated aqueous Na2CO3, 10% aqueous LiCl and brine, then was dried and concentrated. The residue was dissolved in DCM (5 mL) and treated with HCl (4 M in 1,4-dioxane; 394 muL, 1.58 mmol). After standing overnight at rt, the mixture was concentrated under vacuum. A sample of the residue (19.6 mg) was purified by preparative HPLC (Method E, gradient 30-70% B, 20 min) to provide N-((3R,3aS,9bS)-9b-((4-fluorophenyl)sulfonyl)-7-(perfluoropropan-2-yl)-2,3,3a,4,5,9b-hexahydro-1H-cyclopenta[a]naphthalen-3-yl)-4-hydroxypiperidine-4-carboxamide (15.9 mg, 86% yield). LCMS m/z 641.2 (M+H)+; HPLC tR 1.81 min (Method C). 1H NMR (500 MHz, DMSO-d6) delta 8.00 (br d, J=8.5 Hz, 1H), 7.63-7.56 (m, 1H), 7.52 (br d, J=8.2 Hz, 1H), 7.32 (br s, 3H), 7.29-7.21 (m, 2H), 4.04-3.92 (m, 1H), 3.07-2.97 (m, 1H), 2.93-2.79 (m, 4H), 2.70-2.60 (m, 1H), 2.34-2.24 (m, 1H), 2.04-1.85 (m, 6H), 1.55-1.39 (m, 2H), 1.31-1.19 (m, 1H), 1.00 (d, J=6.4 Hz, 1H).

The synthetic route of 495414-64-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Marcoux, David; Beaudoin Bertrand, Myra; Dhar, T.G. Murali; Yang, Michael G.; Xiao, Zili; Xiao, Hai-Yun; Zhu, Yeheng; Weigelt, Carolyn A.; Batt, Douglas G; (154 pag.)US2018/127368; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

873924-08-4, tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,873924-08-4

9-Benzo[b]thiophen-2-yl-3-aza-spiro[5.5]undec-8-eneWas prepared according to method A with the following variation: n-BuLi (1.6 M in hexanes (4 ml_, 6.4 mmol)) was added drop-wise to a solution of benzothiophene (778 mg, 5.80 ml_) in diethyl ether (10 ml_). The reaction was warmed to reflux for 1 h and then cooled to -780C. 9-Oxo-3-aza-spiro[5.5]undecane-3-carboxylic acid terf-butyl ester (500 mg, 1.87 mmol) in diethyl ether was added drop-wise and the mixture was stirred at -780C for 2 h. Mp. 107.3-110.2C.

The synthetic route of 873924-08-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NeuroSearch A/S; WO2007/464; (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.281652-10-6,1-Boc-4,4-difluoropiperidine,as a common compound, the synthetic route is as follows.

Example A.13 Preparation of Intermediate (16).(tnfluoroacetate salt) TFA (2 mL, 26 mmol, 10 eq) was added under stirring to a solution of 1-N-boc- 4,4-difluoromethylpiperidine (0.53 g, 2.25 mmol) in DCM (8 mL), cooled with an icebath. The reaction mixture was allowed to warm at room temperature and stirred for additional 30 minutes. Solvent was removed at reduced pressure, affording 0.73 g (70% yield over two steps) of intermediate 16 as a TFA salt.

281652-10-6, As the paragraph descriping shows that 281652-10-6 is playing an increasingly important role.

Reference£º
Patent; AXXAM S.P.A.; PEVARELLO, Paolo; LOHMER, Stefan; LIBERATI, Chiara; SENECI, Pierfausto; PESENTI, Cristina; PRANDI, Adolfo; WO2015/118019; (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.1174020-64-4,tert-Butyl 4-((1R,2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of the product of step 2 (1.455 g, 3.95 mmol; theoretical yield of step 2) in dry pyridine (30 mL) was added sulfur trioxide pyridine complex (3.2 g, 20.11 mmol) at room temperature under nitrogen. The resulting thick mixture was stirred over the weekend.The reaction was filtered and the white insoluble solids were washed well with dichloromethane. The filtrate was concentrated in vacuo. The residue was further azeotroped with toluene to remove excess pyridine to afford the title compound which was used without purification in the next step., 1174020-64-4

As the paragraph descriping shows that 1174020-64-4 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2009/91856; (2009); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

164456-75-1, (R)-1-tert-Butyl 2-methyl piperidine-1,2-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

164456-75-1, Example 2.1; (R)-2-Formyl-piperidine-1-carboxylic acid tert-butyl ester; To the title compound of Example 1.1 (5.4 g, 22.1 mmol) in toluene (50 mL) at -78 C. was added 1.5 M DIBAL in toluene (33.8 mL, 50.7 mmol) drop-wise over 40 minutes. Methanol (120 mL) was then added drop-wise at -78 C. over 10 minutes. The reaction mixture was moved to an ice-bath where 10% wt citric acid (500 mL) was added and then the mixture was stirred for an additional 1 hour. After the resulting mixture was extracted with ethyl acetate (2 times), the organic layer was washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated to give the title product as a colorless oil (3.0 g, 64%).1H NMR (300 MHz, CDCl3): delta 9.61 (s, 1H), 4.60 (m, 1H), 4.96 (m, 1H), 2.91 (m, 1H), 2.19 (m, 1H), 1.49 (m, 14H)

As the paragraph descriping shows that 164456-75-1 is playing an increasingly important role.

Reference£º
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/259916; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1892-22-4, 3-Aminopiperidin-2-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In a typical experiment Pd(OAc)2 (2.81 mg, 0.0125 mmol), triphenylphosphine (6.55 mg, 0.025 mmol) or Xantphos (7.23 mg, 0.0125 mmol), iodoalkene (1-5) or iodo(hetero)arene (6-11) substrates (0.5 mmol), and 3-aminolactams (3-amino-azepan-2-one (a), 3-amino-piperidin-2-one (b), 3-amino-pyrrolidin-2-one (c)) (0.55 mmol) and triethylamine (0.25 mL) were dissolved in DMF (5 mL) under argon in a 100 mL three-necked flask equipped with reflux condenser connected to a balloon filled with argon. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 50 C and analyzed by Gc and GC-MS. The cooled reaction mixture was then distilled to dryness under reduced pressure. The residue was dissolved in chloroform (15 mL) and washed twice with water (15 mL). The organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure to a solid material. All compounds (except 10a, 10b) were subjected to column chromatography (Silicagel 60 (Sigma), 0.063-0.200 mm) or Aluminum oxide (Sigma), activated, neutral, Brockmann activity I), CHCl3/MeOH or CHCl3/EtOH eluent mixtures (the exact ratios are specified in Characterization (3.4) for each compound). In the case of 10a and 10b chloroform (10 mL) was added to the residue and the insoluble material (product) was filtered and dried., 1892-22-4

The synthetic route of 1892-22-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kollar, Laszlo; Takacs, Attila; Tetrahedron; vol. 74; 42; (2018); p. 6116 – 6128;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

256411-39-9, 1-Boc-4-(Cyanomethyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00860] 2.5 M n-BuLi in THF (0.28 mL, 0.7 mmol) was added to a solution of diisopropylamine (54 mg, 0.536 mmol) in THF (2 mL) at -78 C. The solution was stirred for 30 min and then a solution of tert-butyl 4-(cyanomethyl)piperidine-l-carboxylate (100 mg, 0.446 mmol) was added dropwise at -78 C . The resulting solution was stirred for 1 h and iodoethane (83.6 mg, 0.536 mmol) was added. The reaction mixture was stirred overnight. The reaction was quenched with sat. NH4C1 (5 mL), extracted with EtOAc (30 mLX2), the combined organics were dried over Na2S04, concentrated to yield the product (110 mg, 98% yield) which was used in the next step without purification. [00861] LC-MS: m/z = 197 (M-55)+, RT = 1.70 min., 256411-39-9

256411-39-9 1-Boc-4-(Cyanomethyl)piperidine 22248390, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; QUARTET MEDICINE, INC.; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); TEBBE, Mark, Joseph; ATTON, Holly, Victoria; AVERY, Craig; BROMIDGE, Steven, Mark; KERRY, Mark; KOTEY, Adrian, Kotei; MONCK, Nathaniel, J.; MENICONI, Mirco; RIDGILL, Mark, Peter; TYE, Heather; SAIAH, Eddine; JOHNSSON, Kai, Peter; GORSKA, Katarzyna, Irena; PENG, Hairuo; MCCALL, John, Michael; (356 pag.)WO2017/59191; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

940890-90-4, (S)-tert-Butyl 3-((methylsulfonyl)oxy)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

940890-90-4, A suspension solution of 14.6 g of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine synthesized by the method described in WO 2007/126841, 25 g of (S)-tert-butyl 3-(methylsulfonyloxy)piperidine-1-carboxylate obtained in Step 1, and 69 g of potassium carbonate in 150 mL of DMA was heated to 100¡ã C., and was stirred for 10 hours. The suspension solution was cooled to room temperature, and then 300 mL of water was added thereto. A solid thus obtained was collected by filtration and washed with water, and the solid was dried. Thus, 26.9 g of the title compound was obtained as a yellow solid. Physical property value: m/z [M+H]+ 446.2

As the paragraph descriping shows that 940890-90-4 is playing an increasingly important role.

Reference£º
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Hosoi, Fumihito; Nakachi, Yoshinori; Kajiwara, Daisuke; (63 pag.)US9782412; (2017); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

7583-53-1, 1-Methyl-3-piperidinemethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7583-53-1

1-[4-Fluoro-2-(1-methyl-piperidin-3-ylmethoxy)-phenyl]-3-(5-methyl-pyrazin-2-yl)-urea Prepared according to the methods for compound 303, using 2-nitro-5-fluorophenol and 1-methyl-3-hydroxymethyl piperidine. 1H NMR (400 MHz, CDCl3) delta8.50 (br s, 1H), 8.19 (m, 2H), 6.65 (m, 2H), 3.85 (m, 2H), 3.60 (s, 3H), 2.80-3.20 (m, 2H), 2.54 (s, 3H), 2.39 (s, 3H), 1.60-2.10 (m 5H). LRMS (ESI, Positive) m/e 373.95 (M+1).

The synthetic route of 7583-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Keegan, Kathleen S.; Kesicki, Edward A.; Gaudino, John Joseph; Cook, Adam Wade; Cowen, Scott Douglas; Burgess, Laurence Edward; US2003/69284; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem