Heterocyclic Building Blocks-piperidine

952681-82-2, 2-(1′-(tert-Butoxycarbonyl)spiro[chroman-2,4′-piperidine]-4-yl)acetic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 5B Preparation of 5.10:[0252] To a solution of the carboxylic acid 5.7 (866 mg, 2.4 mmol) in acetonitrile (40 rnL) was added ./V,./V-diisopropylethylamine (2.6 rnL, 15 mmol) and glycine methyl ester hydrochloride (5.9) (480 mg, 3.8 mmol). The reaction mixture was cooled with ice-bath and TBTU (930 mg, 2.9 mmol) was added in small portions to the reaction mixture. The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated and dissolved in ethyl acetate. The organic solution was washed with saturated aqueous sodium bicarbonate and dried over sodium sulfate. Evaporation of the solvent provided the crude product, which was chromato graphed using ethyl acetate/hexane (2:1) as eluent to yield the product 5.10. Yield:94%.1U NMR (400 MHz, CDCl3) delta 7.20 (m, IH), 7.12 (m, IH), 6.90 (m, 2H), 6.00 (brs, IH), 4.09 (d, 2H), 3.90 (m, IH), 3.78 (s+m, 4H), 3.48 (m, IH), 3.33 (m, IH), 3.03 (m, IH), 2.96 (dd, IH), 2.29 (dd, IH), 2.03 (m, IH), 2.83-2.57 (m, 4H), 1.48 (s+m, 10H)., 952681-82-2

As the paragraph descriping shows that 952681-82-2 is playing an increasingly important role.

Reference：
Patent; ADOLOR CORPORATION; WO2007/118151; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

71985-80-3, 1-Methylpiperidine-4-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

71985-80-3, N-Methylisonipecotic acid hydrochloride ( 0.5 g) was dissolved in dry SOC12 (1.5 mL). The mixture was then heated at 80 C for 2 hours under argon. Cooling and evaporation to dryness afforded a yellow solid which was used without further purification.

The synthetic route of 71985-80-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; TAXIS PHARMACEUTICALS, INC.; LAVOIE, Edmond J.; PARHI, Ajit; PILCH, Daniel S.; ZHANG, Yongzheng; KAUL, Malvika; WO2014/74932; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

236406-22-7, 1-Boc-4-(Aminomethyl)-4-methylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 0 oC solution of tert-butyl 4-(aminomethyl)-4-methylpiperidine-1- carboxylate (7.0 g, 30.66 mmol), NaHCO3 (3.86 g, 45.99 mmol) in ethanol (131 mL) and water (92 mL) was added benzyl chloroformate (4.4 mL, 30.66 mmol). The reaction mixture was stirred at room temperature for 2 hours and most of ethanol was removed under reduced pressure. The resulting mixture was extracted with Et2O (3 x 100 mL). Combined organic layers were washed with brine, dried over anhydrous MgSO4, filtrated and the volatiles were removed under reduced pressure. The resulting residue was purified on a silica gel pad (20 to 30% gradient of EtOAc/hexanes) to give tert-butyl 4-((benzyloxycarbonylamino)methyl)-4- methylpiperidine-1-carboxylate (9.78 g, 88% yield) as a yellowish oil.1H NMR (500 MHz, CDCl3) delta ppm 7.41- 7.29 (m, 5H), 5.17- 5.05 (m, 2H), 4.79 (br. s, 1H), 3.70- 3.58 (m, 2H), 3.22- 2.99 (m, 4H), 1.45 (s, 9H), 1.42- 1.35 (m, 2H), 1.31- 1.23 (m, 2H), 0.94 (s, 3H). MS (ES+) m/z 363 (M+1)., 236406-22-7

The synthetic route of 236406-22-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; ALBRECHT, Brian K.; GIORDANETTO, Fabrizio; GREISMAN, Jack, Benjamin; MARAGAKIS, Paul; TAYLOR, Alexander M.; WALTERS, W. Patrick; (117 pag.)WO2018/57884; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

To a solution of 5,6-bis(4-chlorophenyl)pyrazine-2-carbonyl chloride, Inte. D (84 mg, 0.23 mmol) in DCM (1ml) was added slowly at room temperature a solution of hydroxypiperidine (93 mg, 0.91mmol) in pyridine (5 ml). After 40 minutes at room temperature, the solvent was removed in vacuo and the residue redissolved in diethyl ether. Extracted with 1M HC1 (aq) and K2CO3 (aq) and dried (MgSO4). The solvent was removed in vacuo to yield the subtitle compound (58 mg, 59%).JH NMR (399.964 MHz) 8 9.19 (s, 1H), 7.47-7.26 (m, 8H), 3.71-3.50 (m, 2H), 3.16-2.74 (m, 2H), 1.98-1.77 (m, 4H), 1.77-1.57 (m, 1H), 1.40-1.23 (m, 1H).13C NMR (100.58 MHz) 5 162.59,154.17, 151.20, 143.18,140.79,136.22, 136.17, 136.09,135.89, 131.42, 131.29, 129.08, 129.04, 57.87, 25.30, 23.27.MS m/z 428, 430, 432 (M+H)+.

As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2004/111033; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of compound 2The mixture of the compound 1 (2.44 g) (US6291469, page 62, column 123), BoC2O (2 g) in MeOH (30 mL) was stirred overnight. After evaporation, the residue was purified by column to give the compound 2 (3 g, 87%).

189333-49-1, As the paragraph descriping shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2007/30061; (2007); 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.1067915-34-7,Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

1067915-34-7, 10245] A mixture of compound 6 (6.5 g, 21.9 mmol) in hydrochloric acid (6 N, 180 mE) was stirred at 1100 C. for 16 hours. The mixture was adjusted pH to 8 with 1 N aqueous NaOH solution. The mixture was extracted with EtOAc (180 mE), the organic layer was dried over Na2SO4 and concentrated in vacuo to give the crude product compound 7 as whitesolid. ECMS: 244 [M+1].

As the paragraph descriping shows that 1067915-34-7 is playing an increasingly important role.

Reference：
Patent; Novira Therapeutics, Inc.; Hartman, George D.; US2015/274652; (2015); 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.141774-61-0,tert-Butyl (piperidin-2-ylmethyl)carbamate,as a common compound, the synthetic route is as follows.

To a solution of Compound L (14.71 g, 46.7 mmol) in THF(250 mE) at -60 C. was added 0.5 M KHMDS solution inTHF (103 mE) dropwise. After stirring at -60 C. for 30 mithe reaction mixture was added to a solution of 4-nitrophenylchloroformate at -60 C. (9.41 g, 46.7 mmol) in THF (200This reaction mixture was then stirred for 30 mm at -60C., followed by addition of piperidine-2-yl-methylcarbamicacid tert-butyl ester, also referred to herein as (R,S)-piperi-dine-2-yl-methylcarbamic acid tert-butyl ester, (5.0 g, 23.3mmol) in portions. The reaction was allowed to warm toambient temperature and then stirred for 18 h. The reactionwas then concentrated under vacuum, and the residue dilutedwith EtOAc (500 mE). The mixture was then washed withwater (2×250 mE) and brine (250 mE). The organic layer wasseparated, dried over Na2504, and filtered. Removal of sol-vents under vacuum afforded crude Compound N. CrudeCompound N was purified by flash chromatography using100% EtOAc. Removal of solvent under vacuum affordedCompound N in 50% yield (6.5 g, 11.7 mmol) as a whitesolid. EC-MS [M+H] 556.1 (C30H41N307+H, calc: 555.3)., 141774-61-0

The synthetic route of 141774-61-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Signature Therapeutics, Inc.; Jenkins, Thomas E.; Husfeld, Craig O.; US9139612; (2015); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of 1-Benzyl-3,3-dimethylpiperid-4-one 1-Benzylpiperid-4-one (9.45 g, 8.92 mL, 49.98 mmol, 1.0 eq) was added to a suspension of sodium hydride (3.50 g of a 60% suspension in oil, 87.50 mmol, 1.75 eq) in tetrahydrofuran (100 mL). Iodomethane (9.84 g, 3.93 mL, 62.96 mmol, 1.26 eq) was added and the reaction heated to 60 C. for 5 hours. The reaction was filtered and the filtrate concentrated. The residue was partitioned between EtOAc (150 mL) and water (150 mL). The aqueous phase was extracted with EtOAc (150 mL). The organics were combined, washed with brine (150 mL), dried (Na2SO4), and concentrated under reduced pressure. Column chromatography (silica, 20?60% EtOAc-hexane) yielded the title compound as a colourless oil; 1H nmr (CDCl3) delta 7.36-7.26 (5H, m, C6H5), 3.56 (2H, s, CH2C6H5), 2.72 (2H, t, J 6.0 Hz, pipH-5 or H-6), 2.51 (2H, t, J 6.0 Hz, pipH-5 or H-6), 2.41 (2H, s, pipH-2), 1.13 (6H, s, 2*CH3); and 1-benzyl-3-methylpiperidin-4-one (3.12 g) as a colourless oil.

3612-20-2, The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Rigel Pharmaceuticals, Inc.; Goff, Dane; Payan, Donald; Carroll, David; Shaw, Simon; Yasumichi, Hitoshi; (285 pag.)US9409884; (2016); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5166-67-6, 3-Methyl-5-(l -methylpiperidin-3-yl)-l ,2,4-oxadiazole (5c):I-N-methyl-ethyl nipecotate (4c) (0.7 g, 0.0041 mol) and acetamide oxime (0.75g, 0.0102 mol) were dissolved in 30 mL tetrahydrofuran. Sodium methoxide (l . l g, 0.0205 mol) was added and the mixture was heated at reflux for 2 hours. The mixture was concentrated to remove THF and partitioned between water (25 mL) and dichloromethane (1 x 25 mL). The aqueous layer was extracted with an additional 2 x 25 mL dichloromethane. The combined organics were washed with 1 chi 50 mL saturated sodium chloride, and dried over Na2SC>4. The dried organics were evaporated to an oil. The residue was chromatographed with 5 g silica gel, 5% methanol/ethyl acetate, to obtain 0.51 g of the free base. Hydrochloric acid in ethanol (2.5 M) (1.6 mL, 0.01 1 mol) was added and the mixture was concentrated to dryness. Crystallization from ethanol/MTBE afforded 436 mg white solid. MS (ESI) m/z 182 [M+H]+. NMR (DMSO-d6) 5 1.59- 1.66 (m, 1 H), 1.88- 1.98 (s, 2 H), 2.17-2.20 (d, 1 H), 2.34 (s, 3 H), 2.77 (s, 3 H), 2.92-2.95 (m, 1 H), 3.18-3.21 (m, 1 H), 3.37- 3.47, (d, 1H), 3.60-3.78, (m, 2H).

As the paragraph descriping shows that 5166-67-6 is playing an increasingly important role.

Reference：
Patent; MITHRIDION, INC.; ABRAHAM, Brent, D.; COPP, Richard, R.; FARNHAM, James, G.; HANSON, Seth, A.; HENDRICKSON, Michael, L.; OCKULY, Jeffrey, C.; TWOSE, Trevor, M.; VERDONE, Melinda, L.; WO2011/85406; (2011); A1;,
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

Experimental Section: Preparation of the reagent TMPMgCl·LiCl (5b): ; A dry and argon flushed 250 mL flask, equipped with a magnetic stirrer and a septum, was charged with freshly titrated i-PrMgCl·LiCl (100 mL, 1.2 M in THF, 120 mmol). 2,2,6,6-tetramethylpiperidine (TMPH) (19.8 g, 126 mmol, 1.05 equiv) was added dropwise at room temperature. The reaction mixture was stirred until gas evaluation was completed (ca. 24 h) at room temperature.

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Ludwig-Maximilians-Universitaet Muenchen; EP1810974; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem