Heterocyclic Building Blocks-piperidine

7149-42-0,7149-42-0, (1-Methylpiperidin-4-yl)methanamine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The mixture of N-((4-chloro-3-nitrophenyl)sulfonyl)-4-(4-((4′-chloro-5,5-dimethyl- 3,4,5,6-tetrahydro-[l, l’-biphenyl]-2-yl)methyl)piperazin- l-yl)-2-(5-((2- (trimethylsilyl)ethoxy)methyl)pyrazolo[4,3-b]pyrrolo[3,2-e]pyridin- l(5H)-yl)benzamide (200.00 mg, 211.86 mupiiotaomicron, 1.00 eq) and (l-methyl-4-piperidyl)methanamine (81.49 mg, 635.58 //mol, 3.00 eq) were dissolved in CH3CN (10.00 mL), to which DIEA (82.14 mg, 635.58 mupinuomicronChi, 111.00 /L, 3.00 eq) was added in one portion. The resulting mixture was taken up into a microwave tube and heated at 80 C under N2 atmosphere for 2 h. The reacting solution was poured onto silica gel chromatography and eluted with pure DCM to (0281) DCM:MeOH = 5: 1 to afford crude 4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[l, l’- biphenyl]-2-yl)methyl)piperazin- l-yl)-N-((4-(((l-methylpiperidin-4-yl)methyl)amino)-3- nitrophenyl)sulfonyl)-2-(5-((2-(trimethylsilyl)ethoxy)methyl)pyrazolo[4,3-b]pyrrolo[3,2- e]pyridin- l(5H)-yl)benzamide (50.00 mg, 48.27 mupiiotaomicron, 22.79% yield) as a yellow oil which was confirmed by LC-MS.

The synthetic route of 7149-42-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (94 pag.)WO2017/132474; (2017); A1;,
Piperidine – Wikipedia
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877399-73-0, 1-Boc-4-(4-Iodo-1H-pyrazol-1-yl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

877399-73-0, The compoundTert-Butyl 4- (4-iodo-1H-pyrazol-1- yl) nicardine- 1 -carboxylate (1.00 g, 2.650 mmol)Dissolved in DMSO (llmL)Then, bis (pinacolato) diboron (942.5 mg, 3.710 mmol)And CH3C00K (1.04 g, 10.60 mmol),After pumping gas (N2) three times,Pd (PPh3) 2Cl2 (93.0 mg, 0.130 mmol) was added.After the reaction was stirred at 80 C for 2 hours,The mixture was cooled to room temperature and filtered off with suction. The filtrate was washed with brine (100 mL ¡Á 3), dried over anhydrous Na 2 SO 4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE / EtOAc (v / v) = 5/1) The title compound was obtained as a white solid (878.6 mg, 87.9%).

The synthetic route of 877399-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; (88 pag.)CN104119331; (2018); B;,
Piperidine – Wikipedia
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4897-50-1,4897-50-1, 4-Piperidinopiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 101: 2-{[(5E)-2-(l,2-diazinan-l-yl)-4-oxo-4,5-dihydro-l,3-thiazol-5- ylidene]methyl}-5-fluorophenyl 4-(piperidin-l-yl)piperidine-l-carboxylate dihydrochloride; To a solution of 4-piperidinepiperidine (2.O g, 11.9 mmol) in anhydrous CH2Cl2 (50 mL) at 0 0C was added a triphosgene solution (1.3 g, 4.3 mmol) in anhydrous CH2Cl2 (10 mL)by syringe pump addition (1 hour). The mixture was stirred at room temperature overnight. The solid material was removed by filtration. The mixture was extracted with 10% NaHCO3 (2 x 50 mL) and brine (1 x 50 mL). The organic phase was dried over MgSO4, filtered, evaporated, and dried in vacuo, affording the 4-piperidinopiperidinecarbonyl chloride (1.6 g, 59%). The product was used without further purification.To a mixture of (5Z)-2-(l,2-diazinan-l-yl)-5-[(4-fluoro-2-hydroxyphenyl)methylidene]- 4,5-dihydro-l,3-thiazol-4-one (1.0 g, 3.3 mmol) in anhydrous acetonitrile (15 mL) was added potassium carbonate (900 mg, 6.6 mmol), followed by a solution of 4- piperidinopiperidinecarbonyl chloride (1.07 g, 4.6 mmol) in anhydrous acetonitrile (5 mL). The reaction mixture was stirred at reflux for 60 hours. After cooling the mixture to room temperature, the solid material was removed by filtration. The filtrate was recovered and evaporated under reduced pressure. The crude product was purified by flash chromatography (Combiflash Rf, 0-20% MeOH/CH2Cl2). The residue was triturated with diethyl ether (50 mL x 2). The solid material was recovered by filtration and dried in vacuo, affording 2-{[(5E)-2-(l,2- diazinan-l-yl)-4-oxo-4,5-dihydro-l,3-thiazol-5-ylidene]methyl}-5-fluorophenyl 4-(piperidin-l- yl)piperidine-l-carboxylate (954 mg, 57%).To a mixture of 2-{[(5E)-2-(l,2-diazinan-l-yl)-4-oxo-4,5-dihydro-l,3-thiazol-5- ylidene]methyl}-5-fluorophenyl 4-(piperidin-l-yl)piperidine-l-carboxylate (954 mg, 1.9 mmol) in methanol (5 mL) was added a solution of 4M HCl/ dioxane (3 mL, 12.0 mmol). The resultant solution was filtered, and the filtrate was recovered and evaporated. The solid was triturated with diethyl ether (50 mL). The solid material was recovered by filtration and dried in vacuo, affording the final compound (931mg, 91%). 1H NMR (400 MHz, DMSO-J6) 1-45 (m, IH), 1.81 (m, HH), 2.16 (m, 2H), 2.96 (m, 5H), 3.15 (m, IH), 3.44 (m, 3H), 3.88 (m, 2H), 4.11 (m, IH), 4.35 (m,lH) 6.17 (t, IH, J= 6.7 Hz), 7.32 (m, 2H), 7.47 (s, IH), 7.67 (t, IH, J= 6.3 Hz); M+ 502. HPLC purity: 99.1%.

The synthetic route of 4897-50-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHLORION PHARMA, INC.; WO2009/97695; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.871022-62-7,tert-Butyl ((4-fluoropiperidin-4-yl)methyl)carbamate,as a common compound, the synthetic route is as follows.

The mixture of tert-butyl N-[(4-fluoro-4- piperidyl)methyl]carbamate (150.00 mg, 645.74 //mol, 1.00 eq) and 9H-fluoren-9-ylmethyl carbonochloridate (250.58 mg, 968.61 //mol, 1.50 eq) were dissolved in THF (20.00 mP) and H20 (4.00 mP), to which NaHCCp (162.75 mg, 1.94 mmol, 75.35 //F, 3.00 eq) was added in one portion. The resulting mixture was then stirred at 15 C for 14 h. The reacting solution was diluted with water (50 mP) and extracted with EA (50 mP x 3). The combined organic layers were concentrated under reduced pressure. The residue was purified by silica gel chromatography (pure PE to PE:EA = 5:1) to afford 9H-fluoren-9-ylmethyl 4-[(tert- butoxycarbonylamino)methyl]-4-fluoro-piperidine-l -carboxylate (163.00 mg, 358.61 //mol, 55.54% yield) as an off-white solid. The product was confirmed by PC-MS and used directly for the next step without further purification, 871022-62-7

871022-62-7 tert-Butyl ((4-fluoropiperidin-4-yl)methyl)carbamate 53415226, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (475 pag.)WO2020/41406; (2020); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13625-39-3,1,3,8-Triazaspiro[4.5]decane-2,4-dione,as a common compound, the synthetic route is as follows.

13625-39-3, To a suspension of l ,3,8~triazaspiro[4.5]decane-2,4-dione (CAS 13625-39-3, 20 mg, 1 18 mhio, eq. 1) and DIPEA (45.8 mg, 61.9 m, 355 pmol, eq. 3) in AVV-dimethylformamide (0.5 ml) was added 2-chlorobenzo[d]thiazole (22.1 mg, 130 mtho, eq 1.1) The reaction mixture was stirred at 120 C for 2 hours. The reaction mixture was poured into a mixture of ethylacetate/tetrahydrofuran (1 : 1) and the organic layer was washed with water and brine, dried over NazSCri and concentrated in vacuo. The crude material was purified by flash column chromatography (silica gel, eluent: 0 to 5% of methanol in dichloromethane) to afford 8- (benzo[d]thi azol-2-yl)- 1 ,3 , 8-tri azaspiro[4.5]decane-2,4-di one (11 mg, 36.4 mtho, 30.8 %) as a white solid. MS (ISP): 303.1 {I M 1 1 | }.

13625-39-3 1,3,8-Triazaspiro[4.5]decane-2,4-dione 120989, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; C4 THERAPEUTICS, INC.; NASVESCHUK, Christopher, G.; DEY, Fabian; GOERGLER, Annick; KUHN, Bernd; NORCROSS, Roger; ROEVER, Stephan; SCHMID, Philipp; (270 pag.)WO2019/204354; (2019); A1;,
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309962-63-8, (S)-tert-Butyl methyl(piperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4-(6-fluoropyridin-3-yl)-6-(l-methyl-lH-pyrazol-4-yl)pyrazolo[l,5 a]pyrazine-3-carbonitrile (Intermediate P7; 0.100 g, 0.313 mmol) in DMSO (6.26 mL) was treated with (S)-tert-butyl methyl(piperidin-3-yl)carbamate (0.268 g, 1.25 mmol) and K2CCb(s) (0.173 g, 1.25 mmol) and stirred overnight at 110 C. After cooling to ambient temperature, the reaction mixture was diluted with water (10 mL) and extracted with DCM (4 x 10 mL) in a PS Frit. The combined organic extracts were concentrated in vacuo, and purified by C18 reverse phase chromatography (using 0-60% ACN/water as the gradient eluent) to afford the title compound (106 mg, 66% yield). MS (apci) m/z = 514.2 (M+H).

309962-63-8, 309962-63-8 (S)-tert-Butyl methyl(piperidin-3-yl)carbamate 28875358, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ANDREWS, Steven W.; BLAKE, James F.; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MORENO, David A.; REN, Li; WALLS, Shane M.; (421 pag.)WO2018/136661; (2018); A1;,
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84163-13-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84163-13-3,6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride,as a common compound, the synthetic route is as follows.

General procedure: To Boc-Xaa-OH (0.005 mol) and HOBt (0.765 g, 0.005 mol) dissolved in DMF (10 mL/g of peptide) and cooled to 0 C was added NMM (0.55 mL, 0.005 mol). EDCI (0.956 g, 0.005 mol) was added under stirring while maintaining the temperature at 0 C. The reaction mixture was stirred for an additional 10 min and pre-cooled solution of [3-(4-piperidinyl)-6-fluoro-1,2-benzisoxazole]HCl (1.285 g, 0.005 mol) and NMM (0.55 mL, 0.005 mol) in DMF (13 mL) was added slowly (Scheme 4). After 20 min, pH of the solution was adjusted to 8 by the addition of NMM and the reaction mixture was stirred overnight at room temperature. DMF was removed under reduced pressure and the residue was poured into about 200 mL ice-cold 90% saturated KHCO3 solution and stirred for 30 min. The precipitated product was taken into CHCl3 and washed with 5% NaHCO3 solution (2 ¡Á 20 mL), water (2 ¡Á 20 mL), 0.1 N cold HCl solution (2 ¡Á 20 mL) and finally brine solution (2 ¡Á 20 mL). The CHCl3 layer was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure. The products so obtained were recrystallized from ether/petroleum ether to get white colored desired conjugates (16-25).

84163-13-3 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride 11334359, apiperidines compound, is more and more widely used in various fields.

Reference£º
Article; Suhas; Chandrashekar; Gowda, D. Channe; European Journal of Medicinal Chemistry; vol. 46; 2; (2011); p. 704 – 711;,
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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
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7149-42-0, (1-Methylpiperidin-4-yl)methanamine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7149-42-0, A solution of the appropriate chloride (1 eq) (ex: 5-chloro-6-methyl-3-(3- trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1 ,2,3a,4,6-pentaaza-cyclopenta- (ajnaphthalene) and the appropriate amine (3 to 5 eq) (ex: 1-methyl-piperidin-4- ylamine) in nBuOH (15 mL/mmol) was heated up to 180- 185C under microwave irradiation for 5 h – 10 h (or 24 h at 160-180C in a silicon bath). The solvent was evaporated under vacuum and the residue was purified by flash chromatography (Isolute/Flash, Sill, 2.5% MeOH with 7N ammonia in DCM) or by semi-preparative HPLC (Gemini C18 (150 10 mm; 5 m), Solvent A: water with 0.1 % formic acid; Solvent B: acetonitrile with 0.1 % formic acid. Gradient: 40% of A to 0% of A).The NH-BOC-protected amines got deprotected in the reaction conditions and reacted giving a mixture of regioisomers. Amine: (1-methyl-4-piperidinyl)methanamineHPLC-MS (method 1): Rt=2.74 min, [ +H]+m/z 419.2.1H NMR (300 MHz, eOD) delta 8.80 (s, 1 H), 8.46 (d, J = 8.1 , 1 H), 8.34 (s, 1 H), 7.73 (d, J = 7.7, 1 H), 7.60 (t, J = 7.9, 1H), 4.43 – 4.35 (m, 2H), 3.44 (d, J = 12.1, 2H), 3.28 (d, J = 6.9, 2H), 3.19 – 3.14 (m, 2H), 3.00 (t, J = 11.5, 2H), 2.76 (s, 3H), 2.68 (s, 3H), 2.24 (s, 1 H), 2.08 (d, J = 10.8, 2H), 1.51 (d, J = 11.7, 2H).

7149-42-0 (1-Methylpiperidin-4-yl)methanamine 81574, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); GARCIA COLLAZO, Ana Maria; PASTOR FERNANDEZ, Joaquin; BLANCO APARICIO, Carmen; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco Javier; HERNANDEZ HIGUERAS, Ana Isabel; SALUSTE, Carl-Gustave Pierre; GONZALEZ CANTALAPIEDRA, Esther; MARTINEZ GONZALEZ, Sonia; SALGADO SERRANO, Antonio; NOYA MARINO, Beatriz; WO2011/80510; (2011); A1;,
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.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