Heterocyclic Building Blocks-piperidine

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 1000-mL round-bottom flask, was placed N-((1S,3r,5R)-8-aza- bicyclo[3.2.1]octan-3-yl)-5-cyclopropylisoxazole-3-carboxamide hydrochloride (28.4 g, 95.37 mmol, 1.00 equiv), dichloromethane (500 mL), triethylamine (100 g, 988.24 mmol, 10.00 equiv). This was followed by the addition of benzyl 4- [(chlorosulfonyl)methyl]piperidine-1-carboxylate (35 g, 105.48 mmol, 1.10 equiv) in several batches at -70oC. The resulting solution was stirred for 16 h at 25oC. The resulting mixture was washed with 2×300 mL of H2O. The organic phase was collected. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 34 g (64%) of benzyl 4-(((1S,3r,5R)-3-(5-cyclopropylisoxazole-3-carboxamido)-8-aza- bicyclo[3.2.1]octan-8-ylsulfonyl)methyl)piperidine-1-carboxylate as a white solid. 1H- NMR (300 MHz, CDCl3): 7.36-7.26(m, 5H), 7.10(d, J=7.2 Hz, 1H), 6.32(s, 1H), 5.12(s, 2H), 4.31-4.16(m, 5H), 2.92-2.84(m, 4H), 2.31-1.92(m, 12H), 1.31 -1.24(m, 2H), 1.14-1.09(m, 2H), 1.01-0.97(m, 2H) ppm. LCMS (method B, ESI): RT=1.59 min, m/z=557.0[M+H]+., 1211587-42-6

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

Reference：
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (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.888952-55-4,Methyl 1-Boc-3-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Example 2 – Preparation of Intermediate 2 The synthesis of Intermediate 2 followed the procedure of General Procedure 2 following. Intermediate 1 Intermediate 2 To a cold solution (-78C) of acetonitrile (1.67 g, 40.8 mmol, 1.5 eq) in tetrahydrofuran (70 mL) was added n-BuLi (23% in hexane, 2.61 g, 40.8 mmol, 1.5 eq) under inert N2 atmosphere over a period of 20 minutes. After completion of addition, the reaction was stirred for another 60 minutes. To the cold (-78C) mixture was then added Intermediate 1 (7.0 g, 27.2 mmol, 1.0 eq) in portions, and the reaction mixture was stirred for 3 hours. The reaction mixture was quenched with saturated ammonium chloride solution and the product was extracted with ethyl acetate. The organic phase was dried with sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography using silica gel (60-120 mesh size) eluting with 10-40% ethyl acetate in n-hexane, yielding product tert-butyl 3-(2- cyanoacetyl)-3-methylpiperidine-1-carboxylate (Intermediate 2; 4.775 g, yield: 65.9%) m/z 211.0 [M-56]+ 1H NMR (400 MHz, DMSO) delta 4.26 (q, J = 20.1 Hz, 2H), 3.74 (d, J = 12.6 Hz, 1H), 3.38-3.32 (m, 1H), 3.21- 3.06 (m, 2H), 1.94- 1.77 (m, 1H), 1.56- 1.31 (m, 12H), 1.06 (s, 3H) ppm., 888952-55-4

888952-55-4 Methyl 1-Boc-3-methylpiperidine-3-carboxylate 46911995, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; ESTIARTE-MARTINEZ, Maria de los Angeles; KITA, David Ben; SHIAU, Timothy Philip; (340 pag.)WO2016/138532; (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.71985-80-3,1-Methylpiperidine-4-carboxylic acid hydrochloride,as a common compound, the synthetic route is as follows.,71985-80-3

48 mg (0.26 mmol) 1-methyl-piperidine-4-carboxylic acid hydrochloride were dissolved in 5 ml thionyl chloride and heated to reflux for 30 min. The excess thionyl chloride was removed by evaporation and the resulting acid chloride dissolved in 5 ml methylene chloride. This solution was added to a solution of 100 mg (0.25 mmol) 3-(3-amino-4-trifluormethoxy-phenyl) -5,5-dimethyl-1-pyridin-4-ylmethyl-imidazolidine-2,4-dione and 111 mg (0. 68mmol) huenig’s base and the mixture was stirred overnight at RT and heated to reflux for 1h. The mixture was poured on saturated sodium bicarbonate solution, extracted with ethylacetate, then dried and evaporated. The residue was was purified by preparative HPLC. (C18 reversed phase column, elution with a water (0.1% trifluoracetic acid) /acetonitrile gradient) Yield: 10 mg MS(ES+): m/e = 520 LC/MS Retention time [min] = 0.86

As the paragraph descriping shows that 71985-80-3 is playing an increasingly important role.

Reference：
Patent; Aventis Pharma S.A.; EP1621536; (2006); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

(Z)-(4-(isobenzofuran-1(3H)-ylidenemethyl)phenyl)methanol(5) (190.6 mg, 0.8 mmol), 4-(piperidin-1-yl)benzaldehyde (6)(227.2 mg, 1.2 mmol), t-BuOK (0.48 mmol, 1 M in THF) and 18-crown-6 (190.4 mg, 0.72 mmol) in DMF (4 mL) were stirred at110 C under nitrogen atmosphere for 3 h. The mixture was cooledand saturated NH4Cl (aq) was added to quench the reaction. Theresulting mixture was extracted with CH2Cl2 and the organic phasewas washed with brine, dried over Na2SO4. The solvent was evaporatedand the residue was passed through column chromatography on silica gel (eluent: PE/EtOAc 10:1, v/v) toafford the crude product (4-((Z)-((Z)-3-(4-(piperidin-1-yl)benzylidene)isobenzofuran-1(3H)-ylidene)-methyl)phenyl)methanol 7(282.0 mg, 86%) without further purification [49].

10338-57-5, As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Shang, Xue Song; Li, Nian Tai; Guo, Zhi Qian; Liu, Pei Nian; Dyes and Pigments; vol. 132; (2016); p. 167 – 176;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.769944-71-0,3-(4-Bromophenyl)piperidin-2-one,as a common compound, the synthetic route is as follows.

769944-71-0, Weighing the compound 4 (0.75 g, 2 . 96 mmol) dissolved in 15 mlTHF (tetrahydrofuran) after lowering the temperature to 0 C, adding borane tetrahydrofuran complex (6.65 ml, 1.0 M in THF, 6 . 65 mmol, CAS: 14044 – 65 – 6) stir at room temperature overnight, after adding several drops of dilute hydrochloric acid quenching reaction reflux 1.5 h, turns on lathe does solvent evaporation, adding an amount of the sodium hydroxide solution, dichloromethane is used for extraction (25 ml * 3), combined with the organic phase, washed with saturated sodium chloride (25 ml * 2), drying, filtering, concentrating add 25 ml water and 25 ml hydrochloric acid in 110 C reflow 3 h, the reaction is finished adding proper amount of sodium hydrate to ph 7, dichloromethane is used for extraction (30 ml * 3), combined with the organic phase, washed with saturated sodium chloride (30 ml * 2) concentrated under reduced pressure to obtain yellow solid that the target compound 5 (0.64 g, yield 90%).

As the paragraph descriping shows that 769944-71-0 is playing an increasingly important role.

Reference：
Patent; Southeast University; Cai Jin; Wang Yingying; Ji Min; Ning Yao; Wei Qing; Zhan Mengmeng; Liu Wenjing; (9 pag.)CN108409638; (2018); 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.

Step 3. Preparation of tert-butvl (3SV3-(r6-(4-chlorophenvn-2-(2-methoxyphenvl)-4-oxoquinazolin-3(4H)-vl1methvl)piperidine-1-carboxylate; O[260] tert-Butyl (3S)-3-(aminomethyl)piperidine-1-carboxylate (1.00 g, 4.67 mmol) in toluene(20 mL) was added to 6-(4-chlorophenyl)-2-(2-methoxyphenyl)-4H-3,1-benzoxazin-4-one (1.31 g,3.59 mmol) (step 2) and the mixture was stirred at reflux for 15 h. Ethanediol (20 mL) and NaOH67(288 mg, 7.2 mmol) were added, and the resulting mixture was stirred at 150C for for 15 h. Thecrude was diluted with DCM and water. The aq mixture was extracted with DCM (50 mL x 2) andthe organic solvent was removed under reduced pressure. The crude was then purified by silicagel flash chromatography with 10 to 50% ethyl acetate in hexanes. 1H NMR (300 MHz, DMSO-d6)6 8.41 (d, 1 H), 8.18 (dd, 1 H), 7.85 (d, 2 H), 7.76 (d, 1 H), 7.54-7.61 (m, 3 H), 7.47-7.51 (m, 1 H),7.21 (dd, 1 H), 7.14 (t, 1 H), 4.00-4.20 (br, 1 H), 3.80 (s, 3 H), 3.56-3.70 (br, 1 H), 2.52-2.68 (br, 2H), 2.21-2.38 (br, 1 H), 1.11-1.72 (br, 15 H); ES-MS m/z 560.1 (MhT); HPLC RT (min) 4.50., 140645-24-5

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

Reference：
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/12577; (2006); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122860-33-7,Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

26c. Phenylmethyl 4-formylpiperidinecarboxylate To a stirred solution of oxalyl chloride (2M solution in dichloromethane, 10.9 mL, 21.9 mmol) was added DMSO (3.1 mL, 3.4 g, 43.8 mmol) in dichloromethane (6 mL) over a period of 15 minutes. The product of Example 26b (4.4 g, 17.5 mmol) in dichloromethane (7 mL) was then added at -78 C. over a period of 15 minutes. The resultant solution was stirred at -78 C. for 1 hour and then triethylamine (12.2 mL, 8.86 g, 87.5 mmol) was added, dropwise, over a period of 15minutes. The mixture was further stirred at -78 C. for 30 min and then at 0 C. for 15 min. The reaction mixture was quenched with water and extracted with dichloromethane. The combined organic phase was washed with 1% HCl, water, dried over sodium sulfate, filtered and evaporated to give the title compound (4.4 g, 100%) which was used in the next step without purification. 1H NMR (300 MHz, CDCl3) delta9.65 (s, 1H), 7.28-7.38 (m, 5H), 5.12 (s, 2H), 4.04 (br d, J=13.1 Hz, 2H), 2.97-3.06 (m, 2H), 2.38-2.45 (m, 1H), 1.88-1.92 (m,2H), 1.52-1.64 (m, 2H). 13C NMR (75 MHz, CDCl3) delta202.7, 155.2, 136.7, 128.5, 128.6, 127.9, 67.2, 47.8, 43.0, 25.1. LRMS (APIMS) m/z 248 (MH+)., 122860-33-7

122860-33-7 Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate 736490, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Fang, Xinqin; Garvey, David S.; Gaston, Ricky D.; Lin, Chia-En; Ranatunga, Ramani R.; Richardson, Stewart K.; Wang, Tiansheng; Wang, Weiheng; Wey, Shiow-Jyi; US2003/203915; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

2,7-Diazaspiro[4.5]decan-1 -one hydrogen chloride (100 mg, 0.524 mmol) was dissolved in dichloromethane (10 mL) and triethylamine (0.219 mL, 1 .573 mmol), and 2,5-bis(trifluoromethyl)benzenesulfonyl chloride (197 mg, 0.629 mmol) was added. After stirring for 17 h the reaction mixture was concentrated in vacuo and the resulting residue was purified by MDAP to give 7-{[2,5-bis(trifluoromethyl)phenyl]- sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (96 mg, 0.221 mmol, 42% yield) as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1 .46 – 1 .63 (m, 3 H) 1.66 – 1 .75 (m, 1 H) 1 .85 – 2.03 (m, 2 H) 2.72 – 2.78 (m, 1 H) 2.80 (d, J=12.28 Hz, 1 H) 3.1 1 – 3.19 (m, 2 H) 3.47 (d, J=12.28 Hz, 1 H) 3.71 (d, J=1 1 .78 Hz, 1 H) 7.75 (s, 1 H) 8.24 (s, 1 H) 8.26 – 8.33 (m, 2 H). MS ES+ve m/z 431 (M+H)., 1187173-43-8

The synthetic route of 1187173-43-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); 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.20691-89-8,1-Methyl-4-piperidinemethanol,as a common compound, the synthetic route is as follows.

To Example 60 (0. 78 g, 6 mmol) was added thionyl chloride (10 mL) and the mixture was heated to reflux for about 2 hours. The mixture was cooled and concentrated to dryness. The residue was washed with acetone, suspended in saturated aqueous sodium carbonate and extracted with dichloromethane. The combined organic extracts were dried (Na2SO4), filtered and concentrated under vacuum to provide the desired product. MS (ESI) : m/z 148 (M+H) +.

20691-89-8, The synthetic route of 20691-89-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBOTT LABORATORIES; MAKOTO, Aoyama; WO2005/95387; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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: To a mixture of NaH (146mg, 6.08mmol) in THF (2mL) was added a solution of intermediate 11 (500mg, 1.52mmol) in THF (4mL) at 0C, and the mixture was stirred for 40min under argon. And a solution of corresponding substituted benzaldehydes (2-1b-m, 1.52mmol) in THF (1mL) was added dropwise. Then the mixture was stirred for another 4-7h under argon. After the reaction was completed, the mixture was quenched with 3mol/L HCl and basified with saturated aqueous solution of Na2CO3. Then the mixture was extracted with ethyl acetate (15mL×3) and the combined organic phases were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to provide crude product, the crude product was purified on silica chromatography to afford corresponding target compounds 12b-m.

10338-57-5, As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Cao, Zhongcheng; Deng, Yong; Li, Wei; Shi, Yichun; Song, Qing; Yang, Xia; Zhang, Li; Bioorganic Chemistry; vol. 97; (2020);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem