Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184637-48-7,tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 6Step 1tert-Butyl 1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidin-3-ylcarbamate Procedure:To a stirred solution of tert-butyl 1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidin-3-ylcarbamate (140 mg, 0.433 mmol), tert-butyl piperidin-3-ylcarbamate (130 mg, 0.649 mmol), X-Phos (115 mg, 0.24 mmol) and Cs2CO3 (580 mg, 1.78 mmol) in 60 mL of dry dioxane was added Pd2(dba)3 (60 mg, 0.065 mmol) in one portion at room temperature under nitrogen. Then the reaction mixture was degassed with nitrogen for 15 minutes. After that, the mixture was stirred at 95¡ã C. under nitrogen for 24 hours. The solvent was evaporated and the residue was purified by silica gel chromatography (silica gel 200-300 mesh, petroleum ether:ethyl acetate=1:2) to give tert-butyl 1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidin-3-ylcarbamate (195 mg, 92.8percent) as a solid. LC-MS: 487.1 [M+H]+, tR=1.67 min., 184637-48-7

As the paragraph descriping shows that 184637-48-7 is playing an increasingly important role.

Reference£º
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
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287953-54-2, Benzyl 4-(chlorosulfonyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 190 mg (0.6 mmol) of benzyl 4-(chlorosulfonyl)-1-piperidinecarboxylate in 10 mL THF was treated with a 10-fold excess of 40% aq. dimethylamine and the mixture was stirred at room temperature for 2 hrs. The THF was removed under vacuum. The residue was diluted with water, extracted with CH2Cl2, and dried. Chromatography on alumina, eluting with CH2Cl2, gave 175 mg (89% yield) of benzyl 4-[(dimethylamino)sulfonyl]-1-piperidinecarboxylate as an oil: 1H NMR (CDCl3) delta 7.40-7.30 (m, 5H), 5.13 (s, 2H), 4.31 (m, 2H), 3.10 (tt, J=12.0, 3.7 Hz, 1H), 2.92 (s, 6H), 2.85-2.75 (m, 2H), 2.04 (br d, J=13.7 Hz, 2H), 1.76 (dq, J=12.6, 4.5 Hz, 2H).

287953-54-2, The synthetic route of 287953-54-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pathway Therapeutics Limited; US2010/249099; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85275-45-2,tert-Butyl 3-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 4. Preparation of tert-butyl 3-(tosyloxy)piperidine-1-carboxylate: To a solution of tert-butyl 3-hydroxypiperidine-1-carboxylate (1.05 g, 5.0 mmol) in pyridine (8 mL) is added TsCl (1.425 g, 7.5 mmol). The mixture is stirred at RT under N2 for two days. The mixture is concentrated and partitioned between 100 mL of EA and 100 mL of HCl (1 N) aqueous solution. The organic layer is separated from aqueous layer, washed with saturated NaHCO3 aqueous solution (100 mL ¡Á 2), brine (100 mL ¡Á 3) and dried over Na2SO4. The organic layer is concentrated to afford 1.1 g (60%) of tert-butyl 3-(tosyloxy)piperidine-1- carboxylate as a colorless oil.

85275-45-2, 85275-45-2 tert-Butyl 3-hydroxypiperidine-1-carboxylate 545699, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ACERTA PHARMA B.V.; HAMDY, Ahmed; ROTHBAUM, Wayne; IZUMI, Raquel; LANNUTTI, Brian; COVEY, Todd; ULRICH, Roger; JOHNSON, Dave; BARF, Tjeerd; KAPTEIN, Allard; (732 pag.)WO2016/24230; (2016); A1;,
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125541-22-2, 1-Boc-4-(Phenylamino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reagents and conditions: (a) NaBH(OAc)3, AcOH, aniline, DCE, overnight, rt, (yield 84%); (b) TFA, DCM, lh, rt, quant; (c) toluene, 2h, rt, (general yields 5- 23%). In Scheme 8, the reductive amination of aniline with 1 -boc-4-piperidone followed by deprotection in acidic condition afforded compound 6 which was reacted with appropriate isocyanates or isothiocyanates to produce the 4- anilinopiperidine series 7a-g., 125541-22-2

The synthetic route of 125541-22-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ROBERTS, Edward; MITTAPALLI, Gopi Kumar; VELLUCCI, Danielle; YANG, Jun; GUERRERO, Miguel; URBANO, Mariangela; ROSEN, Hugh; WO2014/116684; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.146093-46-1,4-(Aminoethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

EXAMPLE 12 A mixture of 3-ethoxycarbonyl-5-(4-cyanophenyl)-1,2,4-oxadiazole (2.0 g) and 2-(1-tert-butoxycarbonylpiperidin-4-yl)ethylamine in N,N-dimethylformamide (1 ml) was heated at 120 C. for 5 hours. The mixture was dissolved with ethyl acetate, washed with water, brine, dried over magnesium sulfate and evaporated in vacuo. The residue was recrystallized from ethanol to afford 3-[{2-(1-tert-butoxycarbonylpiperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole (2.6 g). mp: 138-139 C. IR (Nujol): 3260, 2230, 1685 cm-1 NMR (DMSO-d6, delta): 1.00-1.07 (2H, m), 1.39 (9H, s), 1.46-1.48 (3H, m), 1.66-1.71 (2H, m), 2.65-2.68 (2H, m), 3.32-3.34 (2H, m), 3.89-3.95 (2H, m), 8.14 (2H, d, J=8.4 Hz), 8.31 (2H, d, J=8.4 Hz), 9.10-9.16 (1H, m) Elemental Analysis Calcd. for C22 H27 N5 O4: C 62.10, H 6.39, N 16.45 Found: C 61.84, H 6.42, N 16.23

146093-46-1, As the paragraph descriping shows that 146093-46-1 is playing an increasingly important role.

Reference£º
Patent; Fujisawa Pharmaceutical Co., Ltd.; US5622976; (1997); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182223-54-7,4-Cbz-Aminopiperidine,as a common compound, the synthetic route is as follows.

Example 1Preparation of 2.3:4.5-di-Q-isopropylidene-l-|piperidin-(4-aminoacetyl pyrrolidine-2-(SV carbonitrileH-yll-1-deoxy-ri-D-fructopyranoseStep I; Scheme: Pyridine (3.6 mL, 0.046 mol) is added to a stirred solution of 2,3:4,5-di-O-isopropylidene-beta-D- fructopyranose (7.0 g, 0.027 mol) in dichloromethane (70 mL) at room temperature. Reaction mixture is cooled to 0-50C, trifluoromethanesulphonic anhydride (5.3 mL, 0.032 mol) is introduced drop wise over a period of 10 minutes and then stirred at room temperature for 45 minutes. D.M. water (30 mL) is added, dichloromethane layer is separated and aqueous layer is exctrated with dichloromethane (2×25 mL). Combined organic layer is washed with brine solution (1×20 mL) and dried over anhydrous sodium sulphate. Removal of dichloromethane under reduced pressure furnish the triflate derivative of 2,3:4,5-di- O-isopropylidene-beta-D-fructopyranose which is used directly for the next step.N,N-Diisopropylethylamine (4.46 mL, 0.026 mol) is added to a stirred heterogenous mixture of piperidin- 4-yl carbamic acid benzyl ester (5.52 g, 0.02 mol) in acetonitrile (50 mL) at room temperature and stirred for 15 minutes. A solution of the triflate derivative of 2,3:4,5-di-0-isopropylidene-beta-D-fructopyranose (5.0 g, 0.013 mol) in acetronitrile (10 mL) is introduced and heated at reflux for 4 hrs. Reaction mixture is concentrated under reduced pressure, D. M. water (4OmL) is added to the residue and aqueous layer is extracted with ethyl acetate (2×25 mL). Combined organic layer is washed with brine solution (1×20 mL) and dried over anhydrous sodium sulphate. Removal of ethyl acetate under reduced pressure gives viscous liquid which is purified by column chromatography (silica gel 230-400 mesh, n-hexane:ethyl acetate, 60:40) to get 2,3:4,5-di-0-isopropylidene-l-[piperidin-(4-benzyloxycarbonylamino)-l-yl]-l-deoxy-beta-D- fructopyranose., 182223-54-7

The synthetic route of 182223-54-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LIMITED; WO2009/116067; (2009); A2;,
Piperidine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3040-44-6,1-(2-Hydroxyethyl)piperidine,as a common compound, the synthetic route is as follows.

2) Synthesis of 5-phenyl-4-[2-(1-piperidyl)ethoxy]thieno[2,3-d]pyrimidine (Example 369) Sodium hydride (8 mg, 0.16 mmol) was suspended in dry THF (0.5 mL). To this was added 2-(1-piperidyl)ethanol (16 muL, 0.12 mmol) and the reaction stirred for 10 min until effervescence had ceased. Then 4-chloro-5-phenyl-thieno[2,3-d]pyrimidine (20 mg, 0.08 mmol) in dry THF (0.5 mL) was added and the reaction left to stir at room temperature for 72 hrs. The reaction mixture was diluted with water and extracted with DCM. The organic layers were concentrated and the residue purified by preparative TLC (eluent 10% MeOH in DCM) to give 5-phenyl-4-[2-(1-piperidyl)ethoxy]thieno[2,3-d]pyrimidine as a yellow oil (19.4 mg, 72%). LCMS RT=3.03 min. M+1=340., 3040-44-6

3040-44-6 1-(2-Hydroxyethyl)piperidine 18232, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Madge, David; Chan, Fiona; John, Derek Edward; Edwards, Simon D.; Blunt, Richard; Hartzoulakis, Basil; Brown, Lindsay; US2014/371203; (2014); A1;,
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203662-51-5, 4-Allyl-1-Boc-4-hydroxypiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4 i) 4-Hydroxy-4-oxiranylmethyl-piperidine-l-carboxylic acid tert-butyl esterA solution of 4-allyl-4-hydroxy-piperidine-l-carboxylic acid tert-butyl ester (3.1g, 12.8 mmol, prepared according to J. Comb. Chem. 2002, 4, 125) in DCM and 0.3 M phosphate buffer (pH 8, 150 niL) was treated with mCPBA (3.5 g, 1.1 eq, 70%) and the mixture vigorously stirred at rt overnight. Further 3.5 g of mCPBA were added. After a total of 24 h, the phases were separated, the org. phase dried over MgSO4 and concentrated. CC(hex/EA 2:lto l :lto EA) gave the desired intermediate as colourless oil (0.88 g, 26%).1H NMR (CDCl3) delta: 3.90-3.70 (m, 2H), 3.30-3.10 (m, 3H), 2.83 (dd, ./=4.1 , 4.9 Hz, IH),2.51 (dd, J=2.7, 4.9 Hz, IH), 1.89 (dd, J=3.8, 14.5 Hz, IH), 1.80-1.40 (m, 4H), 1.47 (s,9H)., 203662-51-5

The synthetic route of 203662-51-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/126034; (2008); 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.160357-94-8,1-Acetyl-4-aminopiperidine,as a common compound, the synthetic route is as follows.

Step 3 Preparation of N-Acetyl-1-(3-(4-Fluorophenoxy)propyl)-4-Aminopiperidine N-Acetyl-4-aminopiperidine (5.80 g, 41 mmol) and O-(p-toluenesulfonyl)-3-(4-fluorophenoxy)propanol (13.24 g, 41 mmol) were converted to the title compound by the procedure of Preparation 2, Step 3 to give a crude product which was recrystallized from ethyl acetate to give 7.82 g of the title compound. Yield: 65%. m.p. 134 C.-136 C. EA calculated for C16 H23 N2 O2 F: C, 65.28; H, 7.88; N, 9.52. Found: C, 65.49; H, 7.91; N, 9.54. MS(FD) M+1 295., 160357-94-8

160357-94-8 1-Acetyl-4-aminopiperidine 4962477, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Eli Lilly and Company; US6069152; (2000); A;,
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158407-04-6, tert-Butyl 4-(bromomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

158407-04-6, To a solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (3 g, 11.49 mmol, 1.0 equiv) in DMA (30 mL) was added tert-butyl 4-(bromomethyl)piperidine-1-carboxylate (3.36 g, 12.07 mmol, 1.05 equiv) and K2CO3 (4.77 g, 34.48 mmol, 3.0 equiv), then the reaction was stirred at 80 C for 3 h. The reaction mixture was filtered to remove K2CO3 and the filtrate was poured into H2O (200 mL). A solid precipitated was then filtered to give tert- butyl 4-((4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)piperidine-1-carboxylate (3 g, 57% yield) as light yellow solid. LCMS (ESI) m/z: [M + H] calcd for C16H23IN6O2: 459.10; found 459.1.

The synthetic route of 158407-04-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REVOLUTION MEDICINES, INC.; SEMKO, Christopher Michael; WANG, Gang; BURNETT, G. Leslie; AGGEN, James Bradley; KISS, Gert; CREGG, James Joseph; GLIEDT, Micah James Evans; PITZEN, Jennifer; LEE, Julie Chu-Li; WON, Walter; THOTTUMKARA, Arun P.; GILL, Adrian Liam; (356 pag.)WO2019/212991; (2019); A1;,
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