Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

The reaction flask is added to sodium hydroxide (10.0g, 250mmol), water and dissolved, make 10% of the solution, adding acetone to another reaction bottle 80g, the toluene sulfonyl chloride (38.13g, 200mmol), after stirring to dissolve, then adding 4-chloro pyrrolo pyrimidine (15.36g, 100mmol), stirring mixing, cooling to 0 C the following, dropping sodium hydroxide solution, the temperature is controlled at 5 C the following, completion of the dropping, heating, to control the temperature to 20-30 C stirring within the range of the reaction, to the reaction end after TLC monitoring, filtering, to get the product into the reaction bottle, adding water 200 ml, (3R, 4R)-cis-1-benzyl-4-methyl-3-methylamino-piperidine dihydrochloride (21.33g, 105mmol), stirring to dissolve, then adding potassium carbonate (82.93g, 600mmol), stirring, heating 95 C, TLC monitoring to the reaction end of the, cooling to 45-55C, by adding acetonitrile, preserving heat and stirring 1 hour, cooling to room temperature, crystallization, filtration, washing, the wet articles in added in the reaction bottle, adding dimethyl sulfoxide 250 ml, by adding 50% sodium hydroxide solution to 250 ml, stirring and heating 95 C, TLC monitoring to the reaction end rear, layered, water extraction once with dimethyl sulfoxide, merger dimethyl asian sulphone level, cooling to 75-85C, water slowly under stirring, the stirring cooling to room temperature, filtering, washing, 50% ethanol washing, filtering, drying, be [(3R, 4R) – 1 benzyl-4-methyl-piperidin-3-yl]-methyl-(7H-pyrrolo [2,3-d] pyrimidin-4-yl)-amine 25.83g, yield 77.0%, optical purity 99.8% (HPLC method).

1062580-52-2, 1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Shandong Elohim Pharmaceutical Group Co., Ltd.; Liu, Xiaofeng; Sun, Yuanlong; Yang, Linlin; (12 pag.)CN105884781; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.915226-44-7,1-N-Boc-3-(R)-Cyanopiperidine,as a common compound, the synthetic route is as follows.,915226-44-7

2(C) (R)-3-(N-Hydroxycarbamimidoyl)-piperidine-1-carboxylic acid tert-butyl ester A solution of (R)-3-cyano-piperidine-1-carboxylic acid tert-butyl ester (457 g, 2.18 mmol) and aqueous hydroxylamine (50% in water, 0.534 mL, 8.72 mmol) in ethanol (10 mL) was refluxed for 2 h. The solvent was evaporated under reduced pressure to afford the title compound that was used for the next step without further purification. Yield: 80%; LCMS (RT): 2.71 min (Method A); MS (ES+) gave m/z: 244.0.

As the paragraph descriping shows that 915226-44-7 is playing an increasingly important role.

Reference：
Patent; NIKEM RESEARCH SRL; ADDEX PHARMA SA; US2009/215822; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

221874-51-7, (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 1 L sealed tube, to a solution of (i?)-tert-butyl (2-oxopiperidin-3-yl)carbamate (23 g, 110 mmol) in 1,4-dioxane (300 mL) was added 1,4-dibromobenzene (28 g, 120 mmol), potassium phosphate tribasic (34 g, 160 mmol), cuprous iodide (8.2 g, 43 mmol), Nu,Nu’- dimethylethylenediamine (4.7 ml, 43 mmol). The reaction mixture was purged with Argon for 10-15 minutes and then heated to 60 C for overnight. The reaction mixture was diluted with ethyl acetate (250 mL) and washed with brine solution (200 mL). The organic layer was dried over Na2S04 and concentrated to produce the crude product. The crude compound was purified through 330 gm Silica column and was eluted with ethylacetate:pet-ether (40:60) to achieve off white solids of tert-butyl (l-(4- bromophenyl)-2-oxopiperidin-3-yl)carbamate (20 gm). Chiral SFC analysis of the purified product showed -10% epimerization. The compound was then purified via SFC to afford Intermeidate la (15 gm, 40 mmol, 38% yield) as a white solid. MS(ESI) m/z: 369.0/371.0 (M+H). NMR (400 MHz, CDCh): delta ppm 7.48 (d, J= 4.8 Hz, 2H), 7.11 (d, J= 4.8 Hz, 2H), 5.48 (br-s, 1H), 4.25-4.18 (m, 1H), 3.70-3.62 (m, 2H), 2.60-2.52 (m, 1H), 2.08-1.95 (m, 2H), 1.74-1.64 (m, 1H), 1.43 (s, 9H). [a]D25 (c = 0.1, MeOH): +30.0. Chiral Purity (SFC): 99.9%, retention time = 4.15 min (time of Peak-01 (0.105%) = 3.03 min & Retention time of Peak-02 (99.9%) = 4.15 min; Co-Solvent: 0.2%DEA in (0236) Methanol; Column: Whelk-01 ( R,R )(250 X 4.6)mm 5u; Column Temperature: 24.5; Total Flow: 3; C02 Flow Rate: 1.8; Co-Solvent Flow Rate: 1.2; Co-Solvent% 40; Back Pressure 100.) (0237) Preparative SFC Conditions: Column/dimensions: Whelk(R,R) (250 X 30) mm, 5u; (0238) C02%: 70%; Co-solvent%: 30% of (0.2% DEA in methanol); Total Flow: 120 g /min; Back Pressure: 100 bar; Temperature: 30C; UV: 240 nm. Retention time of Peak-01 = 3.20 min & Retention time of Peak-02 = 4.60 min;, 221874-51-7

221874-51-7 (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate 45092193, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; WURTZ, Nicholas R.; SHIRUDE, Pravin Sudhakar; VIET, Andrew Quoc; (144 pag.)WO2018/227065; (2018); 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.125224-43-3,((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol,as a common compound, the synthetic route is as follows.

To a mixture of [(3S,4R)-4-(4-fluorophenyl)piperidine-3-yl]methanol (3.0 g, 14 mmol), sodium carbonate (6.1 g, 57 mmol), dichloromethane (40 mL) and water (40 mL) was added di-tert-butyl Bicarbonate (3.8 g, 17 mmol) under ice cooling, followed by stirring at the same temperature for 30 minutes. The reaction mixture was added to a mixed solution of dichloromethane and water, and the organic layer was separated. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate_heptane=1:1) to give the title compound (4.0 g, 90% yield). 1H-NMR Spectrum (CDCl3) delta (ppm): 1.49 (9H, s), 1.61-1.71 (1H, m), 1.75-1.85 (2H, m), 2.51-2.56 (1H, m), 2.71 (1H, dd, J=11.3, 13.2 Hz), 2.78 (1H, br s), 3.24-3.29 (1H, m), 3.42-3.46 (1H, m), 4.20 (1H, br s), 4.36 (1H, d, J=11.7 Hz), 6.97-7.03 (2H, m), 7.13-7.18 (2H, m).

125224-43-3, 125224-43-3 ((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol 9855829, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; EISAI R&D MANAGEMENT CO., LTD.; Tanaka, Keigo; Nishioka, Tomoki; US2013/197033; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

39514-19-7, Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 1 -benzyl-3-oxo-piperidine-4-carboxylic acid ethyl ester (1 1 .31 g, 38 mmol), di-t-butyl dicarbonate (8.78 g, 40.2 mmol), Et3N (5.4 ml_, 38.7 mmol) and Pd(OH)2 on carbon (20percent on dry basis-Pearlman’s catalyst) (1 .3 g) were taken into EtOH (1 10 ml_). The mixture was hydrogenated at 60 psi for 24 h in a Parr bottle. The catalyst was removed by filtration and the filtrate was concentrated to dryness to tan solid. Crude residue was shaken well with hexane (100 ml_) and filtered. The filtrate was concentrated to yield the title compound (9.70 g, 94.25percent). MS (ESI) mass calcd. for Ci3H2i NO5, 271 .32; 1H NMR (400 MHz, CDCI3) 4.24 (q, J = 7.1 , 2H), 4.03 (s br, 2H), 3.49 (t, J = 5.6, 2H), 2.32 (m, 3H), 1 .47 (s, 9H), 1 .31 (t, J = 7.1 , 3H).

39514-19-7, The synthetic route of 39514-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1172500-91-2, 4-Benzenesulfonylpiperidine Hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-(phenylsulfonyl)piperidine hydrochloride (l .Og, 3.8 mmol), (S)-2-((tert-butoxycarbonyl)amino)-3-(3,5-difluoro-4-hydroxyphenyl)propanoic acid (l .lg, 3.5 mmol), DIPEA (1.8 mL, 10.4 mmol), DCM (16 mL) and DMF (4 mL) was treated with HATU (1.59 g, 4.2 mmol). The mixture was stirred for lh then the resulting solution was allowed to stand for 18 h. The mixture was diluted with dichloro methane (30 mL) and washed with saturated sodium hydrogen carbonate (aq.) (20 mL) then saturated brine (2 x 20 mL). The organic phase was dried (Na2S04) and concentrated in vacuo and purified by chromatography on a Si cartridge eluting with 0-20% DCM in ethyl acetate to give Intermediate 41 A (780 mg). LCMS (Method 3): Rt = 1.25 min. m/z 525.3 [M+H]+

1172500-91-2, The synthetic route of 1172500-91-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHIESI FARMACEUTICI S.P.A.; ACCETTA, Alessandro; RANCATI, Fabio; CAPELLI, Anna Maria; CLARK, David Edward; TISSELLI, Patrizia; EDWARDS, Christine; CHEGUILLAUME, Arnaud Jean Francois Auguste; BHALAY, Gurdip; (101 pag.)WO2020/16129; (2020); 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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

914988-10-6, A mixture of tert-butyl 3-eyano-4-oxopiperidine- I -carboxylate (310 g, 1.38 mol) and hydrazine mono-hydrate (140 mL, 2.08 mol) in EtOH (1.5 L) was heated to 60 C for 2 h. The mixture was concentrated in vacuo to give the crude product that was dissolved inEtOAc (1 L) and washed with water (1 L x 2), The organic layer was dried over anhydrousNa2SO4, filtered and concentrated in vacuo to afford the title compound (230 g, 70%) as acolorless solid, ?H NMR (400 MHz, CD3OD) 6 4.28 (s, 211), 3.66 -3.63 (m, 211), 2.62 – 2.59(m, 211), 1.49 (s, 9H).

As the paragraph descriping shows that 914988-10-6 is playing an increasingly important role.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); 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.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

1.71 N-Benzyl-3-[(N-3-methoxyphenyl-N-phenylsulphonyl)aminomethyl] piperidine DIBAL (7.0 mL, 1.5 M in toluene, 10.5 mmol) was added (dropwise along the sides of the flask) to a solution of ethyl 1-benzylpiperidine-3-carboxylate in toluene (from Emka-Chemie, 1.01 g, 4.08 mmol) at -78 C. and the resulting solution was stirred at -78 C. for 3.5 hours. The reaction mixture was quenched by slow addition of ethyl acetate (10 mL) and methanol (5 mL) at -78 C. After 15 min, a solution of potassium sodium tartrate (1 M aqueous) was added and the resulting precipitate was stirred for ~1 hour, further diluted with ethyl acetate and filtered to remove the precipitate. The solvent was removed in vacuo, using methanol to aid azeotropic removal of the toluene at the end, providing 1 -benzylpiperidine-3-carboxaldehyde of sufficient purity for use below., 72551-53-2

As the paragraph descriping shows that 72551-53-2 is playing an increasingly important role.

Reference：
Patent; Egle, Ian R.; Frey, Jennifer; Isaac, Methvin B.; Slass, Abdelmalik; Begleiter, Leah E.; Edwards, Louise G.; Stefanac, Tomislav; Tehim, Ashok; Maddaford, Shewn P.; Tse, Hoi Lun Allan; US2003/176461; (2003); 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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

crude purified product (770 mg) of benzyl 3-oxopiperidine-1-carboxylate, 2,2-dimethylpropan-1-amine (643 mg) and acetic acid (0.5 mL) were dissolved in THF (10 mL), and sodium triacetoxyborohydride (1563 mg) was added at room temperature. The mixture was stirred at room temperature for 1 hr, to the reaction mixture was added water at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was dissolved in THF (10 mL), di-tert-butyl dicarbonate (1610 mg) and triethylamine (2.57 mL) were added at room temperature, and the mixture was stirred at 60 C. for 6 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (690 mg) as a colorless oil. (1235) 1H NMR (300 MHz, CDCl3) delta 0.89 (9H, brs), 1.31-1.53 (10H, m), 1.66-1.95 (2H, m), 2.10-3.82 (6H, m), 3.99-4.27 (2H, m), 4.99-5.22 (2H, m), 7.28-7.41 (5H, m)., 61995-20-8

The synthetic route of 61995-20-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AIDA, Jumpei; YOSHITOMI, Yayoi; HITOMI, Yuko; NOGUCHI, Naoyoshi; HIRATA, Yasuhiro; FURUKAWA, Hideki; SHIBUYA, Akito; WATANABE, Koji; MIYAMOTO, Yasufumi; OKAWA, Tomohiro; TAKAKURA, Nobuyuki; MIWATASHI, Seiji; (199 pag.)US2016/115128; (2016); 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.534595-51-2,1-Boc-4-(isopropylamino)piperidine,as a common compound, the synthetic route is as follows.

534595-51-2, Example 1; N-Isopropyl-N-piperidin-4-yl-3-trifluoromethyl-benzenesulfonamide (6); NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 1 (10 g, 50 mmol, Aldrich), compound 2 (3 g, 52.5 mmol, Aldrich), molecular sieves (4 beads, 20 g, Aldrich) in DCE (200 mL) at 0 C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2 mL), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 3 as a colorless oil. Compound 4 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 3, TEA (10 mL) and DCM (10 mL) at room temperature. The resulting mixture was heated and stirred at 37 C. for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 mL), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 5 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 mL of 1,4-dioxane. HCl (10 mL, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 6 as HCl-salt, which was suspended in EtOAc, and neutralized with 1N NaOH aq, concentrated and dried under vacuum to give compound 6 as colorless oil (5 g, yield 65%).

As the paragraph descriping shows that 534595-51-2 is playing an increasingly important role.

Reference：
Patent; Shao, Bin; Yao, Jiangchao; US2010/311792; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem