Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.185961-99-3,1-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one,as a common compound, the synthetic route is as follows.

Example 25; 1-(1 -{[5-(2-Chlorophenyl)-4-ethyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl]acetyl}-4- piperidinyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (E25)[5-(2-Chlorophenyl)-4-ethyl-7H-pyrrolo[2,3-d]pyrimidin-7-yl]acetic acid lithium salt (D27, 52.0 mg, 0.161 mmol) was dissolved in N,N-dimethylformamide (2 ml.) and N- methylmorpholine (0.035 mL, 0.322 mmol) added followed by 1- hydroxybenzotriazole (27.1 mg, 0.177 mmol) and 1-(3-dimethylaminopropyl)-3- ethylcarbodiimide hydrochloride (37.0 mg, 0.193 mmol). The mixture was stirred at room temperature under argon for 5 minutes then 1-(4-piperidinyl)-1 ,3-dihydro-2H- imidazo[4,5-b]pyridin-2-one (52.7 mg, 0.242 mmol) added. The reaction was stirred for 17 hours, then at 5O0C for 10 hours, concentrated under reduced pressure then partitioned between ethyl acetate and saturated sodium bicarbonate solution. The organic layer was washed with brine, dried and concentrated under reduced pressure. The residue was purified by column chromatography, eluting with 0-5% 2M ammonia/methanol in dichloromethane to give a white solid. Further purification by MDAP gave the title compound as a white solid.LC/MS (ES+ve): [M+H]+ at m/z 516, 518 (C27H26CIN7O2 requires [M+H]+ at m/z 516,518).1H NMR delta (DMSOd6): 1.04 (3H, t), 1.74-1.92 (2H, m), 2.05-2.19 (1 H, m), 2.31-2.43(2H, m), 2.57-2.66 (2H, m), 2.74-2.85 (1 H, m), 4.22 (1 H, d), 4.43-4.57 (2H, m), 5.35 (2H, q), 6.98-7.04 (1 H, m), 7.45-7.52 (3H, m), 7.55 (1 H, s), 7.58-7.65 (2H, m), 7.90- 7.94 (1 H, m), 8.73 (1 H, s), 1 1.33-1 1.72 (1 H, br s).

185961-99-3 1-(Piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one 22293182, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2009/80682; (2009); 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.236406-39-6,8-Boc-2,8-Diazaspiro[4.5]decane,as a common compound, the synthetic route is as follows.

General procedure: A mixture of compound 8 (0.3 mmol) and corresponding ketones (0.4 mmol) in Ti(OPr)4 was stirred at 70 C for 8 h and cooled to room temperature. MeOH (5 mL) and NaCNBH3 (1.6 mmol) wasadded to the mixture, and stirred for 5 h at 40 C. The mixture was quenched by 1 N NaOH (10 mL), filtered by Celite, and washed by MeOH. The MeOH was evaporated under vacuo. The residue wasdiluted by H2O, and extracted by Et2O. The combined organic layer was washed by brine, dried over anhydrous MgSO4, filtered, andconcentrated. The residue was purified over silica gel column(DCM: MeOH = 30 : 1) to yield oils 11c-g (yield, 40-70%).

236406-39-6 8-Boc-2,8-Diazaspiro[4.5]decane 23282900, apiperidines compound, is more and more widely used in various.

Reference£º
Article; Lv, Kai; Wang, Apeng; Tao, Zeyu; Fu, Lei; Liu, Hongtao; Wang, Bin; Ma, Chao; Wang, Hongjian; Ma, Xican; Han, Bing; Wang, Auyu; Zhang, Kai; Liu, Mingliang; Lu, Yu; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 208 – 217;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

141699-59-4, tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-butyl 4-(4-iodo-1H-pyrazol-1-yl)piperidine-1-carboxylate (3) NaH (1.2 eq., 0.68 mmol) was added portionwise to a stirred solution of 4-iodopyrazole (0.57 mmol) in DMF (2 L) at 4 C. The resulting mixture was stirred for 1 hour at 4 C. and 4-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester, compound 2 (1.1 eq., 0.63 mmol) was then added. The resulting mixture was heated to 100 C. for 12 h. The reaction was quenched with H2O and extracted with EtOAc several times. The combined organic layers were dried, filtered, and concentrated to afford an orange oil. The residue was purified by silica gel chromatography (eluting with 5% EtOAc in pentane) to give compound 3 as a white solid (140 g, 66%).

As the paragraph descriping shows that 141699-59-4 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; Christensen, James Gail; Zou, Yahong; (37 pag.)US2016/206608; (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.236406-39-6,8-Boc-2,8-Diazaspiro[4.5]decane,as a common compound, the synthetic route is as follows.

A 250-mL round-bottom flask was charged with 5-chloro-2-(trifluoromethyl)benzaldehyde (0.860 g, 4.12 mmol, 1.00 equiv), tert-butyl 2,8-diazaspiro[4.5]decane-8-carboxylate (1.00 g, 4.16 mmol, 1.00 equiv), and 1,2-dichloroethane (50 mL). The mixture was stirred for 2 hours at room temperature prior to addition of sodium triacetoxyborohydride (3.90 g, 18.4 mmol, 2.00 equiv). The resulting solution was stirred overnight at room temperature and quenched with water (50 mL). The mixture was extracted with dichloromethane (3*50 mL) and the organic layers were combined, washed with water (3*50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 1.50 g (84% yield) of tert-butyl 2-(5-chloro-2-(trifluoromethyl)benzyl)-2,8-diazaspiro[4.5]decane-8-carboxylate as a white oil. LCMS (ESI, m/z): 433 [M+H]+.

As the paragraph descriping shows that 236406-39-6 is playing an increasingly important role.

Reference£º
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; CISAR, Justin S.; DUNCAN, Katharine K.; FENG, Yu; WIENER, John J.M.; WEBER, Olivia D.; (79 pag.)US2018/256566; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

138007-24-6, tert-Butyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) tert-Butyl1-(2-cyanoethanimidoyl)piperidine-4-carboxylate Two microwave vials was each charged with ethyl2-cyanoethanimidoate (See McElvain, S. M.;Schroeder, J. P.; J. Am. Chem. Soc. 71, p.40(1949)) (841 mg, 7.7 mmol), tert-butyl piperidine-4-carboxylate (926 mg, 5 mmol), DIPEA (1.94 g, 15 mmol), EtOH (7.5 mL) and heated to 100¡ã C. for 10 minutes in a microwave oven, single node heating. Additional ethyl2-cyanoethanimidoate (252 mg, 4.5 mmol) and DIPEA (969 mg, 7.5 mmol) was added to each vial and the stirring was continued at r.t for 16 hours. LC-MS showed still some remaining tert-butyl piperidine-4-carboxylate and therfore ethyl2-cyanoethanimidoate (246 mg, 2.2 mmol) was added and the mixture was again heated to 100¡ã C. in a microwave oven for 20 minutes. The solutions from the vials was combined and used without further purification in the next step.

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

Reference£º
Patent; AstraZeneca AB; US2008/171732; (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.2213-43-6,1-Aminopiperidine,as a common compound, the synthetic route is as follows.

To a magnetically stirred solution of 6 (4.40 g, 9.24 mmol) and aluminum trichloride (2.46 g, 18.48 mmol) in dichloride ethane (88 mL) was added 1-aminopiperidine (3.70 g, 36.96 mmol) slowly under argon at 0 C. The resulting mixture was allowed to warm up to room temperature and stirred for 16 h, then quenched with ice water. The aqueous phase was extracted with CH2Cl2 (2*40 mL). The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give crude residue, which was purified by flash chromatography eluting with n-hexane/ethyl acetate (1:1) to afford Compound 7 (4.75 g, 97%) as a white solid: 1H NMR (CDCl3) delta 7.73 (s, 1H), 7.49 (d, J=2.4 Hz, 1H), 7.35 (dd, J=8.4, 2.4 Hz, 1H), 7.28 (d, J=8.4 Hz, 1H), 6.95 (d, J=4.0 Hz, 1H), 6.69 (d, J=4.0 Hz, 1H), 5.17 (t, J=7.2 Hz, 1H), 4.67 (d, J=7.2 Hz, 2H), 2.83 (brs, 4H), 1.78-1.73 (m, 4H), 1.42 (brs, 2H); 13C NMR (CDCl3) delta 160.0, 144.7, 136.9, 136.6, 135.0, 133.6, 130.7, 130.3, 130.2, 128.6, 128.1, 124.0, 115.8, 57.1, 54.7, 25.3, 23.2; ESMS m/z: 529.1 (M+1).

2213-43-6 1-Aminopiperidine 16658, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; National Health Research Institutes; Shia, Kak-Shan; Chang, Chun-Ping; Chao, Yu-Sheng; US2013/85126; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

58333-75-8, 4-(2-Methoxyphenyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 21 2-{[4-(2-methoxyphenyl)piperidin-1-yl]methyl}-1H-benzimidazole A mixture of 4-(2-methoxyphenyl)piperidine (0.2 g, 1.06 mmol), 2-chloromethyl-benzimidazole (186, 1.1 mmol) and Cs2CO3 (0.36 g, 0.36 mmol) in DMF (8 mL) were stirred at room temperature for 18 hours. The reaction mixture was poured into water (30 mL) and extracted with ethyl acetate (20 mL). The organic layer was washed with brine (2*30 mL) and dried over MgSO4, filtered and the filtrate concentrated under reduced pressure. The residue was purified by flash chromatography eluding with 5% methanol in dichloromethane to give the title compound (82 mg, 25%). 1H NMR (CDCl3, 300 MHz) delta 1.69 (m, 4H), 2.19 (m, 2H), 2.87(m, 1H), 2.96 (m, 2H), 3.75 (s, 2H), 3.77 (s, 3H), 6.92 (m, 2H), 7.45 (m, 1H), 7.55 (m, 1H), 12.26 (s, 1H). MS (DCI-NH3) m/z 322 (M+H)+.

The synthetic route of 58333-75-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abbott Laboratories; US6960589; (2005); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

91419-48-6, tert-Butyl 4-carbamoylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

under room temperature, nitrogen protection, (27.36g, 0 . 12mol, 1eq), laurance reagent (24.26g, 0 . 06mol, 0 . 5eq), mixed, added into the 1,4-dioxane 250 ml, the mixing tabs 50 C, 4h. Quality monitoring, after the reaction is complete. The reaction system can be obtained direct turns on lathe does target product 51. 86g crude product (containing laurance reagent decay product), purity 50%. The crude product of viscosity is very high bombycinous oily liquid.

The synthetic route of 91419-48-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Agricultural High-tech R & D Center Deere music; Beijing Century Dade Environmental Protection Technology Co., Ltd.; Yang, Fangli; (17 pag.)CN105541830; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

309956-78-3, (R)-tert-Butyl piperidin-3-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 5b (460 mg, 0.96 mmol) was dissolved in N, N-dimethylformamide (12 ml) by a known method, and (R) -3-tert-butoxycarbonylaminopiperidine (193 mg, 0.96 mmol) ,Potassium carbonate (200mg, 1.44mmol)was added, The reaction solution was cooled to room temperature, poured into cold water, filtered, washed with water and dried to give 5c (417 mg, gray solid), and the reaction mixture was cooled to room temperature. , Yield: 72.6%.

309956-78-3 (R)-tert-Butyl piperidin-3-ylcarbamate 1514172, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Chengdu YuanDong Biological Pharmaceutical Co., Ltd; WANG, YING; XIANG, YONGZHE; CENG, GUODONG; (21 pag.)CN103936738; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

79098-75-2, 3-Piperidin-4-yl-3,4-dihydro-1H-quinazolin-2-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 89 (+)-N-(1-(1-(3-Fluorobenzyl)-4-methyl-lH-imidazol-2-yl)-2-(7-methyl-lH- indazol-5-yl) ethyl)-4-(2-oxo-1, 2-dihydroquinazolin-3 (4H)-yl) piperidine-1- carboxamide tert-Butyl 1-(1-(3-fluorobenzyl)-4-methyl-11 J-imidazol-2-yl)-2-(7-methyl- 2- ( (2- (trimethylsilyl) ethoxy) methyl)-2H-indazol-5-yl) ethylcarbamate (20.0 mg, 0.034 mmol) was dissolved in a minimum amount of ethyl acetate, and treated with hydrochloric acid (4 N in dioxane, 1.0 mL). The mixture was stirred under nitrogen for 3 days. After removal of the solvents, the crude mixture was treated with diethyl ether to give a precipitate which was filtered. The resulting solid was dissolved in dimethylformamide (1.0 mL), cooled to 0C, and treated with carbonyl diimidazole (6.0 mg, 0.037 mmol, 1.1 equiv) and N’N- diisopropylethylamine (24. 3 L, 3 equiv). The reaction was stirred for 5 min at 0C, warmed to room temperature, stirred for 10 min, and treated with 3- (piperidin-4-yl) -3,4-dihydroquinazolin-2 (1H)-one (8.5 mg, 0.037 mmol, 1.1 equiv). The mixture was stirred at room temperature overnight. The solvent was evaporated and the residue purified by column chromatography to afford 16.1 mg (74%, 2steps).’H-NMR (CD30D, 500 MHz) 8 1.50-1. 68 (m, 4H), 2.27 (s, 3H), 2.46 (s, 3H), 2.77 (m, 2H), 3.20 (m, 2H), 4.01-4. 16 (m, 2H), 4.20 (s, 2H), 4.32- 4.43 (m, 1H), 5.13-5. 22 (m, 2H), 6.60-6. 67 (m, 2H), 6.70 (s, 1H), 6.76-6. 86 (m, 2H), 6.87-6. 94 (m, 1H), 6.96 (dd, J=8. 3,6. 7, 1H), 7.07-7. 14 (m, 2H), 7.16 (dd, J= 7.9, 7.6, 1H), 7.25 (s, 1H), 7.92 (s, 1H). Mass spec.: 621.4 (MH) +.

79098-75-2 3-Piperidin-4-yl-3,4-dihydro-1H-quinazolin-2-one 11042597, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2005/56550; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem