Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,61995-20-8

Intermediate 11Phenylmethyl 3-{[2-({[(1 ,1-dimethylethyl)oxy]carbonyl}amino)ethyl]amino}-1 – piperidinecarboxylate (D11) Phenylmethyl 3-oxo-i-piperidinecarboxylate (5 g, 21.44 mmol) was dissolved in a mixture of methanol (200 ml) and acetic acid (1.227 ml, 21.44 mmol). 1 ,1- dimethylethyl (2-aminoethyl)carbamate (10.30 g, 64.3 mmol) was added and sodium triacetoxyborohydride (11.36 g, 53.6 mmol) was also added after stirring for 1 hour. The reaction mixture was allowed to stir for a further 4 hours. Sodium bicarbonate (9.00 g, 107 mmol) was added to the reaction and the resulting mixture was concentrated in vacuo. The resulting residue was redissolved using DCM and water. The mixture was basified to pH 14 using 2M NaOH and the aqueous layer was extracted with DCM. The combined organic extracts was passed through a hydrophobic frit and concentrated in vacuo. The resulting residue was purified by silica column chromatography (Biotage SP4, eluting with a gradient from 0-20% MeOH in DCM) to give the title compound as a yellow oil (7.85 g, 20.80 mmol, 97 % yield).MS ES+ve m/z 275 (M+H)1H NMR (400 MHz, DMSO-D6) delta ppm 1.2 (m, 1 H) 1.4 (m, 1 H) 1.4 (s, 9 H) 1.6 (m, 2 H) 1.8 (m, 1 H) 2.4 (m, 1 H) 2.6 (m, 2 H) 2.7 (m, 1 H) 2.9 (m, 3 H) 3.7 (m, 1 H) 3.8 (m, 1 H) 5.1 (s, 2 H) 6.7 (m, 1 H) 7.3 (m, 5 H)

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

Reference：
Patent; GLAXO GROUP LIMITED; BESWICK, Paul, John; GLEAVE, Robert, James; WO2010/91721; (2010); 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

b. Preparation of final compound 5; A mixture of intermediate compound 3 (prepared according to Al.c) (0.033 mol), 3- (phenylmethyl)-3,9-diazaspiro-[5.5]-undecane (0.033 mol), Ti (iPrO)4 mol) and Pd/C (1.5 g) in thiophene (1 ml) and methanol (150 ml) was hydrogenated at 50C for 18 hours under a 5 bar pressure, then filtered over celite. Celite was washed with CH30H. The filtrate was evaporated till dryness. The residue was dissolved in CH2C12. K2C03 10 % was added. The mixture was stirred at room temperature for 30 minutes, then filtered over celite. Celite was washed with CH2C12. The filtrate was extracted with CH2C12. The organic layer was separated, dried (MgS04), filtered, and the solvent was evaporated. The residue (20 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 94/6/0.5; 20-45 mum). Two fractions were collected and the solvent was evaporated. The residue was dissolved in iPrOH and converted into the hydrochloric acid salt. The precipitate was filtered off and dried. Yield: 3.5 g of final compound 5 (14 %) (melting point: 183C).

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

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/97795; (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.936130-82-4,Methyl 4-(piperidin-4-yl)benzoate hydrochloride,as a common compound, the synthetic route is as follows.,936130-82-4

Methyl 4-(piperidin-4-yl)benzoate hydrochloride (5.0 g, 17 mmol) was converted to the freebase by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and pure fractions were evaporated to dryness to afford methyl 4-(piperidin-4-yl)benzoate (4.20 g, 95%) as a white solid. MS: m/z 260 (MH+).

The synthetic route of 936130-82-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; US2008/153812; (2008); 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.53617-36-0,1-Methyl-4-(piperidin-4-yl)piperazine,as a common compound, the synthetic route is as follows.,53617-36-0

(Example 92) N-(2,5-Difluoro-4-{[2-({[4-(4-methylpiperazin-1-yl)piperidin-1-yl]carbonyl}amino)pyridin-4-yl]oxy}phenyl)-N’-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide N-{4-[(2-Aminopyridin-4-yl)oxy]-2,5-difluorophenyl}-N’-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (104.0 mg) was dissolved in tetrahydrofuran (1 ml) under a nitrogen atmosphere, and triethylamine (0.0653 ml) and phenyl chloroformate (0.0646 ml) were added dropwise at 0 °C in this order, followed by stirring for 30 min. The reaction mixture was stirred after addition of ethyl acetate (5 ml) and a saturated aqueous solution of sodium hydrogencarbonate (5 ml). The organic layer was separated, washed with brine, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. The residue was dissolved in N,N-dimethylformamide (1.0 ml). I-Methyl-4-(piperidin-4-yl)piperazine (172.0 mg) was added at room temperature, followed by stirring at 20 hr and 40 min. The reaction mixture was partitioned between ethyl acetate (10 ml) and a saturated aqueous solution of sodium hydrogencarbonate (5 ml). The organic layer was washed with brine, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. To the resultant residue were added ethyl acetate (5 ml) and heptane (5 ml) to precipitate a solid. The solid was collected by filtration. The resultant solid was washed with heptane:ethyl acetate = 1:1, and dried under aeration to provide the titled compound as white powder (89.2 mg, 59 percent). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 1.12-1.32 (2H, m), 1.55-1.67 (4H, m), 1.67-1.74 (2H, m), 2.12 (3H, s), 2.20-2.65 (7H, m), 2.65-2.80 (4H, m), 4.05-4.15 (2H, m), 6.63 (1H, dd, J = 2.4, 5.6 Hz), 7.18 (2H, m), 7.39 (1H, d, J = 2.4 Hz), 7.52-7.62 (3H, m), 8.05-8.15 (1H, m), 8.13 (1H, d, J = 5.6 Hz), 9.24 (1H, s), 9.80 (1H, m), 10.99 (1H, m). ESI-MS (m/z): 652 [M+H]+.

53617-36-0 1-Methyl-4-(piperidin-4-yl)piperazine 795707, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Eisai R&D Management Co., Ltd.; EP1889836; (2008); 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.108612-54-0,tert-Butyl methyl(piperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of the above nicotinonitrile (2.4 g, 10.8 mmol) in ethanol (40 mL) was cooled in a dry ice/acetone bath. Triethylamine (1.5 mL, 11.0 mmol) and N-methyl, N-boc-4-aminopiperidine were added and the reaction mixture was allowed to warm gradually to room temperature overnight. The reaction was concentrated, taken up in ethyl acetate (200 mL) and washed with 1 N HCl (2*100 mL). The organic phase was dried (magnesium sulfate) and concentrated to provide a 4 to 1 mixture of addition products to the 6 and 2 position, respectively. These regioisomers were separated by silica gel chromatography using a gradient of ethyl acetate in hexanes as the mobile phase to provide 1.3 g (30percent) of (6′-chloro-5′-cyano-4′-difluoromethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-methyl-carbamic acid tert-butyl ester as a white solid., 108612-54-0

The synthetic route of 108612-54-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GINN, John David; Sorcek, Ronald John; Turner, Michael Robert; Young, Erick Richard Roush; US2007/293533; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

138377-80-7, 3-Aminopiperidin-2-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 11 : 3-(Pyridin-3′-carbonylamino)tetrahydropyridin-2- one:; Oxalyl chloride (20 mmol) was added to a solution of nicotinic acid (10 mmol) in DCM (40 mL), along with one drop of catalytic DMF. The reaction mixture was stirred for 16 h and then the solvent was removed under high vacuum. The resulting crystals were dissolved in DCM (10 mL). In a separate flask, 3- aminotetrahydropyridin-2-one hydrochloride (10 mmol) and 2C03 (30 mmol) were added to water (30 mL) and stirred, giving a solution to which the acid chloride solution was added. The reaction was worked-up as above to give the product (0.10 g, 5percent):Vmax cm”‘ 3257 (N-H, amide), 1642, 1541 (secondary CONH, lactam, NH), 1591 , 1479 (aromatic pyridine ring). NMR: deltaEta (400MHz, CDC13) 9.03 (I H, d, J 2.0, 2′-aryl CH), 8.71 (I H, dd, J 5.0, 1.5, 6′-aryl CH), 8.12 (I H, dt, J 8.0, 2.0, 4′-aryl CH), 7.36 (IH, dd, J 8.0, 5.0, 5’-aryl CH), 7.27 (I H, br d, J2.0, C5H4N-CONH), 5.91 (IH, br s, CONH-CH2), 4.45 (IH, dt, J 1 1.0, 5.5, CH-CO), 3.44-3.32 (2H, m, CH2NH), 2.72 (IH, dt, J 14.5, 4.5, NHCH- C 2), 2.06-1.93 (2H, m, lactam CH2), 1.70-1.54 (I H, m, lactam CH2).13C NMR: 6c (100MHz, CDC13) 171.8 (lactam C=0), 166.0 (aryl C=0), 152.5 (aryl N- CH), 148.6 (aryl N-CH), 135.3 (ortho-C(-C )), 133.4 (ipso-C), 123.6 (meta-C), 51.2 (CH-CO), 42.0 (CH2-NH), 27.3 (lactam CH2), 21.3 (lactam CH2). HRMS (+ESI) C, ,H 13N302 + H+: calcd 220.1081 ; found 220.1085., 138377-80-7

138377-80-7 3-Aminopiperidin-2-one hydrochloride 19795138, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CAMBRIDGE ENTERPRISE LIMITED; FUNXIONAL THERAPEUTICS LIMITED; GRAINGER, David, John; FOX, David John; WO2011/154696; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

406212-51-9, 1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl 4-hydroxypiperidine-3-carboxylate (3.18 g, 20 mmol), aqueous sodium hydrogen carbonate (30 mL, 1M), di-tert-butyl dicarbonate (4.37 g, 20 mmol) and dichloromethane (30 mL) was stirred for 15 hours. The phases were separated and dichloromethane phase was dried over anhydrous sodium sulfate and filtrated. The filtrate was diluted to 200 mL. To the resulted solution was added imidazole (1.64 g, 24 mmol), DMAP (0.488 g, 4 mmol), and TBDMSCl (3.62 g, 24 mmol) sequentially. The reaction mixture was stirred at room temperature for 40 hours. The mixture was washed with 1N HCl solution, NaHCO3 solution and brine sequentially and dried over anhydrous sodium sulfate. Filtration and concentration gave the crude compound which was used directly in the next step. MS (m/z): 274 (M-Boc+H)+., 406212-51-9

The synthetic route of 406212-51-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

To a solution of 91 (0.5 g, 4.1 mmol) in DMF (37 mL) was added diisopropylethylamine (2.54 mL, 14.6 mmol) 92 (0.5 g, 4.1 mmol) and PyBOP (2.53 g, 4.87 mmol). The mixture was stirred at rt for 17 h, TLC (MeOH) showed two major components. The reaction solution was diluted with water and the aquesous layer was extracted with EtOAc. The organic extracts were combined, dried (MgSO4), filtered and concentratetd in vacuo to afford an oil. The crude was purified by flash column chromatography to afford 93 (0.9 g, 90%).

71985-80-3 1-Methylpiperidine-4-carboxylic acid hydrochloride 2760043, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

280774-03-0, (1-Isopropylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 2 Oxalyl chloride (3.15 ml) was dissolved in 30 ml of dichloromethane, a solution of 3.20 ml of dimethyl sulfoxide in 6 ml of dichloromethane was added thereto at-70?C, the mixture was stirred for 15 minutes, a solution of 2.93 g of (1-isopropyl-4-piperidyl)methanol in 15 ml of dichloromethane was added thereto at -70?C and the mixture was stirred for 1 hour. After 12.5 ml of triethylamine were added at -70?C, the mixture was raised to room temperature, then water and a saturated aqueous solution of sodium hydrogen carbonate were added and the mixture was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated in vacuo and ethyl acetate was added to the resulting residue. After removing the insoluble matter by filtration, the solvent was evaporated in vacuo to give 1.15 g of 1-isopropylpiperidine-4-carbaldehyde. This compound was used for the next reaction without purification.

280774-03-0, 280774-03-0 (1-Isopropylpiperidin-4-yl)methanol 11147855, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1336605; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

936130-82-4, Methyl 4-(piperidin-4-yl)benzoate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Water (0.2 mL), paraformaldehyde (0.470 g, 15.64 mmol) and acetic acid (0.895 mL, 15.64 mmol) were added to a stirred suspension of 4-(4-(methoxycarbonyl)phenyl)piperidinium chloride (1 g, 3.91 mmol) in THF (20 mL) under nitrogen. Sodium cyanoborohydride (0.369 g, 5.87 mmol) was added portionwise over a period of 10 mins. The resulting mixture was stirred at 60 C. for 19 h. The reaction mixture was evaporated to dryness and mixed with water (20 mL) and 1M HCl (5 mL). The solution was washed with EtOAc (2×15 mL), basified with K2CO3 and extracted with EtOAc (2×15 mL). The organic layer was washed with saturated brine and dried over MgSO4, filtered and evaporated to afford pure methyl 4-(1-methylpiperidin-4-yl)benzoate (0.459 g, 50.4%)as a colourless oil which crystallised on standing. 1H NMR (399.9 MHz, DMSO-d6) delta 1.63-1.72 (2H, m), 1.73-1.77 (2H, m), 1.96-2.03 (2H, m), 2.21 (3H, s), 2.87-2.90 (2H, m), 3.85 (3H, s), 4.30-4.31 (1H, m), 7.40 (2H, d), 7.88-7.91 (2H, m)

936130-82-4, As the paragraph descriping shows that 936130-82-4 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem