Tag: M.W:200-300

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.

85275-45-2, A mixture of compound 74-1 (0.75 g, 3.73 mmol, 1.00 eq), 4- methylbenzenesulfonyl chloride (0.74 g, 3.91 mmol, 1.05 eq) and TEA (0.75 g, 7.45 mmol, 1.03 mL, 2.0 eq) in DCM (20 mL) was stirred at 0C for 5 min under N2. Then DMAP (45.5 mg, 0.37 mmol, 0.1 eq) was added, and the mixture was stirred at 0C. The mixture was stirred at 15 C for 16 h. Reaction was monitored by LCMS and TLC. 373 mg of 4-methylbenzenesulfonyl chloride and TEA (0.5 mL) were added, and then the mixture was stirred at 15 C for 2 h. The mixture was stirred at 25 C for 20 h.. The reaction mixture was quenched by water (10 mL) and brine (20 mL), and then extracted with DCM (10 mL *3). The combined organic layer was dried over anhydrous Na2SC>4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography to give the compound 74-2 (841 mg, 2.37 mmol, 63.5% yield) as a colorless oil, which solidified upon standing. 1HNMR (400 MHz, CDCI3) delta 1.39 – 1.51 (m, 10 H), 1.65 – 1.99 (m, 3 H), 2.45 (s, 3 H), 3.28 (s, 1 H), 3.33 – 3.48 (m, 2 H), 3.56 (d, J= 12.05 Hz, 1 H), 4.46 (s, 1 H), 7.35 (d, J= 8.28 Hz, 2 H), 7.81 (d, J= 8.28 Hz, 2 H).

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

Reference£º
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

119515-38-7, sec-Butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 34 – 2-(1-sec-Butoxycarbony -2-piperidyl)acetic acid 41 Concentrated sulfuric acid (0.49 mL) was added dropwise to a solution of sodium dichromate (650 mg, 2.18 mmol) in water (3 mL) and the solution was then added dropwise to an ice- cooled solution of lcaridin (500 mg, 2.18 mmol) in acetone (30 mL). The reaction mixture was heated at 40 C for 16 hours, after which time TLC analysis showed complete consumption of the starting material. The reaction mixture was diluted with water (20 mL) then filtered and the acetone removed in vacuo. The aqueous phase was extracted with EtOAc (3 x 25 mL) and washed with brine (2 x 50 mL) before being dried over MgS04 and the solvent removed in vacuo. The resulting solid was washed successively with EtOAc, hexanes then DCM and the solvent removed in vacuo. Water (15 mL) was added to the residue and extracted with DCM (3 x 10 mL) before being dried over MgS04 and the solvent removed in vacuo to afford the product as a colourless oil (487 mg, 92%). NMR deltaEta (CDCIs, 300 MHz): 4.73 – 4.66 (m, 2H), 4.00 – 3.95 (m, 1 H), 2.80 – 2.71 (m, 1 H), 2.63 – 2.47 (m, 2H), 1.60 – 1.33 (m, 8H), 1.15 – 1.11 (m, 3H), 0.85 – 0.81 (m, 3H). ESI-MS 537.3 – [M2Na]+., 119515-38-7

As the paragraph descriping shows that 119515-38-7 is playing an increasingly important role.

Reference£º
Patent; REDX PHARMA LIMITED; THOMPSON, William; JACKSON, Peter; LINDSAY, Derek; SCREEN, Thomas; MOLTON, Benjamin; URCH, Christopher; WO2013/136073; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

392331-66-7, 1-Boc-4-(Aminomethyl)-4-hydroxypiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: tert-Butyl 4-((2-chloropyridine-3-sulfonamido)methyl)-4-hydroxypiperidine-1-carboxylate. 2-Chloropyridine-3-sulfonyl chloride (6.0 g, 28 mmol) was added dropwise to mixture of tert-butyl 4-(aminomethyl)-4-hydroxypiperidine-1-carboxylate (6.52 g, 28.3 mmol), K2CO3 (9.78 g, 70.8 mmol), THF (100 mL), and H2O (20 mL) which had been cooled to a 0 C. The resulting mixture was stirred at 0 C. for 4 hours, then was poured into water (50 mL) and extracted with ethyl acetate (50 mL¡Á3). These extractions resulted in several organic solvent fractions which were combined, washed with brine (30 mL), dried over anhydrous Na2SO4, filtered, and concentrated to dryness under reduced pressure. The residue was triturated with petroleum ether/ethyl acetate (10:1, 50 mL) and the solid was isolated via filtration. The filter cake was washed with petroleum ether/ethyl acetate (10:1, 5 mL¡Á2) and dried under reduced pressure to give the title compound (6.8 g, 52% yield). MS (ESI): mass calcd. for C16H24ClN3O5S 405.11; m/z found, 305.9 [M-Boc+H]+. 1H NMR (400 MHz, DMSO-d6) delta 8.62 (dd, J=4.8, 1.8 Hz, 1H), 8.33 (dd, J=7.8, 2.0 Hz, 1H), 8.01 (t, J=6.3 Hz, 1H), 7.63 (dd, J=7.8, 4.8 Hz, 1H), 3.61 (d, J=11.0 Hz, 2H), 2.99 (br s, 2H), 2.88 (d, J=6.3 Hz, 2H), 1.41 (br s, 1H), 1.38 (s, 9H), 1.36-1.29 (m, 3H).

392331-66-7, As the paragraph descriping shows that 392331-66-7 is playing an increasingly important role.

Reference£º
Patent; Janssen Pharmaceutica NV; Barbay, J. Kent; Chai, Wenying; Hirst, Gavin C.; Kreutter, Kevin D.; Kummer, David A.; McClure, Kelly J.; Nishimura, Rachel T.; Shih, Amy Y.; Venable, Jennifer D.; Venkatesan, Hariharan; Wei, Jianmei; (501 pag.)US2020/55874; (2020); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

216854-23-8, (S)-tert-Butyl piperidin-3-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A microwave vial containing 4-iodo-5-nitro-2,3-dihydrofuro[2,3-b]pyridine (2.05 g, 7.02 mmol), tert-butyl (3S)-piperidin-3-ylcarbamate (Combi-Blocks, 1.489 g, 7.435 mmol), DIPEA (1.836 g, 14.20 mmol) and EtOH (12.0 mL) was heated under microwave irradiation at 100 C. for 2 h. The reaction was then concentrated under reduced pressure. The resulting residue was purified by flash chromatography on silica gel (0-100% EtOAc in hexanes) to give the sub-title compound as a yellow solid (2.46 g, 96%). LCMS calc. for C17H25N4O5 (M+H)+: m/z=365.2. found 365.1, 216854-23-8

As the paragraph descriping shows that 216854-23-8 is playing an increasingly important role.

Reference£º
Patent; INCYTE CORPORATION; Li, Yun-Long; Burns, David M.; Feng, Hao; Xue, Chu-Biao; Wang, Anlai; Pan, Jun; US2014/200216; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

336191-17-4, tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,336191-17-4

Step A: teri-Butyl 8-(2-chlorofuro[3,2-i/]pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-2- carboxylateA mixture of teri-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (0.83 g, 3.4 mmol, Alfa Aesar), 2,4-dichlorofuro[3,2-i/]pyrimidine (0.65 g, 3.4 mmol, ArkPharm) and TEA (0.96 mL, 6.9 mmol) in 1,4-dioxane (35 mL) was stirred at about 25 C for about 12 h. Water (4 mL) and EtOAc (25 mL) were added and the layers were separated. The organic layer was concentrated under reduced pressure to give teri-butyl 8-(2-chlorofuro[3,2-i/]pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-2- carboxylate (1.25 g, 55%): LC/MS (Table 2, Method f) Rt = 2.12 min; MS m/z: 393 (M+H)+.

336191-17-4 tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate 34178604, apiperidines compound, is more and more widely used in various fields.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123855-51-6,tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Di-tert-buty dicarbonate (88.63 g) in toluene (296 ml) was added to a stirred solution of ethyl isonipecotate (62.88 g) in toluene (317 ml). The reaction mixture was then distilled at atmospheric pressure, removing about 130 ml of distillate, with a final distillation temperature of 112C Sodium bis(2-methoxyethoxy)aluminium hydride (Red- Al, 65% w/w solution in toluene, 161 g) in toluene (220 ml) was then added to the reaction mixture over a period of about 60 minutes. A solution of 0.5 molar Rochelle Salt (191 ml) was added to the reaction mixture and the aqueous phase was separated at 40C. The organic phase was washed with 15% w/v brine (3 x 136 ml) and with water (136 ml). The solution was distilled at atmospheric temperature, removing about 400 ml of distillate, with a final distillation temperature of 112C. Triethylenediamine (51.62 g) was added to the reaction mixture followed by tosyl chloride (87.90 g) in toluene (416 ml) over a period of about 60 minutes. Sodium hydroxide (2nu, 160 ml) was added to the reaction mixture and the organic layer separated and washed successively with water (80 ml), citric acid (0.5M, EPO 80 ml) and water (80 ml). The organic phase was concentrated at reduced pressure with a maximum internal temperature of 70C, collecting about 600 ml of distillate. The solution was cooled to 200C and isohexane (160 ml) was added. Once crystallisation had occurred, further isohexane (320 ml) was added. The product was temperature cycled to 40C, the suspension was cooled to 50C and the product was isolated by filtration and dried at 4O0C. Yield: 127.9 g, 86.5 %; NMR Spectrum (CDCl3) 1.0-1.2 (m, 2H), 1.45 (s, 9H), 1.65 (d, 2H), 1.75-1.9 (m, 2H), 2.45 (s, 3H), 2.55-2.75 (m, 2H) 3.85 (d, IH), 4.0-4.2 (br s, 2H), 7.35 (d, 2H), 7.8 (d, 2H); Mass Spectrum [ESI]: (MNa)+ = 392., 123855-51-6

The synthetic route of 123855-51-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/36713; (2007); 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.1174020-40-6,(3S,4R)-tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Sodium hydride, 60% dispersion in mineral oil (CAS-RN: 7646-69-7)(429 mg, 10.7mmol, 1.3 eq) was suspended in 20 mL THF at 0C and the reactants tert-butyl(35,4R)-3-fluoro-4-hydroxypiperidine- 1 -carboxylate (CAS-RN: 955028-88-3) (1900 mg, 8.7 mmol. 1.05 eq), which was synthesized according to Shaw et al. (JOC, 2013, 78, 8892-97.) dissolved in 10 mL THF and 2-chloro-5-nitropyridine (CASRN: 4548-45-2) (1308 mg, 8.3 mmol, 1 eq) dissolved in 10 mL THF were added. Thereaction mixture was allowed to warm up to room temperature, and then it was cooled down to 0C again for about 10 minutes and stirred for 5 h at rt. All volatile components were removed in vacuo and the residue was partitioned between ethyl acetate and water. The combined organic phases were washed with brine and dryed by the use of a Whatman filter. The volatile components of the organic phasewere removed in vacuo. The final purification of this crude material was achieved via preparative MPLC (Biotage Isolera; 100 g KP cartridge: n-hexane/ethyl acetate:1:9 – 2:8) to give 2.4 g (85% yield of theory) of the title compound.1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 1.20 – 1.31 (m, 1 H), 1.40 (5, 9 H), 1.70 -1.96 (m, 2 H), 2.78 – 3.28 (m, 2 H), 3.83 – 4.03 (m, 1 H), 4.15 (5 br, 1 H), 5.31 -5.53 (m, 1 H), 7.08 (d, 1 H), 8.49 (dd, 1 H), 9.06 (d, 1 H)., 1174020-40-6

The synthetic route of 1174020-40-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113920; (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.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
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem