Day: March 25, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.138377-80-7,3-Aminopiperidin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

[Preparation Example 116] Preparation of 3-[(benzylsulfonyl)(methyl)amino]-N-((1S,2S,4R)-2-{[tert- butyl(dimethyl)silyl]oxy}-1-isobutyl-4-methyl-5-oxo-5-{[(3R or 3S)-2- OXOPIPERIDINYL] AMMO} PENTVBENZAMIDE 91 mg (0. 15 mmol) of the compound obtained in Preparation Example 58 was dissolved in 5 ml of N, N-DIMETHYLFORMAMIDE and cooled to 0°C, then 34 mg (0.225 mmol) obtained in Preparation Example 115 and 86 mg (0.225 mmol) of HATU were added thereto. 0.5 ml (excess amount) of N, N-diisopropylethylamine was then added thereto and heated to room temperature, followed by stirring for 3 hours. After removing solvent by distillation under reduced pressure, the residue was dissolved in ethyl acetate and washed with water, 0.5 N hydrochloride solution, saturated sodium bicarbonate solution and sodium chloride solution. After removing solvent by distillation under reduced pressure, the product was purified by column chromatography using a 5: 95 mixture of methanol and dichloromethane to obtain 21 mg of the title compound at 20percent yield. 1H NMR (400 MHz, CDC) ; 7.82 (1H, s), 7.59 (1H, d), 7.45-7. 33 (7H, m), 6.79 (1H, d), 6.27 (1H, d), 5.48 (1H, s), 4.50-4. 20 (4H, m), 3.80 (1H, m), 3.23 (3H, s), 3.22-3. 12 (2H, m), 2.54 (1H, m), 2.28 (1H, m), 1.97 (1H, m), 1.92-1. 48 (6H, m), 1.39 (1H, m), 1.17 (3H, d), 0.98 (3H, d), 0.97 (3H, d), 0.91 (9H, s), 0.12 (3H, s), 0.11 (3H, s), 138377-80-7

As the paragraph descriping shows that 138377-80-7 is playing an increasingly important role.

Reference：
Patent; LG Life Sciences Ltd.; ProMediTech, Inc.; WO2005/30709; (2005); 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.1169563-99-8,tert-Butyl 4-(5-amino-1H-pyrazol-3-yl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

4- (5-amino -1H- pyrazol-3-yl) piperidine-1-carboxylic acid tert- butyl (compound described in WO2011 / 045344 pamphlet, 13.5 g, 50.7 mmol) ethyl acetate (60 mL) to the solution under cooling with ice, it was added dropwise hydrochloric acid (4M in dioxane, 31.7mL, 127mmol), followed by stirring at room temperature for 3 hours.After stirring for 10 minutes by adding ethyl acetate (40 mL) to the reaction solution, and collected by filtration and the resulting precipitate to give the title compound (12.5 g, yield: 100%) was obtained., 1169563-99-8

The synthetic route of 1169563-99-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Daiichi Sankyo company limited; Sato, Rie; Kobayashi, Katsuhiro; Kaneko, Toshio; (188 pag.)JP2015/113323; (2015); 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.61869-08-7,(3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine,as a common compound, the synthetic route is as follows.

1.0 g of oily paroxetine free base and 1.24 g of cholic acid were completely dissolved in 10 mL of dimethylsulfoxide with stirring for 5 minutes. The solution was slowly added dropwise to 100 mL of purified water to precipitate a solid, stirred at 0 C. for 3 hours, and filtered. The filtered residue was washed with 30 mL of ethyl ether, and dried under vacuum to give 1.7 g of solid paroxetine cholate as a white powder., 61869-08-7

As the paragraph descriping shows that 61869-08-7 is playing an increasingly important role.

Reference：
Patent; Lee, Sang Joon; Shin, Hee Jong; Ki, Min Hyo; Lee, Su Kyoung; Kim, Bok Young; Lee, Hong Woo; US2006/63747; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,118511-81-2

PREPARATION 5 1-N-[1-N-(3-chloropropyl)-piperidin-4-yl]-indole To a solution of 1-(piperidin-4-yl)-indole (100 mg, 0.5 mmol) in absolute ethanol (2 mL) was added anhydrous potassium carbonate (70 mg, 0.5 mmol) and 1-bromo-3-chloropropane (150 mg, 1 mmol). After stirring overnight additional 1-bromo-3-chloropropane (150 mg) was added and stirring continued for 2 hours. The mixture was evaporated; and the residue dissolved in methylene chloride and shaken with water. The organic solution was dried over anhydrous potassium carbonate and evaporated. The residue was chromatographed on silica gel with methylene chloride/ethanol (95:5) to give the title compound (90 mg, 65% yield).

As the paragraph descriping shows that 118511-81-2 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); 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.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

111 { l-[2-(lH-Indazol-4-ylV4-morpholin-4-yl-thienor3,2-d”|pyrimidin-6-ylmethyl1- piperidin-4-vU-(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amine. Via [l-(2-Chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-piperidin-4- yl]-(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amine, prepared from (2-methoxy- ethyl)-piperidin-4-yl-(2,2,2-trifluoro-ethyl)-amine.Amine preparation: l-BOC-4-piperidinone (2.0Og) and 2-methoxyethylamine (872muL) were stirred together in MeOH (2OmL) at room temperature overnight. Sodium borohydride (760mg) was then added portionwise and the reaction mixture was allowed to stir further at ambient temperature. After 16 h, the solvent was removed in vacuo, the residue was diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester as a colourless oil (1.69g).To a solution of 4-(2-methoxy-ethylamino)-piperidine-l-carboxylic acid tert- butyl ester (500mg) in DCM (5mL) and triethylamine (540muL) was added trifluoroacetic anhydride (548muL). The reaction mixture was stirred at room temperature overnight, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-(2,2,2-trifluoro-acetyl)-amino]-piperidine- 1 -carboxylic acid tert-huy ester as an oil (685mg).To a solution of 4-[(2-methoxy-ethyl)-(2,2,2-trifiuoro-acetyl)-amino]- piperidine-1 -carboxylic acid tert-butyl ester (685mg) in dry THF (7mL) was added borane-methyl sulfide complex (405uL) at O0C under inert atmosphere. The reaction mixture was refluxed for 3 h, and then stirred at room temperature overnight, quenched with MeOH, diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-[(2-methoxy-ethyl)-(2,2,2-trifluoro-ethyl)-amino]-piperidine-l -carboxylic acid tert-huy ester as an oil (635mg). Treatment of this compound with HCl in DCM/MeOH furnished the desired amine, isolated as the hydrochloride salt. EPO 1H NMR (400MHz, CDCl3) 1.55-1.64 (2H, m), 1.76-1.82 (2H, m), 2.12-2.18 (2H, m), 2.58-2.62 (IH, m), 2.86 (2H, t, J=6.3Hz), 3.03-3.08 (2H, m), 3.20 (2H, q, J=9.4Hz), 3.33 (3H, s), 3.45 (2H, t, J=6.4Hz), 3.84 (2H, s), 4.00 (4H, t, J=5.1Hz), 7.22 (IH, s), 7.49 (IH, t, J=7.2Hz), 7.48 (IH, d, J=8.3Hz), 8.28 (IH, d, J=7.1Hz), 8.90 (IH, s), 10.00 (IH, br); MS (ESI+) 590 (MH+)., 710972-40-0

710972-40-0 tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate 43652134, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (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.138022-04-5,tert-Butyl methyl(piperidin-4-ylmethyl)carbamate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl N-methyl-N-(4-piperidylmethyl)carbamate (119 mg, 522 umol, CAS138022-04-5) and 1-(2,6-dioxo-3-piperidyl)-3-methyl-2-oxo-benzimidazole-5-carbaldehyde (150 mg, 522 umol, Intermediate SK) in a mixed solvents of DMF (1.2 mL) and THF (2.4 mL) was added HOAc until the pH=5-6. After the reaction mixture was stirred at 10 C. for 1 hr, then NaBH(OAc)3 (221 mg, 1.04 mmol) was added. Then the reaction mixture was stirred at 10 C. for 48 hrs. On completion, the reaction mixture was quenched by H2O (0.5 mL), filtered and the filtrate was concentrated in vacuo to give a residue. The residue was purified by reverse phase (0.1% FA condition) to give the title compound (230 mg, 88% yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.53 (s, 1H), 7.21 (d, J=16.0 Hz, 1H), 7.01 (J=8.0 Hz, 1H), 6.76 (d, J=8.0 Hz, 1H), 5.24 (dd, J=5.2, 12.8 Hz, 1H), 4.06-3.80 (m, 2H), 3.43 (s, 3H), 3.24 (d, J=8.0 Hz, 2H), 3.13 (s, 2H), 2.98-2.87 (m, 1H), 2.87 (s, 3H), 2.79 (d, J=4.8 Hz, 1H), 2.77-2.63 (m, 1H), 2.57-2.39 (m, 1H), 2.37-2.16 (m, 2H), 1.91-1.78 (m, 1H), 1.78-1.60 (m, 2H), 1.60-1.48 (m, 1H), 1.44 (s, 9H); LC-MS (ESI+) m/z 500.4 (M+H)+.

138022-04-5, As the paragraph descriping shows that 138022-04-5 is playing an increasingly important role.

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

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

3-Benzyl-3,9-diazaspiro[5.5]undecane (6.14 mmol) is dissolved in 2.5% acetic acid in DCM (24 mL) at 0 C. and treated dropwise with cyclobutanone (9.21 mmol). The mixture is stirred for 30 min and then sodium triacetoxyborohydride (9.21 mmol) is added in portions. The reaction mixture is stirred at rt overnight, basified with saturated sodium carbonate solution and extracted with DCM. The combined extracts are washed with water, and then brine, dried over anhydrous Na2SO4 and concentrated in vacuo to afford the title compound. LC-MS (Method 1)=299.19; RT=1.26 min., 189333-49-1

The synthetic route of 189333-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xu, Yuelian; Caldwell, Timothy M.; Xie, Linghong; Chenard, Bertrand L.; US2008/247964; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

220394-97-8, 1-Boc-4-(Cbz-amino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of r/-butyl 4-(benzyloxycarbonylamino)piperidine-l -carboxylate (2.13 g, 6.38 mmol) in methanol (20 mL) was added 4 N hydrogen chloride in dioxane (8.0 mL, 31.8 mmol) in a dropwise manner at room temperature, then heated to 40 C for 1 hour. The mixture was concentrated and dried to give benzyl piperidin-4-ylcarbamate hydrochloride as a white solid, which was used without further purification. MS (EI) for C |3H,8N202: 235.0 (MH+).

220394-97-8, The synthetic route of 220394-97-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; EXELIXIS, INC.; RICE, Kenneth, D.; FOSTER, Paul; WO2014/160177; (2014); 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.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

72551-53-2, Step 1: l-Benzylpiperidine-3-carbonyl chloride hydrochloride; [00273] Hydrochloric acid (20 % aq, 100 mL) was added to ethyl l-benzylpiperidine-3- carboxylate (14.2 g, 57.4 mmol) and the mixture heated at reflux for 4 h. The reaction was cooled and concentrated in vacuo to give l-benzylpiperidine-3-carboxylic acid as a pale yellow solid. This solid was dissolved in thionyl chloride and the resulting solution stirred at room temperature for 1 h. Thionyl chloride was removed in vacuo and the resulting solid was slurried in THF and azeotroped to afford the title compound as a pale yellow solid which was used without further purification (17.0 g, quant.).

72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GALAPAGOS N.V.; WO2008/55959; (2008); 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 C Preparation of benzyl 4-[(2-ethoxy-2-oxoethoxy)methyl]-1-piperidine carboxylate Dissolved the alcohol (3.5 g, 13.35 mmol) from Step B in CH2Cl2 (25 ml), then added rhodium diacetate dimer (30 mg, 0.067 mg) to the solution, followed by the dropwise addition of ethyl diazoacetate (1.5 ml, 14.7 mmol). N2 gas evolved as the reaction proceeded. Filtered the reaction through celite and removed solvent on the rotary evaporator, then purified by flash chromatography to yield the pure title compound (3.5 g, 78%).

122860-33-7, The synthetic route of 122860-33-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Scarborough, Robert M.; Mehrotra, Mukund; Pandey, Anjali; Smyth, Mark; US2003/55244; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem