Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.336191-17-4,tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate,as a common compound, the synthetic route is as follows.

The compound of formula 1-2 (methyl4-((4-bromo- 1 H-pyrrolo[2,3-b]pyridin- 1 -yi)methyl)benzoate) (0.700 g, 2.028 mmol), tert-butyl 2,8-diazabicyclo[4.5]decane-2-carboxylate (0.585 g, 2.433 mmol), Pd(t-Bu3P)2C12 (0.104 g, 0.203 mmol) and sodium tert-butoxide (0.234 g, 2.433 mmol) were dissolved in toluene (4 mL) at room temperature, and the solution was stirred at 120C for 17 hours, and then cooled to room temperature. After completion of the reaction, water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried with anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure. The concentrate was purified by column chromatography (Si02, 12 g cartridge; ethyl acetate/hexane = from 0% to 30%) to afford the desired compound of formula 18-1 (0.464 g, 45.3%) as a colorless oil., 336191-17-4

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; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Changsik; YANG, Hyun-mo; LEE, Changkon; BAE, Miseon; KIM, Soyoung; CHOI, Youngil; HA, Nina; LEE, Jaekwang; OH, Jungtaek; SONG, Hyeseung; KIM, Ilhyang; CHOI, Daekyu; MIN, Jaeki; LIM, Hyojin; BAE, Daekwon; WO2015/87151; (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.446302-83-6,1-Benzyl-3-phenylpiperidin-4-one,as a common compound, the synthetic route is as follows.

A solution of the compound (2.00 g) obtained in Process 3, hydrochloric acid (0.2 ml) and palladium carbon (10 wtpercent, 0.30 g) in ethanol (30 ml) was stirred at 40¡ãC for 3 hours under hydrogen atmosphere of 0.5 MPa. The catalyst was removed by filtration, and then the reaction solution was concentrated under reduced pressure to obtain crude 3-phenyl-4-piperidone as pale yellow powder. The obtained product was used in the next process without further purification.

446302-83-6, As the paragraph descriping shows that 446302-83-6 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1553084; (2005); 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.158407-04-6,tert-Butyl 4-(bromomethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step B: tert-Butyl 4-{[(5-cyanopyridin-2-yl)sulfanyllmethyl|piperidine-l-carboxylate 6-Sulfanylpyridine-3-carbonitrile (220 mg, 1.6 mmol) was dissolved in DMF (10 mL) in a round bottom flask at room temperature, tert-butyl 4-(bromomethyl) piperidine-l-carboxylate (530 mg, 1.9 mmol) was added, followed by potassium carbonate (440 mg, 3.2 mmol). The resulting mixture was heated to 80 C and stirred over night. The reaction mixture was diluted with EtOAc, washed with water and brine, then dried over anhydrous sodium sulfate, filtered and concentrated. The resulting residue was purified by MPLC (eluent: 0->100% EtOAc/Hexane gradient) to provide tert-Butyl 4-{[(5-cyanopyridin-2-yl)sulfanyl]methyl}piperidine-l- carboxylate. NMR delta (ppm)(500 Hz, CDCh): 8.64 (d, J= 2.1 Hz, 1H), 7.64 (dd, J= 8.4, 2.2 Hz, 1H), 4.11 (m, 2 H), 3.17 (d, J= 6.8 Hz, 2H), 2.68 (m, 2 H), 1.84-1.80 (m, 2 H), 1.80-1.72 (m, 1 H), 1.55 (s, 9 H), 1.28-1.16 (m, 2 H). LC-MS (IE, m/z): 356 [M + 23]+.

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; WO2013/39802; (2013); 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.28697-07-6,N-Cbz-2-Piperidinecarboxylic acid,as a common compound, the synthetic route is as follows.

Example 27N-(3,5-Dichloroisonicotinoyl)-4-(2-piperidin-2-yl-3H-imidazo[4,5-b]pyridin-3-yl)-L- phenylalanine (Compound 11) To Intermediate 2 (3.41g) in DCM (40ml) is added 1-Cbz-2-piperidinecarboxylic acid (4.48g), HOBt (346mg) and EDC (4.88g). The reaction is stirred at room temperature for 3 days. The reaction is partitioned between DCM (40ml) and water (40ml) and the organic layer washed with 10% AcOH solution (40ml). The solvent is removed in vacuo and the residue dissolved in AcOH (12ml) and heated in a microwave at 1200C for 10 minutes. The mixture is evaporated to dryness in vacuo and partitioned between EtOAc (40ml) and saturated NaHCO3 (40ml), the organic layer is dried over Na2SO4, filtered, evaporated to dryness and the residue purified by chromatography on silica eluting with EtOAc/heptane. To a portion of the purified material (1.25g) in DCM (20ml) is added TFA (1.51 ml) at room temperature. The reaction is stirred at room temperature for 20 hours. The reaction is partitioned between DCM (50ml) and saturated NaHCO3 (50ml), dried over Na2SO4, filtered and the evaporated to dryness. To a portion of the obtained material (348mg) in DCM (4ml) is added DIPEA (138mul) followed by 2,6-dichloroisonicotinoyl chloride (169mg) in DCM (2ml). The reaction is stirred at room temperature for 1 hour. The reaction is partitioned between DCM (40ml) and water (40ml). The organic layer is dried over Na2SO4, filtered and evaporated to dryness in vacuo and the residue purified by chromatography on silica eluting with EtOAc/heptane. To the purified material (310mg) in EtOH (10ml) under N2(g) is added 10% Pd on carbon (50mg). The mixture is flushed with H2(g) and stirred at atmospheric pressure for 3 days. The mixture is filtered through a pad of celite, and the filtrate evaporated to dryness in vacuo. The crude material is dissolved in THF (4ml) and added slowly over 1 hour to a stirred solution of NaOH (2.0M, 5ml). Once addition is complete the reaction is stirred at room temperature for 1 hour, the reaction mixture acidified to acidic pH with HCI (6.0M), concentrated in vacuo and purified by preparative HPLC (Method C) to afford the title compound as a white solid (61 mg, 1%). LCMS (Method A) 539 [M+H] RT 1.72 mins. 1H NMR 300MHz (CDCI3) .81.10-1.41 (m, 2H), 1.43-1.60 (m, 2H), 1.70 (m, 2H), 1.88 (d, 1 H), 2.41 (m, 1 H), 3.00 (m, 2H), 3.39 (d, 1 H), 3.75 (d, 1 H), 4.77 (m, 1 H), 7.25 (m, 3H), 7.50 (d, 2H), 8.00 (d, 1 H), 8.09 (dd, 1 H), 8.40 (s, 2H), 28697-07-6

The synthetic route of 28697-07-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UCB PHARMA, S.A.; WO2008/64823; (2008); 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.1095010-47-1,1-tert-Butyl 3-methyl 5-hydroxypiperidine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

To a dichloromethane solution (25 mL) of 1-tert-butyl 3-methyl 5-hydroxypiperidine-1,3-dicarboxylate (1.30 g), Dess-Martin reagent (2.33 g) was added. After stirring for 3 hours at room temperature, Dess-Martin reagent (1.31 g) was further added to the reaction solution, and the mixture was stirred for further 2.5 hours. Then, saturated aqueous solution of sodium hydrogen carbonate (50 mL) and a 10% sodium thiosulfate aqueous solution (50 mL) were added sequentially to the mixture, and the organic layer was separated. The product was further extracted from the aqueous layer with dichloromethane (10 mL) four times. The obtained organic layer was dried with anhydrous sodium sulfate, filtered. The filtrate was concentrated under reduced pressure, the residue was purified with silica gel column chromatography (chloroform/methanol=100/0 to 98/2) to give 1-tert-butyl 3-methyl 5-oxopiperidine-1,3-dicarboxylate (1.14 g) as an oil. 1H NMR (300 MHz, CDCl3) delta 1.46 (s, 9H), 2.58-2.79 (m, 2H), 3.03-3.11 (m, 1H), 3.73 (s, 3H), 3.77-3.93 (m, 2H), 4.02 (s, 2H)

1095010-47-1, 1095010-47-1 1-tert-Butyl 3-methyl 5-hydroxypiperidine-1,3-dicarboxylate 45790959, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; SUMITOMO DAINIPPON PHARMA CO., LTD.; FUSANO, Akira; KOBAYASHI, Tomonori; SAITO, Yasuhiro; KANAI, Toshio; (55 pag.)US2016/221948; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
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

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem