Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.406212-51-9,1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

(A) 1 -ferf-buty. 3-methyl 4-(ferf-butyidi methy.si.yioxy)piperidi ne-1 ,3- dicarboxylaie.A mixture of methyl 4-hydroxypiperidine-3-carboxylate (3.18 g, 20 mmol), aqueous sodium hydrogen carbonate (30 mL, 1 M), di-fe/t-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 TBDMSCI (3.62 g, 24 mmol) sequentially. The reaction mixture was stirred at room temperature for 40 hours. The mixture was washed with 1 N HCI 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, As the paragraph descriping shows that 406212-51-9 is playing an increasingly important role.

Reference：
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167423; (2012); A1;,
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1245648-32-1, tert-Butyl 4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Sodium borohydride (71 mg, 1.87 mmol) was added at -10 °C to a solution of 1-boc-2-trifluoromethyl-piperidin-4-one (250 mg, 0.94 mmol) in MeOH (8 mL) and the reaction stirred at -10 °C for lh. Sat. aq. NH4CI (3 mL) was added, and the resulting mixture allowed to warm to RT. The MeOH was removed under reduced pressure, and the resulting aqueous layer extracted with DCM (4 x 5 mL). Thecombined organics were washed with brine, dried over Mg504, filtered and concentrated under reduced pressure to afford 247.6 mg (98percent yield) of the title compound as colourless oil.1H NMR (250 MHz, Chloroform-d): 6 [ppm] 4.84 – 4.62 (m, 1H), 4.15 – 3.95 (m, 2H),3.39- 3.18 (m, 1H), 2.10-2.00 (m, 1H), 1.91 – 1.57 (m, 3H), 1.47 (5, 9H)., 1245648-32-1

As the paragraph descriping shows that 1245648-32-1 is playing an increasingly important role.

Reference：
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); 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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,61995-20-8

General procedure: The reaction mixture containing 200 mM substrate, 1mM NAD+, 5% (v/v) 2-propanol and 10mg crude enzyme READH in 1mL potassium phosphate buffer (100mM, pH 7.0) was incubated at 50 C. For ChKRED20, 40% (v/v) 2-propanol and a reaction temperature of 40 C were applied instead. The reaction was monitored by TLC, and terminated by extracting with methyl tert-butyl ether (1 mL). The organic extract was dried over anhydrous sodium sulfate and concentrated. The samples were subjected to chiral HPLC to determine the conversion and enantiomeric excess. The products were purified by silica gel column chromatography, and identified by NMR analysis, optical rotation measurements and mass spectrometry.

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

Reference：
Article; Li, Chao; Liu, Yan; Pei, Xiao-Qiong; Wu, Zhong-Liu; Process Biochemistry; vol. 56; (2017); p. 90 – 97;,
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189321-63-9, 1-Boc-4-Methylpiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method W Preparation of 1-(4-methylpiperidin-4-yl)-5-(methylsulfonyl)-1H-benzimidazole Step 1: Preparation of tert-butyl 4 amino-4-methylpiperidine-1-carboxylate; To a solution of 1-(tert-butoxycarbonyl)-4-methylpiperidine-4-carboxylic acid (3.5 g) in anhydrous toluene (50 ml) was added diphenylphosphorylazide (3.72 ml) followed by triethylamine (2.4 ml) and the resulting mixture was heated to 100 C. for 90 minutes. The mixture was cooled, quenched with saturated sodium bicarbonate (20 ml). The organic layer was separated, dried and evaporated to dryness. The crude product was dissolved in tetrahydrofuran (50 ml) to which was added potassium trimethylsilanolate (4.1 g). The resulting mixture was stirred at room temperature for 48 hours. The reaction mixture was filtered, evaporated to 10 ml and poured directly onto an SCX-Silica bond elut. The product was eluted with 0.7M ammonia solution in methanol to give the title compound as an oil (2.83 g); M+H 159 (-tert-butyl); NMR (CDCl3) 1.2(s, 3H), 1.4(m, 4H) 1.5 (s, 9H), 3.4(m, 4H):

189321-63-9, As the paragraph descriping shows that 189321-63-9 is playing an increasingly important role.

Reference：
Patent; Faull, Alan; Tucker, Howard; US2007/167442; (2007); A1;,
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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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

500 mg of (3R,4R)-1-benzyl-N,4-dimethylpiperidine-3-amine dihydrochloride was added to a 25-mL round-bottomed flask, and 5.00 mL of deionized water was added thereto. After 277 mg of 6-chloro-7-deazapurine and 1.08 of potassium carbonate (K2CO3) were added into the reaction mixture, the reaction mixture was refluxed for about 24 hours and then cooled at room temperature. The reaction mixture was extracted three times with 10.0 mL of dichloromethane (CH2Cl2) to collect an organic phase. The collected organic phase was concentrated under reduced pressure. The resulting residue was purified by flash column chromatography (MeOH:CH2Cl2=2:98). As a result, 282 mg of N-((3R,4R)-1-benzyl-4-methylpiperidine-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidine-4-amine was obtained with a yield of about 48.9%. (0285) 282 mg of N-((3R,4R)-1-benzyl-4-methylpiperidine-3-yl)-N-methyl-7H-pyrrolo[2,3-d]pyrimidine-4-amine was added to a 25-mL round-bottomed flask, and then dissolved with 3.00 mL of methanol. After 280 mg of a 10w/w% palladium/ carbon (Pd/C) was added thereto, a hydrogen-containing balloon was installed on the reaction flask. The reaction mixture was vigorously stirred for about 24 hours and then filtered through a Celite 545 filter agent. The resulting filtrate was concentrated under reduced pressure. The resulting fraction was concentrated under reduced pressure and then further under vacuum. As a result, 200 mg of N-methyl-N-((3R,4R)-4-methylpiperidine-3-yl)-7H-pyrrolo[2,3-d]pyrimidine-4-amine was obtained with a yield of about 97.1%. (0286) 70.0 mg of N-methyl-N-((3R,4R)-4-methylpiperidine-3-yl)-7H-pyrrolo[2,3-d]pyrimidine-4-amine was added to a 5-mL round-bottomed flask, and then dissolved with 1.50 mL of dichloromethane (CH2Cl2). After 57.0 mg of 3-cyanobenzenesulfonyl chloride was added into the solution, the reaction mixture was treated with 0.0750 mL of N,N-diisopropylethylamine and then stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and then the resulting residue was purified by flash column chromatography (MeOH:CH2Cl2=2:98). The resulting fraction was concentrated under reduced pressure and then further under vacuum. As a result, 85.9 mg of 3-(((3R,4R)-4-methyl-3-(methyl(7H-pyrrolo[2,3-d]pyrimidine-4-yl)amino)piperidine-1-yl)sulfonyl)benzonitrile was obtained with a yield of about 73.4%. (0287) 1H NMR (400 MHz, CDCl3) delta10.40 (s, 1H), 8.27 (s, 1H), 8.09-8.08 (m, 1H), 8.03-8.01 (m, 1H), 7.95-7.92 (m, 1H), 7.64 (t, J = 3.6 Hz, 1H), 7.13 (d, J = 3.6 Hz, 1H), 6.66 (d, J = 3.6 Hz, 1H), 5.49 (d, J = 4.8 Hz, 1H), 3.79 (dd, J = 4.4, 12.4 Hz, 1H), 3.68 (s, 3H), 3.10 (dd, J = 4.4, 12.4 Hz, 1H), 2.83-2.77 (m, 1H), 2.20-2.11 (m, 1H), 1.92-1.86 (m, 3H), 0.98 (d, J = 6.8 Hz, 3H). (0288) LRMS (ESI) calcd for (C20H22N6O2S + H+) 411.2, found 411.1., 1062580-52-2

As the paragraph descriping shows that 1062580-52-2 is playing an increasingly important role.

Reference：
Patent; Yangji Chemical Co., Ltd.; Han Wha Pharma Co., Ltd.; CHOUGH, Chieyeon; LEE, Sunmin; JOUNG, Misuk; JEONG, Hyun Uk; MOON, Hong-sik; (62 pag.)EP3327021; (2018); A1;,
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56839-43-1,56839-43-1, 1-(4-Ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Example 2) Synthesis of salt (ionic liquid) of diclofenac and organic amine compound (1); Synthesis of diclofenac-eperisone salt; Diclofenac sodium (318 mg, 1 mmol) and eperisone hydrochlorate (296 mg, 1 mmol) were dissolved in methanol (5 mL) by heating. The solution was concentrated under reduced pressure, 2-propanol was added to the residue, and the resulting precipitate was filtered off. The filtrate was concentrated under reduced pressure to give a diclofenac-eperisone salt as a colorless glue-like product. infrared absorption spectrum (chloroform): 1680 cm-1 (carbonyl of eperisone), 1605 cm-1 (COO-, COOH of diclofenac free form was 1965 cm-1)

The synthetic route of 56839-43-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Medrx Co., Ltd.; EP2128123; (2009); 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.62718-31-4,1-Benzylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

62718-31-4, Step 1. Synthesis of 1-benzyl-4-ethylpiperidine-4-carbonitrile The title compound was prepared by a method similar to Step 2 for Example 3, using 1-benzylpiperidine-4-carbonitrile and ethyl iodide.

62718-31-4 1-Benzylpiperidine-4-carbonitrile 793383, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Banyu Pharmaceutical Co Ltd; US6140333; (2000); 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.7006-50-0,4-(Methylamino)-1-benzylpiperidine,as a common compound, the synthetic route is as follows.

7006-50-0, b) 18.9 mug of 1-benzyl-4-methylaminopiperidine as the oil prepared according to a) are taken up in 250 ml of methanol and combined with 8.3 g of cyclopropanecarboxaldehyde and 11.3 g of sodium cyanoborohydride. The mixture is stirred for 5 hours at 40-50 C., then for about another 16 hours at ambient temperature. It is then acidified with 2 N hydrochloric acid, evaporated to dryness in vacuo and the residue is taken up in water. It is washed with ether, made alkaline with concentrated sodium hydroxide solution and extracted with ether/ethyl acetate. The organic extract is dried over sodium sulphate and freed from the solvents in vacuo. 22.7 g 1-benzyl-4-(cyclopropylmethyl-methyl-amino)-piperidine are obtained as a yellowish oil.

The synthetic route of 7006-50-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim Pharma GmbH & Co. Kg; US2005/148562; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

109384-19-2, tert-Butyl 4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation Example 1 (4-(4-(trifluoromethoxy)phenoxy)piperidine (I-6a) P-trifluoromethoxy phenol (32.7 g, 184 mmol), N-Boc-4-hydroxy piperidine (37 g, 184 mmol) and triphenylphosphine (48.3 g, 184 mmol) were dissolved in dry THF (500 mL), DIAD (37.2 g, 184 mmol) was added dropwise while cooling in ice-bath, followed by stirring overnight at room termperature. THF were spun out, residuals were extracted by petroleum ether, extracting solution was concentrated to give 71.2 g light yellow oily matter, crude product yield was more than 100%, directly put into the next reaction step. The crude products obtained from the previous step (66.5 g, 184 mmol) were dissolved in TFA (500 mL), stirring at room temperature. After 3 h, TFA were spun out, add water to residuals, use NaOH solution to adjust pH to above pH 10, extract by ethyl acetate, extracting solution was concentrated followed by column chromatography to give 35.3 g white solid, yield was 73%. ESI-LR: 262.1 [M+1]+.

109384-19-2, 109384-19-2 tert-Butyl 4-hydroxypiperidine-1-carboxylate 643502, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Wang, Tiancai; Xin, Ting; Fan, Houxing; Chen, Yilang; US2013/143864; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem