Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.,10338-57-5

General procedure: The pyrone (30mmol) and morpholino (35mmol) are placed in a round bottom flask. Cyclohexane (45ml) was used as a solvent and p-toluenesulfonic acid as a catalyst, and the reaction conditions is refluxed in an oil bath at 90C condition 6h. Subsequently, at the rear end of the one-step reaction, cyclohexane was removed by rotary evaporation, and added difluorobenzaldehyde (30mmol) with ethanol as a solvent, then underwent an oil bath at 78C reflux condition monitored by thin-layer chromatography (TLC). Completion of the reaction is the end point of symmetry product just appeared. The reaction solution was cooled at room temperature, using 15% hydrochloric acid solution to adjust PH to acid field. Ethanol was removed by rotary evaporator and then extracted with ethyl acetate, purified by column chromatography. Unilateral product obtained reacted with different aldehydes dissolved in ethanol, 10% NaOH solution as catalyst to perform final products.

10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Wu, Jianzhang; Wu, Shoubiao; Shi, Lingyi; Zhang, Shanshan; Ren, Jiye; Yao, Song; Yun, Di; Huang, Lili; Wang, Jiabing; Li, Wulan; Wu, Xiaoping; Qiu, Peihong; Liang, Guang; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1321 – 1331;,
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1187173-43-8, 2,7-Diazaspiro[4.5]decan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 47: 7-[bis(4-fluorophenyl)methyl]-2,7-diazaspiro[4,5]decan-1-one (P47)Chlorobis(4-fluorophenyl)methane (0.174 m L, 0.934 mmol) was added to a stirred mixture of 2,7- diazaspiro[4.5]decan-l-one hydrochloride salt (0.15 g, 0.78 mmol) and K2C03(0.27 g, 1.95 mmol) in Acetonitrile (3 m L). The mixture was stirred for 3 hrs at reflux. The solution was diluted with EtOAc and water. The organic phase was dried and evaporated. The residue was purified by FC on silica gel (eluent: cHex to EtOAc) to afford 7-[bis(4-fluorophenyl)methyl]-2,7-diazaspiro[4.5]decan-l-one (p47, 165 mg, y= 59%) as white foam .MS (ES) (m/z): 357.2 [M+H]+.

1187173-43-8, 1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; SHIRE INTERNATIONAL GMBH; SEMERARO, Teresa; TARSI, Luca; MICHELI, Fabrizio; LUKER, Tim; CREMONESI, Susanna; (122 pag.)WO2016/42451; (2016); A1;,
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149554-03-0, tert-Butyl 2-(4-oxopiperidin-1-yl)acetate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Referential Example 2 Methyl 1-(tert-butoxycarbonylmethyl)-4-oxo-3-piperidinepropionate Starting compound: Tert-butyl 4-oxo-1-piperidineacetate Mass spectrum (m/z): FAB (Pos) 300(M+ +1) NMR spectrum (CDCl3, TMS internal standard): delta: 1.48 (9H, s), 1.50-1.59 (1H, m), 2.05-2.15 (1H, m), 2.30-2.46 (4H, m), 2.60-2.70 (3H, m), 3.13-3.17 (2H, m), 3.25 (2H, d), 3.66 (3H, s).

149554-03-0, 149554-03-0 tert-Butyl 2-(4-oxopiperidin-1-yl)acetate 53407149, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5773442; (1998); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.149554-03-0,tert-Butyl 2-(4-oxopiperidin-1-yl)acetate,as a common compound, the synthetic route is as follows.

A solution of Example 1.2. 7 (0.055 g,), tert-butyl 2-( 4-oxopiperidin-1-yl)acetate (0.014 g)and sodium triacetoxyborohydride (0.019 g) was stirred in dichloromethane (0.5 mL) at roomtemperature. After stirring for 2 hours, trifluoroacetic acid (0.5 mL) was added to the reaction, andstirring was continued overnight. The reaction was concentrated, dissolved in N,N-25 dimethylformamide (1.5 mL) and water (0.5 mL) and purified by reverse phase HPLC using a Gilsonsystem, eluting with 10-80% acetonitrile in water containing 0.1% v/v trifluoroacetic acid. Thedesired fractions were combined and freeze-dried to provide the title compound. 1H NMR (501 MHz,dimethyl sulfoxide-d6) 8 ppm 12.85 (s, 1H), 8.80 (s, 2H), 8.03 (d, 1H), 7.80 (d, 1H), 7.62 (d, 1H),7.55-7.41 (m, 3H), 7.36 (q, 2H), 7.29 (s, 1H), 6.96 (d, 1H), 4.96 (s, 2H), 4.07 (s, 2H), 3.89 (t, 2H),30 3.83 (s, 2H), 3.66-3.55 (m, 4H), 3.30 (s, 1H), 3.08 (s, 4H), 3.02 (t, 2H), 2.22 (d, 2H), 2.10 (s, 3H),1.97-1.78 (m, 2H), 1.44 (s, 2H), 1.31 (q, 4H), 1.20-0.96 (m, 6H), 0.87 (s, 6H). MS (ESI) m/e 887.3(M+Ht.

149554-03-0, The synthetic route of 149554-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; SOUERS, Andrew, J.; PHILLIPS, Andrew, C.; JUDD, Andrew, S.; BRUNCKO, Milan; (717 pag.)WO2017/214282; (2017); A1;,
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61869-08-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61869-08-7,(3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine,as a common compound, the synthetic route is as follows.

1.0 g of oily paroxetine free base and 1.24 g of cholic acid were completely dissolved in a mixed solvent of methanol (10 mL) and acetone (40 mL) while heating to 40 C. with shaking for 30 minutes. The solution was allowed to stand at room temperature for 24 hours to obtain a salt. The salt was filtered, and dried under vacuum to yield 2.0 g of solid paroxetine cholate as a white crystal.

61869-08-7 (3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine 44274603, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Lee, Sang Joon; Shin, Hee Jong; Ki, Min Hyo; Lee, Su Kyoung; Kim, Bok Young; Lee, Hong Woo; US2006/63747; (2006); A1;,
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10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Related benzaldehydes (7.5 mmol) was dissolved in EtOH(25 mL) and sodium metabisulfite (0.8 g) (in 5 mL of water) wasadded in portions. The reaction mixture was stirred vigorously andmore EtOH was added. The mixture was kept in a refrigerator for awhile. The white precipitate, the obtained salts were gained byfiltration, dried and used for the further steps without purificationand characterisation.

10338-57-5, The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Karaaslan, Cigdem; Doganc, Fatima; Alp, Mehmet; Koc, Asli; Karabay, Arzu Zeynep; Goeker, Hakan; Journal of Molecular Structure; vol. 1205; (2020);,
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109384-19-2, tert-Butyl 4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tert-butyl-4-hydroxypiperidine-1-carboxylate (4.5 g, 22.4 mmol)4-hydroxybenzonitrile (2.7 g, 22.7 mmol)And triphenylphosphine(8.8 g, 33.5 mmol) was dissolved in tetrahydrofuran (80 mL)Cooled to 0 C,Diethyl azodicarboxylate (5.8 g, 33.3 mmol) was added.25 C for 4 hours,LC-MS detection reaction is completed,Concentrated, ethyl acetate (150 mL) and water (50 mL) were added,The aqueous phase was extracted with ethyl acetate (50 mL)Combined organic phase,The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 10: 1) to give the product (4.6 g, 67.6% yield).

109384-19-2, The synthetic route of 109384-19-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; Qi Qu; Li Lin; (54 pag.)CN107226807; (2017); A;,
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5810-56-0,5810-56-0, 4-Acetamidopiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

16.2c lambda/-(1 -{4-[2-(2-Oxo-4-phenoxy-2/-/-pyridin-1 -yl)-ethyl]-benzyl}-piperidin-4-yl)-acetamide To 100 mg (0.26 mmol) 1-[2-(4-bromomethyl-phenyl)-ethyl]-4-phenoxy-1 /-/-pyridin-2-one (example 16.2b) in 1.0 mL DMF is added at RT 148 mg (1.04 mmol) lambda/-piperidin-4-yl- acetamide. The reaction mixture is stirred for 2 h at 500C, filtered and is directly transferred to a reverse HPLC for purification (Waters symmetry; water (0.15 % formic acid)/acetonitrile 95:5 to 5:95).Yield: 84 mg (72% of theory) ESI Mass spectrum: [M+H]+ = 446 Retention time HPLC: 2.6 min (method A).

The synthetic route of 5810-56-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/22979; (2008); A1;,
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280774-03-0, (1-Isopropylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step D: (4-Chloro-phenyl)-[2-(1-isopropyl-piperidin-4-ylmethoxy)-3-methyl-3H-imidazol-4-yl]-methanone. To a 1-L, three-necked, round-bottomed flask equipped with a magnetic stirrer, nitrogen inlet and an addition funnel was added NaH (1.45 g, 0.061 mol) and THF (300 mL). The stirred suspension was cooled to 0 C. and (1-isopropyl-piperidin-4-yl)-methanol (9.5 g, 0.06 mol) was added. The cooling bath was removed, and the reaction warmed to rt. After 2 h, a solution of (2-chloro-3-methyl-3H-imidazol-4-yl)-(4-chloro-phenyl)-methanone (15.56 g, 0.061 mol) in dry THF (100 mL) was added. The reaction mixture was stirred at 60 C. and monitored by HPLC every 4-8 h. After 36 h, the reaction was judged complete. The reaction mixture was cooled to rt, poured into ice-cold water, and extracted with EtOAc (2*250 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to provide the crude material as a brown solid. Recrystallization from EtOAc afforded the desired product (17.5 g, 78%) as a white crystalline solid. mp 126-127 C. IR (film): 2963, 1615, 1585, 1529, 1481, 1362, 1287, 1213, 1173, 1104, 1020, 897, 846, 727, 698 cm-1. 1H NMR (400 MHz, CDCl3): delta7.67 (d, J=8.6 Hz, 2H), 7.38 (d, J=8.6 Hz, 2H), 7.13 (s, 1H), 4.22 (d, J=6.0 Hz, 2H), 3.68 (s, 3H), 2.84 (m, 2H), 2.61 (m, 1H), 2.09 (m, 2H), 1.74 (m, 3H), 1.30 (m, 2H), 0.97 (d, J=6.5 Hz, 6H). 13C NMR (100 MHz, CDCl3): delta183.4, 157.0, 138.3, 138.2, 137.3, 130.2, 128.7, 127.1, 74.9, 54.6, 48.4, 35.9, 30.7, 29.1, 18.3. HRMS (EI): m/z calcd for C20H27ClN3O2 [M+H]+, 376.1792; found, 376.1801. Anal. Calcd for C20H26ClN3O2: C, 63.91; H, 6.97; N, 11.17. Found: C, 63.55; H, 6.77; N, 11.05.

280774-03-0, The synthetic route of 280774-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Jones, Todd K.; Mani, Neelakandha; US2005/250948; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[0070] tert-Butyl4-ethenylpiperidine-1-carboxylate (0.50 g, 2.4 mmol), trans-dichlorobis(tri-o-tolylphosphine) palladium(II) (0.050 g, 0.064 mmol), 1-bromo-4-nitrobenzene (0.57 g, 2.8 mmol), and triethylamine (1.6 mL, 12 mmol) were addedto a microwave tube, diluted with DMF (2 mL) and degassed under a stream of nitrogen. The tube was sealed andheated in the microwave to 130C for 30 min. The resulting mixture was diluted with diethyl ether and washed successivelywith saturated sodium bicarbonate, water (2x), 1 N hydrochloric acid, and brine, then dried (MgSO4) filtered and concentrated.The resulting tert-butyl4-[(E)-2-(4-nitrophenyl)ethenyl]piperidine-1-carboxylate was used directly in the nextstep.LC/MS: [(M+1)]+ = 333.

180307-56-6, 180307-56-6 tert-Butyl 4-vinylpiperidine-1-carboxylate 10910832, apiperidines compound, is more and more widely used in various fields.

Reference：
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; (136 pag.)EP2755656; (2016); B1;,
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