Tag: M.W:200-300

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1′-Benzoyl-3,4-dihydro-6-methoxy-spiro[(2H)-1-benzopyran-2,4′-piperidine]-4-one Pyrrolidine (8.35 ml, 7.11 g, 0.1 mol) was added to a suspension of 2′-hydroxy-5′-methoxyacetophenone (16.62 g, 0.1 mol) in methanol (100 ml). The mixture was stirred for 10 minutes, then 1-benzoyl-4-piperidone (20.32 g, 0.1 mol) was added and the mixture was heated under reflux for 7 hr. The mixture was cooled and the solvent was evaporated under reduced pressure. Water (400 ml) was added and the mixture was extracted with ethyl acetate (3*400 ml). The combined organic fractions were evaporated under reduced pressure and the residue was recrystallized from methanol to give the ketone as a pale yellow solid (29.54 g, 84percent). 1 H NMR (CDCl3): delta7.41 (5H, s), 7.30 (1H, d, J=3.1 Hz), 7.12 (1H, dd, J=9.0, 3.1 Hz), 6.94 (1H, d, J=9.0 Hz), 4.5 (1H, br s), 3.8 (3H, s), 3.7-3.2 (3H, m), 2.73 (2H, s), 2.3-1.5 (4H, m)., 24686-78-0

As the paragraph descriping shows that 24686-78-0 is playing an increasingly important role.

Reference：
Patent; Merck & Co., Inc.; US5206240; (1993); A;,
Piperidine – Wikipedia
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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

Step a: To a solution of N^V-diisopropylamine (14.0 mL, 97.5 mmol) in THF (100 mL) was added (at -78 C and under N2) -butyllithium (1.6 M in hexane; 59.0 mL, 94.25 mmol) dropwise. The resulting mixture was stirred for 30 min at RT. 1-benzyl piperidine-4- carbonitrile (6.5 g, 32.5 mmol) in THF (50 mL) was added at -78 C. After stirring for 30 min at this temperature, -propyl iodide (20.5 mL, 211.3 mmol) was added. The resulting mixture was stirred at -78 C for 1 h. The mixture was quenched by addition of saturated aqueous ammonium chloride solution and it was extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2S04, filtered and concentrated to obtain 1 -benzyl -4-propylpiperidine-4- carbonitrile (6.0 g, 24.8 mmol). This compound was used without further purification. MS m/z 243 (M+H)+.

As the paragraph descriping shows that 62718-31-4 is playing an increasingly important role.

Reference：
Patent; NOVARTIS AG; CHEN, Zhuoliang; DORE, Michael; FORTANET, Jorge Garcia; KARKI, Rajesh; KATO, Mitsunori; LAMARCHE, Matthew J.; PEREZ, Lawrence Blas; WILLIAMS, Sarah; SENDZIK, Martin; WO2015/107494; (2015); A1;,
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Piperidine | C5H11N – PubChem

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.

The compound 4-hydroxypiperidine-1-carboxylic acid tert-butyl ester (485 mg, 2.41 mmol) and DMAP (29.4 mg,0.241 mmol) was dissolved in DCM (15 mL), and Et3N (0.67 mL, 4.82 mmol) and MsCl (0.223 mL, 2.879 mmol) were slowly added to the reaction mixture at 0 C.After the reaction mixture was stirred at room temperature for 5 hours, an aqueous solution of NaHCO3 (25 mL, 1 M) was added.The mixture was extracted with DCM (50 mL×2). The combined organic phases were washed with brine (25 mL).Dry over anhydrous Na 2 SO 4 and concentrate under reduced pressure.The crude product obtained was used directly in the next step without further purification.The compound 4-iodo-1H-pyrazole (467.5 mg, 2.41 mmol) was dissolved in dry DMF (8 mL) then EtOAc.NaH (60%, 193 mg, 4.82 mmol) was added portionwise to the reaction mixture. Raise the reaction to room temperature,After stirring the reaction for 2 hours at room temperature, a solution of the above crude product in DMF (4 mL) was added to the mixture.After the reaction mixture was stirred at 100 C for 12 hours, the reaction was quenched by the addition of aqueous NH4Cl (20 mL).The mixture was extracted with EtOAc (40 mL×2). The combined organic phases were washed with brine (25 mL).Dry over anhydrous Na 2 SO 4 and concentrate under reduced pressure.The residue was chromatographed on silica gel (EtOAc/EtOAc)Purification to give the title compound as a yellow solid(620 mg, 68%)., 109384-19-2

109384-19-2 tert-Butyl 4-hydroxypiperidine-1-carboxylate 643502, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Xiaobo; Zhou Shiqing; (62 pag.)CN103833753; (2017); B;,
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221874-51-7, (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

221874-51-7, Preparation of Compound 149Step 1:(S)-tert-Butyl (l-isopropyl-2-oxopiperidin-3-yl)carbamate. (5)-tert-butyl (2- oxopiperidin-3-yl)carbamate (1.21 g, 5.69 mmol) was dissolved in DMSO (12 mL). KOH (415 mg, 7.39 mmol) was added, followed by 2-iodopropane (740 mu,, 7.4 mmol) and the mixture stirred for 72 h. The reaction was quenched by addition of saturated aqueous NH4CI (8 vol) and extracted with EtOAc (2 x 4 vol). The combined extracts were washed with brine, dried, filtered and evaporated. The desired product was isolated by silica gel chromatography to afford tert-butyl N-[(3S)-l-isopropyl-2-oxo-3-piperidyl]carbamate. Yield: (430 mg, 29.5%). MS: m/z (obs.) 279.1 [M+Na . 1H NMR (400 MHz, d6- DMSO) delta 6.83 (d, J = 8.1 Hz, 1H), 4.68 – 4.52 (m, 1H), 3.88 (d, J = 6.8 Hz, 1H), 3.12 (dd, J = 13.0, 7.2 Hz, 2H), 1.98 – 1.85 (m, 1H), 1.75 (dd, J = 12.3, 6.8 Hz, 2H), 1.56 (d, J = 17.8 Hz, 1H), 1.38 (s, 11H), 1.03 (dd, J = 6.7, 2.0 Hz, 7H).

The synthetic route of 221874-51-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; GREEN, Jeremy; WILSON, Dean, M.; KONG, Laval, Chan Chun; DAS, Sanjoy, Kumar; POISSON, Carl; COURT, John, J.; TANG, Qing; LI, Pan; COLLIER, Philip, N.; WAAL, Nathan; LAUFFER, David, J.; DORSCH, Warren; WO2012/6055; (2012); A2;,
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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.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.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.162166-99-6,1-Boc-3-Methanesulfonyloxymethyl-piperidine,as a common compound, the synthetic route is as follows.

tert-butyl 3-(methylsulfonyloxymethyl)piperidin-1-carboxylate (0.41 g, 1.4 mmol) obtained in Step B was dissolvedin 7 mL of DMF. Sodium cyanide (0.075 g, 1.54 mmol) was added thereto, and the mixture was stirred at 60Cfor 16 hours. The reaction solution was concentrated under reduced pressure, diluted with water, and extracted withEtOAc. The organic layer was separated and dried with MgSO4 to obtain the title compound (0.29 g, 93 %).1H-NMR (CDCl3) delta 3.90 (1H, m), 3.82 (1H, m), 2.92 (2H, m), 2.30 (2H, m), 1.92 (2H, m), 1.68 (1H, m), 1.49 (1H, m),1.46 (9H, s), 1.35 (1H, m), 162166-99-6

As the paragraph descriping shows that 162166-99-6 is playing an increasingly important role.

Reference：
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.936130-82-4,Methyl 4-(piperidin-4-yl)benzoate hydrochloride,as a common compound, the synthetic route is as follows.

936130-82-4, To a stirred solution of methyl 4- (quinidin-4-yl) benzoate (5.0 g, 22.8 mmol) andPotassium carbonate (25.0 g, 182.2 mmol) in tetrahydrofuran (50 ml) / water (50 ml) was added portionwiseDi-n-butyl dicarbonate(10.0 g, 45.8 mmol) and keep the temperature below 10 C. After adding,The reaction mixture was stirred at room temperature for an additional 0.5 hour and then diluted with water (50 ml)And extracted with ethyl acetate (50 ml x 2). The combined organic layers were washed with brine,Dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent: petroleum ether / ethyl acetate = 6/1 to 1/1) to give4- (4- (methoxycarbonyl) phenyl) piperidine-1-carboxylic acidThe third butyl ester(1.9 g, yield: 26.4%) as a white solid.

936130-82-4 Methyl 4-(piperidin-4-yl)benzoate hydrochloride 42614593, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CHIA TAI TIANQING PHARMACEUTICAL GROUP CO., LTD.; DING, ZHAO ZHONG; WU, HAO; SUN, FEI; WU, LI FANG; YANG, LING; (97 pag.)TWI558709; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem