Day: March 18, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

4 (0.30 g, 0.92 mmol) was dissolved in 20 mL of ethanol,(S) -1-Boc-3-aminomethylpiperidine (0.26 g, 1.20 mmol) and DIPEA (0.18 mL, 1.01 mmol)Reflux reaction 48h,Ethyl acetate dissolved, suction filter,Purification by column chromatography [P: E = 1: 1 (V: V)] gave 0.24 g of a pale yellow solid in 51.8% yield., 140645-24-5

The synthetic route of 140645-24-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; China Pharmaceutical University; Lai Yisheng; Zhang Yingyi; Xiao Jianhu; Jin Shuanglong; Li Yuezhen; Zhang Yihua; (31 pag.)CN107043366; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

23. 4-(((3-(3-(Trifluoromethoxy)Dhenyl)imidazo[1 ,2-blDyridazin-6- yl)amino)methyl)DiDeridin-2-one EX. 8-23). [00332] A solution of tert-butyl 2-oxopiperidine-1 -carboxylate (5.4 g, 27 mmol) in THF (100 mL) was added LDA (16.2 mL, 32.4 mmol) at -78 C. After stirring for 0.5 h, phenyl selenisum chloride (7.94 g, 41 .5 mmol) was added. The mixture was stirred at -78 C for 4.5 hrs and then quenched with H2O (30 mL), diluted with brine (200 mL). The aqueous layer was extracted with CH2CI2 (200 mL x 2). The combined organic phase was dried, filtered and condensed. The residue was purified by flash chromatography (100% petroleum ether to petroleum ether/EtOAc = 5:1 ) to give compound tert-butyl 2-oxo-3- (phenylselanyl)piperidine-l -carboxylate (4.27 g, 45%) as an orange solid.

85908-96-9, The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TOLERO PHARMACEUTICALS, INC.; XU, Yong; BRENNING, Benjamin, Gary; KULTGEN, Steven, G.; LIU, Xiaohui; SAUNDERS, Michael; HO, Koc-Kan; WO2013/13188; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

690261-64-4,690261-64-4, 2-(Piperidin-4-yl)pyrimidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The hydrochloride salt of the pyrimidyl piperidine (Intermediate 8,133 mg, 0.564 mmol) was combined with Intermediate 5 (100 mg, 0.282 MMOL), DIEA (240, 6L, 1.40 mmol), and 4 A powdered molecular sieves (200 mg) in DCM. After 15 minutes at room temperature, sodium triacetoxyborohydride (300 mg, 1.41 mmol) was added and the resulting mixture was stirred for 3 days before being filtered through celite, diluted with DCM and washed with saturated sodium bicarbonate and brine. The organic layer was dried over NA2SO4, filtered and concentrated under reduced pressure to give a crude oil that was purified by preparative TLC (silica gel, 0.5 % NH40H/4.5 % MeOH/95 % DCM) to give 126 mg of a colorless oil. Resolution of the cis/trans isomers was accomplished by HPLC using a CHIRALPAK OD column eluting with 20 % ethyl alcohol/hexanes to give 57 mg of the trans isomer and 45mg of the cis isomer. First peak 57 mg: ESI-MS calc. for C27H34F3N50 : 501.27 ; found 502 (M+H). Second peak 45 mg: ESI-MS calc. for C27H34F3N50 : 501.27 ; found 502 (M+H).

The synthetic route of 690261-64-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2004/94371; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

712353-75-8,712353-75-8, 1-(4-Methoxybenzyl)piperidine-2,4-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of methyl 3-amino, 5-phenylthiophene 2- carboxylate (459mg, 1.96mmol) and 1- (4-Methoxy-benzyl)- piperidine-2,4-dione (457mg, 1. 96MMOL) at 21, under N2, was treated with dibutyltin dichloride (29mg, 0.098mmol, 5mol%) followed after 5min with phenylsilane (266DOL, 233mg, 2.15mmol, L. leq). The HETEROGENOUS mixture was stirred for 18h at 21 when a clear solution resulted. The reaction was left a further 5H, then evaporated to a thick oil (1.27g). The crude material was purified over silica using (Hexanes : CH2CL2 : EtOAc = 1: 1 : 1) as eluent to deliver 3- [1- (4-METHOXY-BENZYL)-2-OXO-PIPERIDIN-4-YLAMINO]-5- (1- methyl-hexa-1, 3,5-trienyl)-thiophene-2-carboxylic acid methyl ester as a yellow foam (432mg, 49%) (300MHz, CDCl3) 1.8-1.9(m, 1H), 2.25-2. 44 (m, 1H), 2.95 (dd, J = 1. 5Hz, J = 3. 9OHZ, 1H), 3.98 (dd, J = 1. 5Hz, J = 3. 9OHZ, 1H), 3.22-3. 40 (m, 4H), 3.80 (s, 3H), 3.33 (s, 3H), 3.85- 3.93 (m, 1H), 4.08 (m, 2H), 6.81 (s, 1H), 6.85-6. 9 (m, 2H), 7.20-7. 24 (m, 2H), 7. 36-7. 42 (m, 3H), 7.59-7. 61 (m, 2H).

As the paragraph descriping shows that 712353-75-8 is playing an increasingly important role.

Reference：
Patent; VIROCHEM PHARMA INC.; WO2004/52885; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

914988-10-6, tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (21 g, 93.6 mmol) in DCM (200 mL) at 0 C was added triethylamine (17 mL, 121 mmol), N,N-dimethylpyridin-4- amine (2.3 g, 18.7 mmol) and trifluoromethanesulfonic anhydride (20.4 mL, 121 mmol). The reaction was stirred at room temperature for 6 h. DCM (100 mL) was added and washed with water (200 mL), brine (200 mL). The organic layer was dried over anhydrous Na2SO4, filteredand concentrated in vacuo. The crude residue was purified by silica gel chromatography (petroleum ether / EtOAc = 3 : 1) to give the title compound (20 g, 60%) as a yellow solid. ?H NMR (400 IVIFIz, DMSO-d6) 4.26 (s, 2H), 3.62 – 3.56 (m, 2H), 2.73 – 2.62 (m, 2H), 1.42 (s, 9H)., 914988-10-6

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

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy M.; WAI, John; LAI, Kwong Wah; WANG, Fei; CHEN, Kevin X.; (351 pag.)WO2017/205538; (2017); 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.1211587-42-6,Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Into a 100-mL round-bottom flask, was placed dichloromethane (30 mL), 2,2,2- trichloroethyl N-[(1R,3S,5S)-8-azabicyclo[3.2.1]octan-3-yl]carbamate (2.4 g, 7.96 mmol, 1.00 equiv), TEA (3.2 g, 31.62 mmol, 3.97 equiv). Then benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (4 g, 12.05 mmol, 1.51 equiv) was added by dropwise at 0oC. The resulting solution was stirred for 12 h at 10oC. The resulting mixture was washed with 3×30 mL of water and 1×30 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/methanol (20:1). This resulted in 2.8 g (59%) of benzyl 4-[[(1R,3S,5S)-3-[[(2,2,2-trichloroethoxy)carbonyl]amino]-8- azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1-carboxylate as a yellow solid

1211587-42-6, As the paragraph descriping shows that 1211587-42-6 is playing an increasingly important role.

Reference：
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

768-66-1, 2,2,6,6-Tetramethylpiperidine (2.78 g) was dissolved in anhydrous chloroform (80 ml), and triethylamine (10.1 g) was added thereto. Subsequently, chloroglyoxylic acid ethyl ester (5.40 g) dissolved in anhydrous chloroform (5 ml) was added at 0C, and the mixture was stirred at room temperature for 20 hr. A saturated aqueous sodium hydrogencarbonate solution was added thereto, and the organic layer was separated. The organic layer was washed with saturated brine and was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel, eluting with n-hexane : ethyl acetate (4 : 1) mixed solvent to give N-(glyoxylic ethyl ester)-2,2,6,6-tetramethylpiperidine (4.50 g, yield 94%). 1H-NMR (CDCl3, 400 MHz): 0.85 (t, J = 6.8 Hz, 3H), 1.46 (s, 12H), 1.67 (s, 3H), 4.25 (q, J = 6.8 Hz, 2H) N-(Glyoxylic ethyl ester)-2,2,6,6-tetramethylpiperidine (4.50 g) was dissolved in tetrahydrofuran (100 ml), lithium aluminium hydride (2.14 g) was added thereto at 0C, and the mixture was then heated under reflux for one hr. The excess reagent was decomposed with sodium sulfate decahydrate, followed by filtration through Celite. The filtrate was concentrated under the reduced pressure to give the title compound (3.40 g, yield 100%). 1H-NMR (CDCl3, 400 MHz): 1.02 (s, 12H), 1.41 – 1.65 (m, 6H), 2.68 – 2.72 (m, 2H), 2.95 (br s, 1 H), 3.41 – 3.45 (m, 2H)

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1566379; (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.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Step1 : Ethyl5-benzovl-4, 5, 6, 7-tetrahvdrothienor3, 2-clpvridine-2-carboxylate :; To a stirred dry DMF (7.3 g, 100 mmol), POCI3 (12.25 g, 80 mmol) was slowly added between 0°C to 5° C. After the addition the solidified mass was dissolved in CH2CI2 (20 ml) and stirred at room temperature for 2 hrs. Again the temperature was cooled to 0°C and 1-benzoyl-4-piperidone in CH2CI2 was added slowly. After the addition the reaction mixture was stirred at room temperature for 2 hrs and poured over crushed ice and sodium acetate. It was stirred for 30 minutes at room temperature. Extracted with CH2CI2 ; washed well with water; dired over anhydrous MgS04 and concentrated. The crude product was dissolved in CH2CI2 and ethylmercaptoacetae (9.6 g, 80 mmol)/Et3N (10.1 g, 100 mmol) was added slowly at room temperature. The reaction mixture was refluxed for 2 hrs and quenched with water. CH2CI2 layer was washed well with water; dried over anhydrous MgS04 ; filtered and concentrated. The product was purified by Si02 column chromatography by eluting it with 50percent ethylacetae ; hexane. Yellow oil ; Yield : 6.4 gms (25percent); M+H 316., 24686-78-0

The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WYETH; WO2003/93279; (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.62718-31-4,1-Benzylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

62718-31-4, Benzylprotection of 1 to give 5 was achieved in 70-80% yield by reductive amination with benzaldehyde and sodium triacetoxyborohydride as the reducing agent in DCM as the solvent. Dehydration to the cyano compound 6 was performed under the same conditions as given for the preparation of 3. Subsequently, compound 6 was reacted with either benzylmagnesiumchloride or phenylmagnesiumchloride at rt overnight, followed by hydrolysis with 2M sulfuric acid to give the ketones 7 and 8, respectively, which were reductively aminated with benzylamine in ethanol in the presence of Pd/C (10%) at 3bar hydrogen pressure overnight in yields of 60-80% to the templates 9 and 10, respectively, which were used as racemates in the following synthetic steps. c) To a solution of l-benzyl-4-cyano-piperidine (9.3 g) in THF (90 ml) was added a solution of benzylmagnesiumchloride (1. 3 M in THF, 57 ml ; Fluka) at rt. Copper bromide was added (150 mg) and the reaction mixture was warmed to 60C for 8 h. The mixture was quenched by the addition of water (10 ml) and 15% sulfuric acid (65 ml) and stirring continued for 30 min. The THF was evaporated and 15% sodium hydroxide solution was added until the pH of the aqueous phase reached 8. The product was extracted with ether (2 x) to give crude material (10.8 g) which was purified by bulb-to-bulb destillation to give l- (l-benzyl- piperidin-4-yl)-2-phenyl-ethanone (5.1 g) as a colorless, viscous liquid.

62718-31-4 1-Benzylpiperidine-4-carbonitrile 793383, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2004/2483; (2004); 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.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

EXAMPLE 5. PREPARATION OF HEMI FUMARATE OF 3-BENZYL-S^-DIAZASPIRO[S-S]UNDECANEThis Example illustrates the preparation of the hemi fumarate of 3-benzyl-3,9- diazaspiro [5.5]undecane :Crude 3-benzyl-3,9-diazaspiro[5.5]undecane (72.1 g, 0.295 mol) (from Example 4) is suspended in wo-propanol (200 mL) and heated at 65 0C under nitrogen to form a clear Solution B. Fumaric acid (17. Ig, 0.147 mol) is suspended in wo-propanol (190 mL) and reflux to form a clear Solution A. Solution A is added to Solution B in one portion while stirring under nitrogen. The resulting clear solution becomes cloudy in a minute and more precipitate forms. The heat bath is removed and resulting mixture is stirred overnight under nitrogen. The mixture is filtered under nitrogen and washed with small amount of wo-propanol (-60 mL). The product is dried under high vacuum to give the title compound as a white loose powder. 74.5 g (yield 83.5%, and overall yield in 76%). LC-MS (M+l) 245.12; Rtau = 1.54 min. 1H NMR (CD3OD) 1.60-1.72 (m, 8H), 2.50-2.60 (m, 4H), 3.10-3.16 (m, 4H), 3.64 (s, 2H), 6.64 (s, IH), 7.26-7.38 (m, 5H).

189333-49-1, As the paragraph descriping shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; NEUROGEN CORPORATION; XU, Yuelian; XIE, Linghong; HAN, Bingsong; MAYNARD, George D.; CHENARD, Bertrand, L.; STAAB, Andrew J.; WO2009/97405; (2009); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem