Category: piperidines

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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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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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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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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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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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;,
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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;,
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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.

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;,
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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;,
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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;,
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