Tag: M.W:200-300

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 5 – fluoro -2 – nitroanisole (1.0 kg, 5 . 84 muM, 1 equivalent) and 3 – benzyl – 3, 9 – diaza spiro [5.5] undecane (1.70 kg, 5 . 57 muM, 0 . 95 equivalent) of N – methyl pyrrolidone (4 L) are added in the solution of the N, N – diisopropyl serotonin reuptake (1.13 kg, 8 . 77 muM, 1 . 55 equivalent) in the reaction liquid after 100 C under stirring for 4 hours. TLC (dichloromethane: methanol=6:1, Rf=0.5) display the reaction is complete. After the reaction cooled to room temperature water (16 L) is slowly added to the reaction solution, a large number of solid precipitation, suspension to continue stirring 1 hour after-filtration, the filter cake is added to ethanol (5 L) in, reflux beating 1 hour, cooling to room temperature and filtered. The flotation cake re-ethanol (5 L) reflux beating, then filtered, the filter cake drying to obtain the product (1.92 kg, 83% yield) as a yellow solid.

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

Reference：
Patent; Qilu Pharmaceutical Co., Ltd.; Ding Zhaozhong; Chen Shuhui; Liu Xile; Wan Haiwen; Zhang Lu; (27 pag.)CN106928275; (2017); A;,
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Piperidine | C5H11N – PubChem

19099-93-5, 1-Cbz-Piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: benzyl 7′-chloro-2′-oxo-1′,2′-dihydrospiro[piperidine-4,4′-pyrido[2,3d][1,3]-oxazin]-1-carboxylate Under a nitrogen atmosphere 26 mL (1734 mmol) N,N,N,N-tetramethylenethylenediamine in 180 mL THF were cooled to -20 C. and 70 mL (175 mmol) of a 2.5 molar butyllithium solution were added within 10 min. After 30 minutes’ stirring the reaction mixture was cooled to -78 C. and at this temperature 17.8 g (78.0 mmol) tert-butyl (6-chloro-pyridin-2-yl)-carbamate in 120 mL THF were added dropwise within 20 min. The reaction mixture was stirred for 2.5 h at -78 C. and then 27.2 g (116.7 mmol) benzyl 4-oxo-piperidine-1-carboxylate in 60 mL THF were added within 10 min. After another hour’s stirring at -78 C. the reaction mixture was first of all heated to RT and then stirred for 18 h at 40 C. Then the reaction mixture was decomposed by the dropwise addition of 150 mL saturated sodium hydrogen carbonate solution. Then the reaction mixture was extracted several times with DCM. The combined organic phases were washed with water, dried and evaporated down. The residue was triturated with PE/EtOAc 1/1, the precipitate formed was suction filtered, washed with PE/ETOAc 1/1 and dried. Yield: 16.4 g (54% of theoretical) ESI-MS: m/z=388 (M+H)+ Rt(HPLC): 1.57 min (method C)

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

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/21500; (2011); 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.

To a stirred solution of benzyl 4-oxopiperidine-l-carboxylate (2.37 g, 10.17 mmol) in EtOH (50 mL) at 0 0C under a nitrogen atmosphere was added NaBH4 (0.42 g, 11.19 mmol) in one portion. The reaction mixture was warmed to RT and stirred for 2 h. The resulting reaction mixture was cooled to O0C and aqueous ammonium chloride (20 mL) added. The solvent was evaporated at reduced pressure, aqueous phase extracted with DCM (3 x 20 mL), organics separated, combined, dried (MgSO4), filtered and concentrated to give colourless oil (2.39 g, 100 % yield). The title compound was used without further purification. LCMS data: Calculated MH+ (236.29); Found 66% (MH+) m/z 236.21, Rt = 3.69 min. 1H NMR (250 MHz, CHLOROFORM-J) delta ppm 7.29 – 7.58 (5 H, m), 5.13 (2 H, s), 3.77 – 4.10 (3 H, m), 3.02 – 3.30 (2 H, m), 1.73 – 1.98 (2 H, m), 1.39 – 1.69 (3 H, m)., 19099-93-5

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

Reference：
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/121812; (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.1172500-91-2,4-Benzenesulfonylpiperidine Hydrochloride,as a common compound, the synthetic route is as follows.

A solution of JV-(7-chloro-2-methylpyrazolo[l ,5-alpha]pyrimidin-5-yl)-4-(2- hydroxypropan-2-yl)benzamide (2F, 86 mg, 0.25 mmol), 4-(phenylsulfonyl)piperidine hydrochloride (145 mg, 0.50 mmol), and JV,jV-diisopropylethylamine (116 mg, 0.90 mmol) in DMF (1.0 mL) was stirred at 100 0C for 2h. After cooling to room temperature, the mixture was diluted with a few drops of DMSO and methanol, and was then purified by preparatory HPLC (40-55% MeCN/H2O gradient + 0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a white solid (97.2 mg, 73%). 1H NMR (DMSO-d6) delta: 10.90 (s, IH), 7.99 (d, J = 8.8 Hz, 2H), 7.89 – 7.95 (m, 2H), 7.78 – 7.85 (m, IH), 7.68 – 7.76 (m, 2H), 7.60 (d, 2H), 7.28 (s, IH), 6.18 (s, IH), 4.53 (d, J = 12.6 Hz, 2H), 3.69 (tt, J = 11.8, 3.7 Hz, IH), 3.00 – 3.11 (m, 2H), 2.37 (s, 3H), 2.04 (d, J = 10.9 Hz, 2H), 1.75 (qd, J = 12.3, 3.8 Hz, 2H), 1.45 (s, 6H); ESI-MS: m/z 534.2 (M+H)+., 1172500-91-2

As the paragraph descriping shows that 1172500-91-2 is playing an increasingly important role.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/123986; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1158759-06-8, tert-Butyl 3-amino-3-methylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 50-mL round-bottom flask, was placed 2-chloro-N-methylpyrimidin-4- amine (200 mg, 1.39 mmol, 1 equiv), tert-butyl 3-amino-3-methylpiperidine-l -carboxylate (357 mg, 1.67 mmol, 1.20 equiv), trifluoroacetic acid (791 mg, 7.00 mmol, 5.02 equiv), IPA (4 mL). The resulting solution was stirred for 16 h at 90 C in an oil bath. The crude product was purified by Prep-HPLC C NH4HCO3. This resulted in 52.4 mg (17%) N4-methyl-N2-(3- methylpiperidin-3-yl)pyrimidine-2,4-diamine as a light yellow solid., 1158759-06-8

As the paragraph descriping shows that 1158759-06-8 is playing an increasingly important role.

Reference：
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

23499-01-6, 1-(4-Nitrophenyl)piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 26 4-Fluoronitrobenzene and piperidin-4-one hydrochloride were allowed to undergo the reaction in THF in the presence of potassium carbonate. The resulting compound was allowed to react with sodium hydride and ethyl diethylphosphonoacetate in THF. The resulting compound was subjected to catalytic hydrogenation in the same manner as shown in Reference Example 3 to obtain [1-(4-aminophenyl) piperidin-4-yl]acetic acid ethyl ester. NMR2: 1.27 (3 H, t, J = 7.2 Hz) , 2.33 (2 H, d, J = 7.2 Hz) , 6.66 – 6.89 (2H, m)., 23499-01-6

The synthetic route of 23499-01-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1518855; (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.149554-03-0,tert-Butyl 2-(4-oxopiperidin-1-yl)acetate,as a common compound, the synthetic route is as follows.

149554-03-0, [000627] A solution of Example 1.2.7 (0.055 g,), fert-butyl 2-(4-oxopiperidin-l-yl)acetate (0.014 g) and sodium triacetoxyborohydride (0.019 g) was stirred in dichloromethane (0.5 mL) at room temperature. After stirring for 2 hours, trifluoroacetic acid (0.5 mL) was added to the reaction, and stirring was continued overnight. The reaction was concentrated, dissolved in N,N- dimethylformamide (1.5 mL) and water (0.5 mL) and purified by reverse phase HPLC using a Gilson system, eluting with 10-80% acetonitrile in water containing 0.1% v/v trifluoroacetic acid. The desired fractions were combined and freeze-dried to provide the title compound. NMR (501 MHz, dimethyl sulfoxide-^) delta ppm 12.85 (s, 1H), 8.80 (s, 2H), 8.03 (d, 1H), 7.80 (d, 1H), 7.62 (d, 1H), 7.55-7.41 (m, 3H), 7.36 (q, 2H), 7.29 (s, 1H), 6.96 (d, 1H), 4.96 (s, 2H), 4.07 (s, 2H), 3.89 (t, 2H), 3.83 (s, 2H), 3.66-3.55 (m, 4H), 3.30 (s, 1H), 3.08 (s, 4H), 3.02 (t, 2H), 2.22 (d, 2H), 2.10 (s, 3H), 1.97-1.78 (m, 2H), 1.44 (s, 2H), 1.31 (q, 4H), 1.20-0.96 (m, 6H), 0.87 (s, 6H). MS (ESI) m/e 887.3 (M+H)+.

149554-03-0 tert-Butyl 2-(4-oxopiperidin-1-yl)acetate 53407149, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ABBVIE INC.; TAO, Zhi-Fu; DOHERTY, George; WANG, Xilu; SULLIVAN, Gerard M.; SONG, Xiaohong; KUNZER, Aaron R.; WENDT, Michael D.; MARIN, Violeta L.; FREY, Robin R.; CULLEN, Steve C.; WELCH, Dennie S.; SHEN, Xiaoqiang; BENNETT, Nathan B.; HAIGHT, Anthony R.; ACKLER, Scott L.; BOGHAERT, Erwin R.; SOUERS, Andrew J.; JUDD, Andrew S.; (623 pag.)WO2016/94509; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

683233-14-9, (R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of(1S,3?R,6?R,7?R,8?E,11?S,12?R)-6-chloro-7?-methoxy- 11?, 1 2?-dimethyl-l 5? -oxo-3,4-dihydro-2H-spiro [naphthalene- 1,22? – [20joxa[13jthia[1,14jdiazatetracyclo[14.7.2.03,6.019,24jpentacosa[8,16,18,2 4jtetraenej-7?-carbaldehyde 13?,13?-dioxide (44 mg, 0.069 mmol) in 1,2-dichloroethane (1 mL) was added (R)-tert-butyl 2-(aminomethyl)piperidine-1- carboxylate (147 mg, 0.686 mmol). The resulting mixture was then stirred at room temperature for 1 h. Then, sodium triacetoxyborohydride (73 mg, 0.343 mmol) was added in portions. After addition, the mixture was then stirred at room temperature for 3 d. The mixture was purified by silica gel columnchromatography (0% to 20% MeOH/DCM) to provide 2-methyl-2-propanyl (2R)-2-(((((1S,3?R,6?R,7?R,8?E,1 1?S,12?R)-6-chloro-7?-methoxy-11?,12?-dimethyl-13?, 13? -dioxido- 15 ?-oxo-3,4-dihydro-2H-spiro[naphthalene- 1,22? -[20joxa[13jthia[1,14jdiazatetracyclo[14.7.2.03,6.019,24jpentacosa[8,16,18,24jtetraenj -7? -yl)methyl)amino)methyl)- 1 -piperidinecarboxylate (57.6 mg, 0.069mmol, 100 % yield) as a light yellow solid, which was used in the next step. MS (ESI, +ve ion) m/z 839.4 (M+H).

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

Reference：
Patent; AMGEN INC.; HARRINGTON, Paul E.; ASHTON, Kate; BROWN, Sean P.; KALLER, Matthew R.; KOHN, Todd J.; LANMAN, Brian Alan; LI, Kexue; LI, Yunxiao; LOW, Jonathan D.; MINATTI, Ana Elena; PICKRELL, Alexander J.; STEC, Markian M.; TAYGERLY, Joshua; (991 pag.)WO2018/183418; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

495414-81-8, 1-tert-Butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of compound c (2.54 g, 8.6 mmol), cobalt chloride hexahydrate (1.02 g, 4.3 mmol) and methanol (50 mL) was added sodium borohydride (1.63 g, 43.1 mmol) under ice-cooling, and the mixture was stirred under ice-cooling for 2 h, and then at room temperature for 2 days, and then 60C for 2 h. Aqueous ammonia (28%, 5 mL) was added thereto, the precipitate was removed by filtration, and the filtration was extract with ethyl acetate(3×40 mL). The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate to obtain the desired product d (0.83 g) as a white powder, yield: 39.3%, mp: 153.2-154.4C. 1H NMR (600 MHz, DMSO) delta 7.56 (s, 1H, CONH), 3.81 (d, J = 12.0 Hz, 2H, diazaspiro-CH2), 3.17 (t, J = 6.8 Hz, 2H, diazaspiro-CH2), 2.90 (s, 2H, diazaspiro-CH2), 1.95 (t, J = 6.8 Hz, 2H, diazaspiro-CH2), 1.54-1.48 (m, 2H, diazaspiro-CH2), 1.40 (s, 9H, C(CH3)3), 1.31 (d, J = 13.2 Hz, 2H, diazaspiro-CH2). 13C NMR (151 MHz, DMSO) delta 181.62, 154.68, 79.48, 41.97, 40.58, 38.72, 32.00, 31.82, 28.43. HRMS(ESI): calcd for C13H22N2O3 [M+Na]+, 277.1523, found, 277.1523.

495414-81-8, As the paragraph descriping shows that 495414-81-8 is playing an increasingly important role.

Reference：
Article; Li, Bing; Wang, Kaiyuan; Zhang, Rui; Li, Baihui; Shen, Yangli; Ji, Qinggang; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

125224-43-3, ((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of ((3S, 4R)-4-(4-fluorophenyl)piperidin-3-yl)methanol (1.00 g, 4.8 mmol) in methylene chloride (20 mL), was added triethylamine (1.30 mL, 9.3 mmol) and di-tert-butyl dicarbonate (1.50 g, 6.9 mmol). The resulting reaction mixture was stirred at ambient temperature for 20 h and concentrated in vacuo. The residue was dissolved in ethyl acetate (200 mL) and washed with saturated sodium bicarbonate solution (50 mL) and brine (50 mL); dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo, and the residue was purified by column chromatography (30% ethyl acetate in hexanes) to afford (3S,4/?)-te/f-butyl 4- (4-fluorophenyl)-3-(hydroxymethyl)piperidine-1-carboxylate in 92% yield (1.36 g) as a colorless solid: 1H NMR (300 MHz, CDCI3) 7.22 (d, J = 8.4 Hz, 2H), 7.08 (d, J = 8.4 Hz, 2H), 4.50-4.15 (m, 2H), 3.43 (s, 3H), 2.95-2.58 (m, 4H), 1.80-1.49 (m, 2H), 1.49 (s, 9H)., 125224-43-3

The synthetic route of 125224-43-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem