Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109384-19-2,tert-Butyl 4-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To the stirred solution of tert- butyl 4-hydroxypiperidine-l-carboxylate (26 g, 130 mmol) in /V, N- dimethyl form amide (100 mL) under nitrogen atmosphere at 0C, sodium hydride (6 g, 149 mmol) was added in portions and reaction mixture was stirred at 0 C for 20 min. 4-fluorobenzonitrile (15 g, 124 mmol) was dissolved in 20 mL of /V,/V-dimethyl form amide and added drop wise at 0 C. The reaction mixture was heated to 25 C and stirred for 16 h, then cooled to 0 C and quenched by adding water (100 mL) drop wise. The product was extracted twice by ethyl acetate (200 mL). The combined ethyl acetate layer was washed with ice cold water (300 mL), dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain a crude product. The crude product was purified by flash column chromatography using 40% ethyl acetate in hexane as an eluent to obtain tert- butyl 4-(4- cyanophenoxy)piperidine-l-carboxylate (37.2 g, 123 mmol, 99 % yield).

109384-19-2, As the paragraph descriping shows that 109384-19-2 is playing an increasingly important role.

Reference：
Patent; PI INDUSTRIES LTD.; BHUJADE, Paras Raybhan; NAIK, Maruti N; PAWAR, Rajesh; TRIVEDI, Pooja; DENGALE, Rohit Arvind; KULKARNI, Shantanu Ganesh; TEMBHARE, Nitin Ramesh; AUTKAR, Santosh Shridhar; GARG, Ruchi; VENKATESHA, Hagalavadi M; KLAUSENER, Alexander G.M.; (172 pag.)WO2020/70610; (2020); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

13096-31-6, 5-Hydroxypiperidine-2-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 23 1-(3-Mercaptopropanoyl)-5-Hydroxy-L-Pipecolic Acid By substituting 5-hydroxy-L-pipecolic acid for L-proline in procedure of Example 13 and then treating the product by the Procedure A of Example 18, 1-(3-benzoylthiopropanoyl)-5-hydroxy-L-pipecolic, and 1-(3-mercaptopropanoyl)-5-hydroxy-L-pipecolic acid are obtained.

13096-31-6, As the paragraph descriping shows that 13096-31-6 is playing an increasingly important role.

Reference：
Patent; E. R. Squibb & Sons, Inc.; US4046889; (1977); 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.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;,
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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