Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.683233-14-9,(R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Into a lOO-mL 3 -necked round-bottom flask, was placed a solution of tert-butyl (2R)- 2-(aminomethyl)piperidine-l-carboxylate (500 mg, 2.33 mmol, 1.00 eq.) in dichloromethane (20 mL). This was followed by the addition of TEA (472 mg, 4.66 mmol, 2.00 eq.) dropwise with stirring at -60 C. To this was added 4-nitrophenyl chloroformate (940 mg, 4.66 mmol, 2.00 eq.) in several batches at -60 C. The resulting solution was stirred for 2 h at rt. The reaction was then quenched by the addition of water (20 mL). The resulting solution was extracted with dichloromethane (2 x 20 mL) and the organic layers combined. The resulting mixture was washed with sodium chloride. (1 x 20 mL) The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate:petroleum ether (10:90). This resulted in 600 mg (68%) oftert-butyl(2R)-2-[[(4- nitrophenoxycarbonyl)amino]methyl]piperidine-l-carboxylate as yellow oil., 683233-14-9

As the paragraph descriping shows that 683233-14-9 is playing an increasingly important role.

Reference：
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (302 pag.)WO2019/99582; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

914988-10-6, tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

914988-10-6, A mixture of tert-butyl 3 -cyano-4-oxopiperidine- 1 -carboxylate (310 g, 1.38 mol) and hydrazine mono-hydrate (140 mL, 2.08 mol) in EtOH (1.5 L) was heated to 60 C for 2 h. The mixture was concentrated in vacuo to give the crude product that was dissolved in EtOAc (1 L) and washed with water (1 L x 2). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford the title compound (230 g, 70%) as a colorless solid. ?HNMR (400 IVIHz, CD3OD) 4.28 (s, 2H), 3.66- 3.63 (m, 2H), 2.62-2.59 (m, 2H), 1.49 (s, 9H).

The synthetic route of 914988-10-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy M.; WAI, John; LAI, Kwong Wah; WANG, Fei; CHEN, Kevin X.; (351 pag.)WO2017/205538; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

21319-53-9, 1-Benzylpiperidine-2-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 5 1,3,4,11a-Tetrahydro-2H-benzo[b]quinolizin-11(6H)-one. The following is a modification of the procedure reported (Gonzalez Trigo, G.; Alvarez-Builla, J. An. Quim., Ser. C 1980, 76, 12). N-benzylpipecolinic acid (5.10 g, 20.0 mmol) was placed in a 500 mL flask. Polyphosphoric acid (200 g) was added. The mixture was heated in an oil bath gradually to 140 C. with stirring. It was stirred at 140 C. until the bubbling stopped, then cooled to room temperature and poured into ice. The mixture was neutralized with aqueous NaGH (40%) and extracted with ether (5*80 mL). The combined extracts were washed with brine, dried (Na2SO4) and concentrated in vacuo to give a red solid (3.08 g, 77%): m.p. 71-72 C. (benzene); 1H NMR (300 MHz) delta 8.02 (dd, J=7.8, 1.3 Hz, 1 H), 7.50 (td, J=7.3, 1.4 Hz, 1 H), 7.35 (t, J=7.6 Hz, 1 H), 7.23 (d, J=7.6 Hz, 1 H), 3.88 (d, J=15.2 Hz, H-6), 3.68 (d, J=14.9 Hz, H-6), 3.09 (br d, J=11.2 Hz, 1 H), 2.77 (br d, J=10.5 Hz, 1 H), 2.44 (m, 1 H), 2.35 (td, J=11.3, 3.5 Hz, 1 H), 1.90 (br d,J=12.5 Hz, 1 H), 1.32-1.76 (m, 4 H); 13C NMR (75 MHz) delta 195.87, 141.73, 133.53, 130.12, 127.34, 127.00, 126.17, 69.21, 57.14, 56.13, 26.66, 25.02, 23.81.

21319-53-9, 21319-53-9 1-Benzylpiperidine-2-carboxylic acid 2841641, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; American Biogenetic Sciences, Inc.; University College Dublin; US6436954; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

140645-24-5, (S)-3-(Aminomethyl)-1-N-Boc-piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3 (3.4 g, 20 mmol) in DMF (34 mL), (3S)-3-(aminomethyl)piperidine-1-carboxylic acid tert-butyl ester (5.2 g, 24 mmol) and DIPEA (4.5 mL, 26 mmol) were added. The reaction mixture was stirred at room temperature for 14 h. The reaction mixture was poured into saturated aqueous NH4Cl and extracted with EtOAc. The organic layer was washed with H2O and brine and then dried over Na2SO4 and concentrated in vacuo to give a brown solid. To a solution of the residue in CH2Cl2 (60 mL), TFA (13 mL, 170 mmol) was added and stirred at room temperature for 4 h. The reaction mixture was concentrated in vacuo. The residue was added to saturated aqueous K2CO3 and extracted with (CHCl3-MeOH) (80:20). The organic layer was dried over Na2SO4 and concentrated in vacuo to give 12 (4.2 g, 87%) as a pale solid, 140645-24-5

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

Reference：
Article; Kunikawa, Shigeki; Tanaka, Akira; Mukoyoshi, Koichiro; Nagashima, Shinya; Tominaga, Hiroaki; Chida, Noboru; Tasaki, Mamoru; Shirai, Fumiyuki; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3269 – 3277;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.221874-51-7,(R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Cuprous iodide (3.6 g, 18 mmol) was added to a mixture of tert-butyl (R)-(2- oxopiperidin-3-yl)carbamate (10 g, 47 mmol), 4-bromo-2-fluoro-l-iodobenzene (14 g, 47 mmol), and potassium phosphate tribasic (15 g, 70 mmol) in dioxane (100 mL), and the mixture was purged with nitrogen for 20 minutes. N^V-dimethylethylenediamine (2.0 mL, 18.7 mmol) was added, and the reaction mixture was stirred at 90 C overnight. The reaction mixture was filtered through celite, washed with ethyl acetate and concentrated in vacuo. The crude product was purified by column chromatography (30% ethyl acetate in pet ether). The mixture was further purified by SFC to give tert- butyl (i?)-(l-(4-bromo- 2-fluorophenyl)-2-oxopiperidin-3-yl)carbamate (3.0 g, 7.8 mmol, 17 % yield) and tert- butyl (i?)-(l-(3-fluoro-4-iodophenyl)-2-oxopiperidin-3-yl)carbamate (1.8 g, 4.1 mmol, 8.8 % yield). Analytical data for Intermediate 2: NMR (300 MHz, CDCh):? ppm 7.30 – 7.37 (m, 2H), 7.10 – 7.18 (m, 1H), 5.46 (s, 1H), 4.27 (m, 1H), 3.53 – 3.68 (m, 2H), 2.54 – 2.66 (m, 1H), 2.01 – 2.12 (m, 2H), 1.46 (s, 9H) ; 19FNMR: -117, MS(ESI) m/z: (0151) 387.2/389.2 (M+H)+. Analytical data for Intermediate 3: NMR (300 MHz, CDCh-d) ? ppm 7.49 – 7.00 (m, 2H), 6.92 – 7.00 (m, 1H), 5.46 (s, 1H), 4.27 (dt, J=11.71, 6.00Hz, 1H), 3.54 – 3.68 (m, 2H), 2.54 -2.66 (m, 1H), 2.01 – 2.12 (m, 2H), 1.74(m, 1H), 1.46 (s, 9H) ; 19F NMR: -117, MS(ESI) m/z: 435.0 (M+H)+.

221874-51-7, As the paragraph descriping shows that 221874-51-7 is playing an increasingly important role.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHIRUDE, Pravin Sudhakar; CHATTOPADHYAY, Amit Kumar; RACHAMREDDY, Chandrasekhar; WURTZ, Nicholas R.; KICK, Ellen K.; (117 pag.)WO2018/227058; (2018); 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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

1002151 A flask was charged with 4-nitrophenyl 3-methanesulfonamido-1H-pyrazole-1-carboxylate (3.65 g, 11.2 mmol, 1.00 equiv), DCM (40 mL), t-butyl 1,8-diazaspiro[4.5]decane-1-carboxylate (3.24 g, 13.5 mmol, 1.20 equiv), and triethylamine (3.39 g, 33.6 mmol, 3.00 equiv). The resulting solution was stirred overnight at room temperature and quenched with water (50 mL). The resulting solution was extracted with DCM (2 x 80 mL) and the organic layers were combined, washed with brine (2 x 50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 3.46 g (72% yield) of t-butyl 8-(3 -(methyl sulfonamido)- 1 H-pyrazole- 1 -carbonyl)- 1, 8-diazaspiro[4.5] decane- 1- carboxylate as a yellow solid. LCMS (ESI, m/z): 428 [M+H]., 885279-92-5

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WIENER, John J. M.; CISAR, Justin S.; DUNCAN, Katharine K.; (324 pag.)WO2018/217809; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1104083-27-3, tert-Butyl 3-hydroxy-3-methylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 3-hydroxy-3-methylpiperidine-i-carboxylate (0.10 g, 0.46 mmol)in dry DMF (1 mL) under argon atmosphere was added sodium hydride (60% suspension, 0.027 g, 0.69 mmol, 1.5 equiv) at 0 C. The reaction was warmed to room temperature and stirred for 10 mm; 3-(trifluoromethyl)-i-fluorobenzene (0.084 g, 0.511 mmol, 1.1 equiv) was added at 0 C. The reaction mixture was heated at 100 C in sealed tube for 16 h. After completion, the reaction was diluted with water and extracted with ethyl acetate. The organicextract was dried over sodium sulfate, filtered and concentrated under reduced pressure.Purification using silica gel column chromatography (20% EtOAc Hexanes as eluent) toafford 0.065 g of tert-butyl 3-methyl-3-(3-(trifluoromethyl)phenoxy)piperidine- 1-carboxylate(Yield = 39%)., 1104083-27-3

1104083-27-3 tert-Butyl 3-hydroxy-3-methylpiperidine-1-carboxylate 57416953, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; THE BROAD INSTITUTE, INC.; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; HOLSON, Edward; WAGNER, Florence, Fevrier; WEIWER, Michel; SCOLNICK, Edward; PALMER, Michelle; DORDEVIC, Luka; LEWIS, Michael; PAN, Jennifer, Q.; ZHANG, Yan-Ling; XU, Qihong; (425 pag.)WO2016/100940; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

534595-51-2,534595-51-2, 1-Boc-4-(isopropylamino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 0 C. solution of tert-butyl 4-(isopropylamino)piperidine-1-carboxylate (1.2 g, 5.19 mmol) in CH2Cl2 (18 mL) was added Et3N (1.44 mL, 10.38 mmol) followed by acetyl chloride (0.55 mL, 7.78 mmol). The resulting solution was stirred for 2.5 hours, then concentrated in vacuo. The material was purified by flash chromatography on silica gel, eluting with 0% to 5% of EtOAc/CH2Cl2, to afford tert-butyl 4-(N-isopropylacetamido)piperidine-1-carboxylate (0.88 g, 59%)

As the paragraph descriping shows that 534595-51-2 is playing an increasingly important role.

Reference：
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281399; (2013); 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

To a solution of Compound 42d (3.67 g, 15 mmol) in tetrahydrofuran (36 mL), water (18 mL), formalin (11 mL, 150 mmol), then formic acid (5.8 mL, 150 mmol) were added and subsequently heating and stirring at 100C for 3 hours. After cooling to room temperature, ethyl acetate was added thereto, and then aqueous 2 N sodium hydroxide solution was added thereto until pH = 10. The organic layer separated was washed with saturated brine, and then dried with anhydrous sodium sulfate. The inorganic substance was removed by filtration. After concentrating in vacuo, the resulting crude product was purified by silica gel column chromatography to yield Compound 42e as a yellow oil.Yield: 3.12 g, (80%)1H-NMR (CDCl3) delta:1.48 (4H, t, J=5.1 Hz), 1.51 (4H, t, J=5.1 Hz), 2.26 (3H, s), 2.36 (4H, t, J=5.7 Hz), 2.38 (4H, t, J=5.7 Hz), 3.49 (2H, s), 7.25-7.31 (5H, m), 189333-49-1

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

Reference：
Patent; Shionogi & Co., Ltd.; HISAKAWA, Shinya; HASEGAWA, Yasushi; AOKI, Toshiaki; KUSANO, Hiroki; SANO, Masayuki; SATO, Jun; YAMAWAKI, Kenji; EP2557082; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

To the solution of piperidin-4-one (10 mmol) inTHF (20 mL) was added tert-Butyl bromoacetate (11 mmol), and the mixture was stirredfor 4 h. The mixture was poured to H20 and extracted with EtOAc (3X). The combined organic was washed with brine, dried with Na2504. The solvent was removed under vacuum to afford the crude amineketone, which was used for next step without purification. To the suspension of crude amineketone (1 mmol) in CH2C12 was addedm-CPBA (2 mmol) at 0 C. The mixture was stirred for 8 h at room temp. The aqueous Na2 S203 was added and the mixture was extracted with CH2C12, washed with brine and dried with Na2504. The solvent was removed under vacuum, and the residual was purified with flash column (MeOH : CH2C12 1:4) to give desired lactone (40% for 3 steps).?H NMR (400 MHz, CDC13) 1.47 (s, 9H), 2.52 (t, J = 7.9 Hz, 2H), 2.94 t, J =7.9 Hz, 2H), 3.26 (s, 2H), 3.80 (m, 2H), 4.25 (m, 2H).

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

Reference：
Patent; UNIVERSITY OF WASHINGTON; JIANG, Shaoyi; BAI, Tao; ELLA-MENYE, Jean-Rene; HUNG, Hsiang-Chieh; JAIN, Priyesh; SINCLAIR, Andrew; SUNDARAM, Harihara Subramanian; LI, Yang; ZHANG, Peng; (98 pag.)WO2017/3639; (2017); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem