Category: piperidines

84163-13-3, 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,84163-13-3

A mixture of 6-fluoro-3- (4-piperidinyl) -1,2-benzisoxazole hydrochloride was added to 400 mL of DMF, and potassium carbonate35 g, 3.5 g of potassium iodide and 33.5 g of 3-methoxy-4- (3-chloropropoxy) acetophenone were added and heated for about 7 h. Cold to room temperature, pumpingFilter, the filtrate stirring into the 1000mL cold water, stirring about 2h, pumping, washing, drying, light yellow crude 53g. EthanolAfter recrystallization, 28 g of iloperidone was obtained and the content of ILPI-07 was 0.12%.

The synthetic route of 84163-13-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Pharmaceutical Group Co., Ltd.; Wang Qichang; Liu Moyi; Liu Qingliang; Zou Jiang; Yang Yan; (9 pag.)CN106831742; (2017); A;,
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343788-69-2, 1-Boc-4-Amino-4-methylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 284; tert-Butyl 4-[7-faminocarbonyl)-2H-indazol-2-yll-4-methylpiperidine-l-carboxylate (TJU3); Step 1: tert-Butyl 4-{[3-(methoxycarbonyl)-2-nitrobenzylidene]amino}-4-methylpiperidine- 1-carboxylate (UUl).; A mixture of methyl 3-formyl-2-nitrobenzoate Example 1, (A3) (1.0 eq.) and tert-butyl 4-amino- 4-methylpiperidine- 1-carboxylate (WO 2005/101989)(1.05 eq.) in EtOH (0.2 M) was stirred at reflux for 24 hr. Evaporation of the solvent gave the title imine which was used in the next step without further purification., 343788-69-2

The synthetic route of 343788-69-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2007/113596; (2007); A1;,
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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

Example 60[0375] Synthesis of l-((S)-3-(2-aminopyrirmdin-4-ylamino) piperidin-l-yl)-2-(3,5- dichlorophenylamino)ethanone:Reagents and conditions: a) 2-(3,5-dichlorophenylamino)acetic acid, EDCI, HOBt, DIEA, DMF, rt, 15 h; b) 4 N HCl in 1,4-dioxane, rt, 1 h; c) 4-chloropyrimidin-2- amine, DIEA, n-BuOH, 100 C, 2 days.[0376] Synthesis of ieri-butyl (lS’)-l-(2-(3,5-dichlorophenylamino)acetyl)piperidin-3- ylcarbamate: To a solution of ieri-butyl (^-piperidin-S-ylcarbamate (500 mg, 2.5 mmol), in DMF (5 mL) was added EDCI (573 mg, 3.0 mmol), HOBt (405 mg, 3.0 mmol), 2-(3,5- dichlorophenylamino)acetic acid (550 mg, 2.5 mmol) and DIEA (0.5 mL, 3.0 mmol) at 0 C. The reaction mixture was stirred at rt overnight, the reaction mixture was diluted with EtOAc and washed with water. The water layer was extracted with the EtOAc and the combined organic layer was dried over Na2S04 and evaporated in vacuo to give the crude compound that was purified by column chromatography (silica gel, gradient MeOH in CH2CI2) to afford (900 n 98%) of the titled intermediate. LCMS: m/z: [M+l] = 402., 216854-23-8

216854-23-8 (S)-tert-Butyl piperidin-3-ylcarbamate 1514171, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; SCOTT, Daniel; CONLON, Patrick; JENKINS, Tracy, J.; POWELL, Noel; GUAN, Bing; CURERVO, Julio, H.; WANG, Deping; TAVERAS, Art; WO2012/58645; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.159635-49-1,tert-Butyl 4-methylenepiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl 4-methylenepiperidine-1-carboxylate (APOLLO, 10 g, 50. 7 mmol) in dioxane (130 mL) at 0 ¡ãC, a solution of HCI 4M in dioxane (ALFA-AESAR, 130mL, 507 mmol, 10 eq) was added and the mixture was stirred at rt overnight. Monitoring by UPLC and TLC showed the reaction was completed. The solvent was removed under vacuum to afford the desired compound 4-methylidenepiperidine hydrochloride which was used in the next step without further purification (7.6 g, 100percent).1H NMR (400MHz, DMSO-cfe) delta ppm: 9.19 (br s, 2H), 4.86 (s, 2H), 3.06 (t, J = 6.0 Hz, 4H), 2.41 (t, J = 6.0 Hz, 4H)., 159635-49-1

As the paragraph descriping shows that 159635-49-1 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BIOVERSYS AG; PORRAS DE FRANCISCO, Esther; REMUINAN-BLANCO, Modesto Jesus; BOUROTTE, Marilyne; DEPREZ, Benoit; WILLAND, Nicolas; (43 pag.)WO2019/34700; (2019); A1;,
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73579-08-5,73579-08-5, 1-Methyl-4-(methylamino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(5-Cyclohexylimino-4-methyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-N-methyl-N-(1-methyl-piperidin-4-yl)-benzamide To a solution of I37.1 (0.5 mmol, 200 mg) in DMF (2.5 mL), ethyl-diisopropyl-amine (1.6 mmol, 190 muL), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (0.6 mmol, 265 mg), 1-hydroxy-7-azabenzotriazole (0.25 mmol, 34 mg) and 1-methyl-4-(methylamino)piperidine (0.6 mmol, 87 muL) were added, and the reaction mixture was stirred at RT overnight. The solvent was distilled under reduced pressure, and the residue was poured into water before extraction with dichloromethane. The organic layer was washed with brine and then with a saturated solution of NaHCO3, dried over magnesium sulfate, filtered, and concentrated under vacuum. The residue was purified by silica gel chromatography using a gradient of dichloromethane containing 0percent to 15percent methanol, to give the desired product. Yield: 93.5percent. 1H-NMR (400 MHz, DMSO) delta ppm: 1.23-1.45 (m, 5H), 1.55-1.65 (m, 1H), 1.68-1.85 (m, 6H), 1.85-2.00 (m, 2H), 2.23-2.44 (m, 5H), 2.55-2.65 (m, 1H), 2.83 (s, 3H), 3.00-3.10 (m, 2H), 3.55 (s, 3H), 3.85-4.03 (m, 1H), 7.48 (dd, 2H), 7.70 (dd, 2H). MS (m/z)/M+1=428.

As the paragraph descriping shows that 73579-08-5 is playing an increasingly important role.

Reference£º
Patent; Vergne, Fabrice; Ducrot, Pierre; Andrianjara, Charles; Bernardelli, Patrick; Lorthois, Edwige; US2003/45557; (2003); A1;,
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3970-68-1, 4-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0593] N-( 4-chloro-5-cyanopyridin-2-yl)-7-( dimethoxymethyl)-3,4-dihydro-1 ,8-naphthyridine-1 (2H)carboxamide(intermediate 21, 50 mg, 0.129 mmol) and4-methylpiperidin-4-ol (21.5 mg, 0.142 mmol) were dissolvedin DMF (1 ml) under argon. The mixture was stirred at100 C. for 16 h.[0594] An excess of 4-methylpiperidin-4-ol was added tothe mixture and stirred for 45 min at 100 C. The reactionmixture was diluted in EtOAc and washed 2x with sat. aq.NH4 Cl and brine. The organic layer was dried over Na2S04 ,filtered and concentrated under vacuum. The crude materialwas purified by normal phase chromatography ( 4 g silica gel cartridge, heptanes/EtOAc 100:0 to 0:100) to give the titlecompound as an off-white solid. (UPLC-MS 3) tR 1.08 min;ESI-MS 467.2 [M+Ht., 3970-68-1

The synthetic route of 3970-68-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Novartis AG; Buschmann, Nicole; Fairhurst, Robin Alec; Furet, Pascal; Knoepfel, Thomas; Leblanc, Catherine; Liao, Lv; Mah, Robert; Nimsgern, Pierre; Ripoche, Sebastien; Xiong, Jing; Han, Bo; Wang, Can; Zhao, Xianglin; US2015/119385; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.38385-95-4,2-(Piperidin-4-yl)-1H-benzo[d]imidazole,as a common compound, the synthetic route is as follows.,38385-95-4

In a round bottomed flask equipped with a magnetic stir bar and a nitrogen inlet, a mixture of vanillic acid (501 mg, 2.98 mmol), EDC hydrochloride (571 g, 2.98 mmol) and HOBt-hydrate (456 mg, 2.98 mmol) and DIPEA (0.86 mL, 8.97 mmol) in 18 mL DMF were added. The mixture was then stirred at room temperature for one hour. To the above solution, 2- (piperidin-4-yl)-lH-benzo[d]imidazole (600 mg, 2.98 mmol) was added. The mixture was stirred at room temperature for ovemight. To the reaction mixture water was added, precipitate was filtered and dried in vacuo yielding 724 mg of (4-(lH-benzo[cf]imidazol-2-yl)piperidin-l- yl)(4-hydroxy-3-methoxyphenyl)methanone as crude product. To the crude product, CH2CI2 was added, white precipitate formed was filtered and then dried in vacuo to give 334 mg (32 %) of the desired product. (0349) XH NMR (400 MHz, DMSO-d6) delta 12.19 (s, 1H), 9.40 (s, 1H), 7.50 (d, J= 8.0 Hz, 1H), 7.38 (d, J= 7.6 Hz, 1H), 7.19 – 7.02 (m, 2H), 6.93 (s, 1H), 6.89 – 6.64 (m, 2H), 3.75 (s, 3H+1H masked), 3.20 – 2.94 (m, 4H), 2.10 – 1.88 (m, 2H), 1.75 (q, J= 13.5, 13.0 Hz, 2H).

38385-95-4 2-(Piperidin-4-yl)-1H-benzo[d]imidazole 715810, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA; KHANNA, May; KHANNA, Rajesh; GOKHALE, Vijay; CHAWLA, Reena; (186 pag.)WO2018/144900; (2018); A1;,
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73874-95-0, tert-Butyl piperidin-4-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,73874-95-0

General procedure: To a stirred solution of 2 (0.20 g, 1.00 mmol) in anhydrous DCM(5 mL) was added Et3N (0.42 mL, 3.00 mmol) at room temperature.Then 3a-i (3.96 mmol) was added in small portions at room temperature.The reaction was stirred for 4 h at this temperature and then quenched the reaction with saturated aqueous solution ofNaHCO3. The aqueous layer was extracted with ethyl acetate(3 10 mL). The combined organic layers were dried over anhydrousNa2SO4, filtered, and concentrated. Silica gel flash columnchromatography (EtOAc/hexanes = 1:2) of the residue gave 4a-ias the product. Dissolved 4a-i (0.34 g, 0.97 mmol) in 25 mL TFAat room temperature, the reaction was stirred at room temperature for 10 h. Distilled the TFA under vacuum and then diluted with saturated aqueous solution of NaHCO3. The aqueous layer wasextracted with ethyl acetate (3 10 mL). The combined organiclayers were dried over anhydrous Na2SO4, filtered, and concentrated.Silica gel flash column chromatography (EtOAc/hexanes =1:1) of the residue gave 5a-i as the product.

As the paragraph descriping shows that 73874-95-0 is playing an increasingly important role.

Reference£º
Article; Yue, Hong; Lu, Feng; Shen, Chen; Quan, Jun-Min; Bioorganic Chemistry; vol. 61; (2015); p. 21 – 27;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.138007-24-6,tert-Butyl piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

Example 87Ethyl 5-chloro-6-(4-{[(4-methylbenzyl)sulfonyl]carbamoyl}piperidin-l-yl)-2-[(2- oxopyrrolidin-l-yl)methyl]nicotinate5 (a) Ethyl 6-[4-(/e^-butoxycarbonyl)piperidin-l-yl]-5-chloro-2-[(2-oxopyrrolidin-l- yl)methyl]nicotinateEthyl 5,6-dichloro-2-[(2-oxopyrrolidin-l-yl)methyl]nicotinate (Example 85(d)) (3.2 g, 9.96 mmol) and tert-bntyl piperidine-4-carboxylate (2.77 g, 15 mmol) were dissolved in DIPEA o (4.4 mL, 24.9 mmol) and iV-methyl-2-pyrrolidone (30 mL), the reaction mixture was heated at 1400C for 1.5 h. Water and DCM were added, the organic phase was washed with 0.5 M HCl, sat. NaHCO3 and water, dried (MgSO4) and concentrated in vacuo. The residue was purified by flash chromatography, DCMiMeOH 100:0 to 90:10 as eluent, to give ethyl 6-[4-(te7Y-butoxycarbonyl)piperidin-l-yl]-5-chloro-2-[(2-oxopyrrolidin-l- 5 yl)methyl]nicotinate. Yield: 3.1 g (67percent).1H-NMR (500 MHz5 CDCl3) delta 1.37 (3H, t), 1.45 (9H, s), 1.80 (2H, m), 1.95 (2H, m), 2.08 (2H, m), 2.40-2.50 (3H, m), 3.00 (2H5 m), 3.49 (2H5 m), 4.04 (2H, m), 4.32 (2H5 q), 4.87 (2H, s), 8.11 (lH, s)., 138007-24-6

As the paragraph descriping shows that 138007-24-6 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2008/85119; (2008); A1;,
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188869-05-8, tert-Butyl 3-bromo-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

188869-05-8, [0427] A mixture of 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile (1.5 g, 5.4mmol) and K2C03 (2.24 g, 16.3 mmol) in 50 mL of DMF at 80 DC was stirred under N2 for 45min before tert-butyl3-bromo-4-oxopiperidine-1-carboxylate (4.5 g, 16.3 mmol) was added inone portion. Then the mixture was stirred at 80 DC for 1 hr. After cooling down toRT, 150 mLof water and 150 mL of EA was added. Aqueous phase was further extracted with EA (1 00 mL x 3). The combined organic layers were washed with brine, dried over Na2S04 and concentratedto get crude product which was chromatographed on I5 g of silica gel using DCM/MeOH (40011to 20011) as eluant to afford 850 mg (35%) oftert-butyl3-cyano-2-(4-phenoxyphenyl)-5,6-dihydro -4H -pyrazolo[5′, I’ :2,3 ]imidazo[ 4,5-c ]pyridine-? (8H)-carboxylate as an off-white solid.MS (ESI) m/e [M+ It 455.9.

The synthetic route of 188869-05-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GUO, Yunhang; BEIGENE, LTD.; WANG, Zhiwei; WO2014/173289; (2014); A1;,
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