Tag: M.W:200-300

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

As the paragraph descriping shows that 236406-22-7 is playing an increasingly important role.

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;,
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Piperidine | C5H11N – PubChem

191732-76-0, 5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 4 mL glass vial, a mixture of 5-amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3- dione(30 mg, 0.110 mmol, 1 equiv) and acetyl chloride (26 pL, 0.220 mmol, 2 equiv) in THF (1.8mL, 0.1 M) was heated to reflux overnight. The reaction mixture was filtered, and the filter cake was washed with Et20 to give the title compound as a white solid (27 mg, 47%), that was used without further purification. ?HNMR(500 MHz, DMSO-d6) 11.11 (s, 1H), 10.63 (s, 1H), 8.24 (d, J 1.5 Hz, 1H), 7.91 -7.83 (m, 2H), 5.11 (dd, J 12.8, 5.4 Hz, 1H), 2.88 (ddd, J= 17.0, 13.8, 5.4 Hz, 1H), 2.63 -2.46 (m, 2H), 2.13 (s, 3H), 2.09-2.00 (m, 1H); MS (ESI) calcd for C15H14N305[M+H] 316.09, found 316.23.

191732-76-0, 191732-76-0 5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 9816958, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James; ROBERTS, Justin; BEHMAN, Nabet; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BUCKLEY, Dennis; (617 pag.)WO2018/148440; (2018); 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.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Benzyl (2,6-dioxopiperidin-3-yl)carbamate (100 g; obtained in Step b) was added to methanol (1000 mL) and the mixture was heated at 50C to 55C to obtain a clear solution. The solution was cooled to 25 C to 30C and then 10% Palladium on carbon (10 g; 50% wet) was added. The solution was hydrogenated with 3.0 kg/cm2 to 3.5 kg/cm2 hydrogen pressure at 25 C to 30C for 2 hours to 3 hours. The catalyst was removed by filtration. Concentrated hydrochloric acid (100 mL) was added to the filtrate and then stirred for 60 minutes to 90 minutes at 25C to 30C. The reaction mixture was concentrated at 40C to 45 C under reduced pressure. Methanol (100 mL) was added to the residue and then stirred for 60 minutes at 10C to 15C to obtain a slurry. The slurry was filtered and the wet solid obtained was dried at 50C under reduced pressure to obtain the title compound. (0073) Yield: 56 g (90%), 24666-55-5

The synthetic route of 24666-55-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; BARMAN, Dhiren Chandra; RAM, Sita; RAJBANGSHI, Mantu; NATH, Asok; PRASAD, Mohan; (14 pag.)WO2018/154516; (2018); A1;,
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Piperidine | C5H11N – PubChem

141774-61-0, tert-Butyl (piperidin-2-ylmethyl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

HATU (157 mg, 0.413 mmol)was added to a stirred solution of 2-(l -ethyl- lH-indol-2-yl)-l – methyl-lH-benzo[d]imidazole-5-carboxylic acid (110 mg, 0.344 mmol)in DMF (2 mL)followed by DIPEA (0.072 mL, 0.413 mmol). After 30 min of stirring at rt, (+l-)-tert- butyl (piperidin-2-ylmethyl)carbamate (81 mg, 0.379 mmol)was added to the reaction mixtureand this was stirred for 2 h at rt. The solvent was removed under reduced pressure and water (10 mL) was added to the residue. A cream white precipitate was filtered off and rinsed with water (2 x 5 mL). The precipitate was dried in a vacuum oven for 2 h, affording 220 mg (113%) of a cream solid (the Boc-protected product). The Boc-protected product was then taken up in DCM (5 mL)and treated with TFA (1.5 mL, 19.47 mmol). After 30 min of stirring at rt the solvent was removed under reduced pressure and the dark purple residue was loaded in MeOH on a 2 g SCX column (previously conditioned with MeOH). The column was washed with MeOH (3CV) and eluted with methanolic ammonia (2N) (3 CV). The ammonia fractions were combined and evaporated under reduced pressure. The residue (189 mg) was loaded in DCM on a 10 g SNAP silica column and purified by SP4 flash chromatography, eluting with a 0-10% methanolic ammonia (2N) in DCM(10 CV). The appropriate fractions were combined and evaporated in vacuo to give (+/-)-(2- (aminom ethyl )piperi din- 1 -yl)(2-( 1 -ethyl- lH-indol-2-yl)- 1 -methyl- lH-benzo[d]imidazol-5- yl)methanone (11.4 mg, 0.027 mmol, 7.97 % yield)as a whitesolid.LCMS (Method B): Rt = 0.80min, MH+ = 416.2., 141774-61-0

As the paragraph descriping shows that 141774-61-0 is playing an increasingly important role.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AMANS, Dominique; ATKINSON, Stephen, John; BARKER, Michael, David; CAMPBELL, Matthew; DIALLO, Hawa; DOUAULT, Clement; GARTON, Neil, Stuart; LIDDLE, John; RENAUX, Jessica, Fanny; SHEPPARD, Robert, John; WALKER, Ann, Louise; WELLAWAY, Christopher, Roland; WILSON, David, Matthew; (284 pag.)WO2016/185279; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

122860-33-7, Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: benzyl 4-(iodomethyl)piperidine-1-carboxylate (1165) A solution of I2 (9.77 g, 38.50 mmol) in THF (5 mL) was added in dropwise to a stirred solution of benzyl 4-(hydroxymethyl)piperidine-1-carboxylate (8.00 g, 32.10 mmol), 1H-imidazole (2.62 g, 38.50 mmol) and triphenylphosphine (10.10 g, 38.50 mmol) in THF (15 mL) at ambient temperature in a period of 4 hr. The reaction mixture was then quenched with water (30 mL), diluted with water (40 mL) and extracted with EtOAc (3×40 mL). The combined organic layers were washed with water (20 mL) and brine (20 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel, eluted with EtOAc/PE (1/10) to afford the title compound: LCMS (ESI) calc’d for C14H18INO2 [M+H]+: 360. found 360.

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; Merck Sharp & Dohme Corp.; Mandal, Mihir; Tang, Haifeng; Xiao, Li; Su, Jing; Li, Guoqing; Yang, Shu-Wei; Pan, Weidong; Tang, Haiqun; DeJesus, Reynalda; Hicks, Jacqueline; Lombardo, Matthew; Chu, Hong; Hagmann, William; Pasternak, Alex; Gu, Xin; Jiang, Jinlong; Dong, Shuzhi; Ding, Fa-Xiang; London, Clare; Biswas, Dipshikha; Young, Katherine; Hunter, David N.; Zhao, Zhiqiang; Yang, Dexi; (405 pag.)US2016/333021; (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.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

A mixtureof benzyl-4-oxopiperidine-1-carboxylate (11. 7 g, 50 mmol),potassium cyanide (4.87 g, 75 mmol) and ammonium carbonate (24 g, 250 mmol) in ethanol (100 ml), was placed in a stainless steel bomb and heated at 110C overnight. The reaction mixture was poured into ice-water(300 ml)and the resulting mixture was filtered. The pH of the mixturein water (100 ml)was adjusted to 2 by addition of anaqueous hydrochloric acid solution (6.0 M). The mixture was filtered and the filter cake was recrystallized15 from methanol: diethyl ether= 1:1 to afford benzyl-2,4-dioxo-1, 3,8-triazaspiro[4.5]decane-8-carboxylate as a white solid (10.0 g, 66%). LCMS (ESI): m/z = 304.1 [M+H(1 H-NMR (300 MHz, DMSO-d6):6 = 1.43-1.56 (m, 2H), 1.63-1.85(m, 2H), 2.45-2.60 (m, 2H), 3.33 (s, 2H), 3.88 (dd, J = 9.7, 4.0 Hz, 2H), 5.09 (s, 2H), 7.20-7.53 (m, 5H), 8.54 (s, 1H), 10.66 (s,1H). 20

19099-93-5, As the paragraph descriping shows that 19099-93-5 is playing an increasingly important role.

Reference：
Patent; X-RX DISCOVERY, INC.; BABISS, Lee; CLARK, Matthew; KEEFE, Anthony, D.; MULVIHILL, Mark, J.; NI, Haihong; RENZETTI, Louis; RUEBSAM, Frank; WANG, Ce; XIE, Zhifeng; ZHANG, Ying; WO2015/154023; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

138022-04-5, tert-Butyl methyl(piperidin-4-ylmethyl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl N-methyl-N-(4-piperidylmethyl)carbamate (3.00 g, 13.1 mmol, CAS138200-04-5) in a mixed solvent of CHCl3 (25 mL) and ACN (25 mL) was added K2CO3 (3.63 g, 26.2 mmol) and but-3-ynyl methanesulfonate (2.53 g, 17.0 mmol, Intermediate SG). The mixture was stirred at 70 C. for 16 hours. On completion, the reaction mixture was filtered and concentrated in vacuo to give a residue. The residue was purified by column chromatography (SiO2, PE/EA=6/1) to give the title compound (2.30 g, 62% yield) as light yellow oil. 1H NMR (400 MHz, CDCl3) delta 3.09 (d, J=6.8 Hz, 2H), 2.97-2.97 (m, 2H), 2.84 (s, 3H), 2.59 (t, J=8.0 Hz, 2H), 2.45-2.32 (m, 2H), 2.04-1.93 (m, 3H), 1.65-1.55 (m, 3H), 1.45 (s, 9H), 1.30-1.20 (m, 2H)., 138022-04-5

138022-04-5 tert-Butyl methyl(piperidin-4-ylmethyl)carbamate 23004743, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

61995-20-8, Benzyl 3-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,61995-20-8

(3) To a solution of 83.7 g of 1-benzyloxycarbonyl-3-piperidone dissolved in 1.2 liters of methylene chloride was added 55.0 g of (R)-(+)-1-(1-naphthyl)ethylamine, and after the mixture was stirred at room temperature for 2 hours, 69 ml of acetic acid and 160 g of sodium triacetoxy borohydride were added to the mixture, and the mixture was stirred at room temperature for 15 hours. To the reaction mixture was added an aqueous sodium hydroxide to make the mixture basic, and then, chloroform was added to the mixture, the mixture was stirred and the liquids were separated. The organic layer was dried and concentrated, and the residue was purified by silica gel column chromatography (hexane: ethyl acetate=4:1?0:1) to obtain 98.7 g of benzyl 3-[(R)-1-(naphthalen-1-yl)ethylamino]-piperidine-1-carboxylate. MS·APCI (m/z): 389 [M+H]+

As the paragraph descriping shows that 61995-20-8 is playing an increasingly important role.

Reference：
Patent; TANABE SEIYAKU CO., LTD.; EP1757582; (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.769944-79-8,4-(4-Bromophenyl)piperidine hydrochloride,as a common compound, the synthetic route is as follows.

The tert-butyl 4-[4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl]piperidine-l- carboxylate used as a reagent for this reaction was prepared as follows:Di-tert-butyl dicarbonate (0.914 ml) was added in one portion to 4-(4- bromophenyl)piperidine hydrochloride (1.00 g) and triethylamine (1.260 ml) in DCM (34 ml) at ambient temperature. The resulting solution was stirred for 70 minutes. The reaction mixture was evaporated and washed with isohexane. The filtrate was evaporated and there was thus obtained tert-butyl 4-(4-bromophenyl)piperidine-l-carboxylate (1.191 g); Mass Spectrum: (M-tBu)+H+ 281.28; RT 2.33 min; NMR Spectrum: (DMSOd6) 7.53 (2H, d), 7.27 (2H, d), 4.12 (2H, d), 2.75 – 2.96 (2H, m), 2.68 – 2.79 (IH, m), 1.79 (2H, d), 1.47 (9H, s), 1.44 – 1.58 (2H, m).

769944-79-8, The synthetic route of 769944-79-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2009/7390; (2009); 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.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

Part A. Preparation of (S)-3-{3-[3-Ethyl-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-ureidomethyl}-piperidine-1-carboxylic Acid Tert-butyl Ester Racemic 3-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester was resolved using the procedure of B. Wirz and W. Walther, Tetrahedron Asymm. 1992, 3, 1049. The (R) isomer was converted into (S)-3-aminomethyl-piperidine-1-carboxylic acid tert-butyl ester by the method of K. Hilpert et al., J. Med. Chem. 1994, 37, 3889. A solution of this material (119 mg, 556 mumol) in N,N-dimethylformamide (4 mL) was treated with [3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-carbamic acid phenyl ester (180 mg, 556 mumol) and triethylamine (155 muL, 1.11 mmol) and the mixture was stirred at room temperature for 21 hours. The mixture was concentrated under vacuum, and the residue was dissolved in dichloromethane. The solution was washed with 1.0 N aqueous sodium hydroxide, dried over sodium sulfate and concentrated under vacuum. The residue was purified by flash chromatography, elution with 70% ethyl acetate in hexane, to provide a white glassy solid (193 mg, 78%). 1H NMR (300 MHz, CDCl3) delta 7.64 (s, 1H), 7.55 (s, 1H), 7.18 (s, 1H), 4.20 (s, 3H), 3.9-3.6 (m, 3H), 3.28 (m, 1H), 3.05 (m, 2H), 1.83 (m, 1H), 2.66 (q, J=8 Hz, 2H), 1.9-1.5 (m, 5H), 1.46 (s, 9H), 1.24 (t, J=8 Hz, 3H).

140645-24-5, 140645-24-5 (S)-3-(Aminomethyl)-1-N-Boc-piperidine 1502022, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Batt, Douglas G.; US2004/67935; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem