Tag: M.W:200-300

140645-24-5, (S)-3-(Aminomethyl)-1-N-Boc-piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of bromoacetyl bromide (26 microliters (muL), 0.299 mmol) in dichloroethane (3 mL) was added dropwise a solution of (S)-tert-butyl 3-(aminomethyl)piperidine-1-carboxylate (63.9 mg, 0.298 mmol) in dichloromethane (1 mL), followed by N-ethyl-N-isopropylpropan-2-amine (76 mg, 0.588 mmol). This mixture was stirred at room temperature for 30 min, then (E)-N-(2,6-dimethylphenyl)-2-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzylidene)hydrazine-carbothioamide (100 mg, 0.196 mmol) was added as a solid and the mixture was heated to 40 C. for 90 min. It was then allowed to cool to room temperature and evaporated under reduced pressure, giving a light yellow glass, which was dissolved in acetonitrile (2 mL) and allowed to stand at room temperature. The resulting precipitate was isolated by centrifuge and decanting, washing with fresh acetonitrile. The solid was dried under a nitrogen stream and then under high vacuum. The crude product was recrystallized from acetone-isopropyl alcohol. The title compound was isolated as a white solid (36.5 mg, 24%): mp 148-151 C.; 1H NMR (400 MHz, methanol-d4) delta 9.18 (s, 1H), 8.59 (s, 1H), 8.30 (d, J=8.1 Hz, 2H), 8.12 (m, 2H), 8.07-8.00 (m, 2H), 7.58-7.43 (m, 2H), 7.33 (dd, J=8.6, 6.5 Hz, 1H), 7.25 (d, J=7.6 Hz, 2H), 4.02 (m, 2H), 3.97-3.75 (m, 2H), 3.21 (d, J=6.9 Hz, 2H), 2.90 (m, 1H), 2.59 (m, 1H), 2.35 (s, 6H), 1.84 (m, 2H), 1.78-1.63 (m, 2H), 1.44 (s, 9H), 1.29 (m, 3H); ESIMS m/z 765 (M+H)., 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; Dow AgroSciences LLC; FISCHER, LINDSEY G.; Crouse, Gary D.; Sparks, Thomas C.; Baum, Erich W.; US2013/203592; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 35 Preparation of intermediate 1-benzyl-4-aminomethylpiperidine A suspension of LiAIH4 (4.84 g, 0.128 mol) in dry EtZO (40ml) under argon atmosphere at 0 C was dropwise added a solution of 1-benzyl-4-cyano-piperidine (18.3 g, 91.5 mmol) in dry Et20 (80 ml) and stirred to room temperature for 24 h. The reaction mixture was treated carefully with H20 (10 ml), 10 % aqueous NaOH (10 ml) and H20 (30 mi) to give a mineral precipitate. The precipitate was filtered through a pad of kiselguhr, washed with Et20 and the filtrate evaporated in vacuo to leave the product as an oil (21.4 g, 82. 3 %). 1H-NMR (200 MHz, CD13) : 8 7.37-7. 22 (m, 5 H), 6.42 (br s, 1 H), 5.84 (br s, 1 H), 3.51 (s, 2 H), 2.94 (d, 2 H), 2.16-1. 67 (m, 7 H), 62718-31-4

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

Reference：
Patent; BIO-MEDISINSK INNOVASJON AS; WO2005/61483; (2005); 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.169206-67-1,tert-Butyl 3-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate,as a common compound, the synthetic route is as follows.

Example 3C (920 mg, 3.62 mmol) in DCM /TFA (5mL / 5mL) mixture. Stirred for 12 hours at 30 deg.C. TLC (PE: ethyl acetate = 1: 1) showed complete. The reaction mixture was concentrated under reduced pressure to give the crude product, the crude product was dissolved in water (30 mL) with sodium hydroxide solution(1N) was adjusted to pH 10; the mixture was extracted with dichloromethane(15mL × 4). The combined organic layers were dried over anhydrous sodium sulfate and concentrated to give the title compound (550mg, yield 98%) as a yellow oil., 169206-67-1

As the paragraph descriping shows that 169206-67-1 is playing an increasingly important role.

Reference：
Patent; Nanjing Mingde New Drug Research and Development Co. Ltd.; Qilu Pharmaceutical Co., Ltd.; Ding, Zhaozhong; Zhang, Minghui; Chen, Shuhui; Liu, Xile; Zhu, Yidong; Fan, Chuanwen; Zhao, Baoping; Zhang, Long; Chen, Dong; Yang, Yingying; Zheng, Qingmei; Zheng, Shansong; Wan, Haiwen; Hu, Jinqing; (93 pag.)CN105330698; (2016); 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.62718-31-4,1-Benzylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

62718-31-4, A suspension of LiAlH4 in dry Et2O was cooled in an ice bath, and a solution of1-Benzylpiperidine-4-carbonitrile in dry Et2O was added, dropwise at such a rate thatthe temperature was kept 0. The mixture was stirred 3h at room temperature, cooledin an ice bath, and quenched by adding water, 2M aqueous NaOH, and again water.And then purifying by silica gel as a light-yellow oil.

As the paragraph descriping shows that 62718-31-4 is playing an increasingly important role.

Reference：
Article; Cai, Pei; Fang, Si-Qiang; Yang, Hua-Li; Yang, Xue-Lian; Liu, Qiao-Hong; Kong, Ling-Yi; Wang, Xiao-Bing; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 161 – 176;,
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

936130-82-4, Sodium triacetoxyborohydride (0.397 g, 1.88 mmol) was added portion-wise to acetaldehyde (0.168 mL, 3.00 mmol), methyl 4-(piperidin-4-yl)benzoate, HCl (0.192 g, 0.75 mmol) and sodium acetate (0.062 g, 0.75 mmol) in methanol (5 mL) at room temperature. The resulting solution was stirred at room temperature for 18 h. The reaction mixture was quenched with saturated NaHCO3 (3 mL) to pH7 and the crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 7M NH3/MeOH and evaporated to dryness to afford an oil. The crude product was purified by silica column chromatography, eluting with a gradient of 0 to 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(1-ethylpiperidin-4-yl)benzoate (0.082 g, 44.2%) as a colourless oil. MS: m/z 248 (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

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

To a solution of benzyl 3-oxopiperidine-1-carboxylate (28 g, 0.12 mol) and ethane-1,2-diol (16.8 mL, 0.3 mol) in toluene (300 mL) was added 4-methylbenzenesulfonic acid (2.3 g, 0.0 12 mol) in a flask equipped with a Dean-Stark trap. Then the reaction was heated to reflux overnight. After cooling to room temperature the mixture was washed with water (200 mL),satd.NaHCO3 (aq) (100 mL), water (100 mL) and brine (100 mL), and dried overNa2504.The solution was concentrated in vacuo to obtain a residue, which was purified by silica gel chromatography (PE:EtOAc= 3 :1) to provide benzyl 1,4-dioxa-7-azaspiro[4.Sjdecane-7- carboxylate. 1H NMR (400 MHz, DMSO-d6) = 7.44 – 7.27 (m, 5H), 5.08 (s, 2H), 3.95 – 3.79 (m, 4H), 3.43 – 3.29 (m, 4H), 1.73 – 1.65 (m, 2H), 1.64 – 1.55 (m, 2H) ppm.

The synthetic route of 61995-20-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (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.23499-01-6,1-(4-Nitrophenyl)piperidin-4-one,as a common compound, the synthetic route is as follows.

In a 500 mL three-necked flask equipped with mechanical stirrer and oil bath, the toluene solution(about 400 mL) containing virtually 120.5 g intermediate(VI), 80 mL triethyl amine, 5.3 g dimethylaminopyridine(DMAP) are added. Under stirring at 25-30 0C, 57 mL acetic anhydride are added in 30 min. It is stirred at 25 0C for2.5 hours. Once the conversion was complete (monitored byGC analysis) , the mass is quenched by adding about 30 mL of 5% sodium bicarbonate aqueous solution. The phases are divided, and the organic phase is washed with 2×20 mL of5% sodium bicarbonate aqueous solution. The combined aqueous phases are washed with 3×100 mL toluene. Finally, the combined organic phases are washed with 20 ml water. The organic phase is concentrated under reduced pressure. The obtained residue is taken up with 280 mL MTBE. It is heated to complete dissolution, then it is cooled at T. A. and then at 10 0C by stirring for 2 hours. The obtained crystal (the possible trans diastereoisomer remains almost completely dissolved in the mother liquors) is filtered off by washing with 2×30 mL of cold MTBE. The reaction is dried at 35 0C in a ventilated oven, thus obtaining 95 g of product as a white crystal. Total yield (3 steps) = 65.3%, equal to an average yield for each step of about 87%. GC titre: 99.7% (A%) ; trans diastereoisomer, about 0.02%.

23499-01-6, As the paragraph descriping shows that 23499-01-6 is playing an increasingly important role.

Reference：
Patent; F.I.S. FABBRICA ITALIANA SINTETICI S.p.A.; MOTTERLE, Riccardo; ARVOTTI, Giancarlo; BERGANTINO, Elisabetta; CASTELLIN, Andrea; FOGAL, Stefano; GALVAGNI, Marco; WO2010/100215; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

149554-03-0, tert-Butyl 2-(4-oxopiperidin-1-yl)acetate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of Example 1.2.7 (0.055 g,), tert-butyl 2-(4-oxopiperidin-1-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. 1H NMR (501 MHz, dimethyl sulfoxide-d6) 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

As the paragraph descriping shows that 149554-03-0 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (808 pag.)WO2017/214462; (2017); 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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,61995-20-8

To a solution of benzyl 3-oxopiperidine-1-carboxylate (30 g, 129 mmol) inMeOH (130 mL) and H20 (l7OmL) was added (NH4)2C03 (24.8 g,258 mmol) and KCN (16.7g, 258mmo1). The solution was stirred at 40 C in a sealed tube for 48 h,and then the resulting solid was filtered and washed with water(1 L). The benzyl 2,4-dioxo- 1,3 ,7-triazaspiro [4.51 decane7-carboxylate was obtained and dried in vacuo.1H NMR (400 MHz, CD3OD) 3 7.35 (br. s.,5H),5.14 – 5.07 (m, 2H), 4.60 (br. s., 1H), 3.84 (br. s., 1H), 3.49 – 3.34 (m,1H), 3.25 – 3.10 (m, 1H),2.20 – 1.93 (m, 1H), 1.92 – 1.53 (m, 3H) ppm.

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

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph; KIM, Ronald; GAO, Xiaolei; BOGA, Sobhana Babu; YU, Younong; WU, Hao; LIU, Shilan; YANG, Chundao; (102 pag.)WO2016/164284; (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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

8-Benzyl 1-fetaut-butyl L8-diazaspiror4.5″|decane-l,8-dicarboxylate (C-I); To a solution of 5.0 g (20.8 mmol) A-S in 200 mL CH2Cl2 cooled to 00C was added 7.3 mL (41.6 mmol) DIPEA and 3.1 mL (21.8 mmol) benzyl chloroformate. After 30 minutes, the cooling bath was removed and the reaction was stirred at room temperature for 3 h before being dumped into 0.5 M HCl in a separatory funnel. The layers were separated, the aqueous layer was extracted once with CH2Cl2, the combined organic layers were washed again with 0.5M HCl, then with saturated aqueous NaHCO3, water, dried over Na2SO4, and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel (EtOAc/hexanes) to provide C-I as a white solid. Data for C-I: LC/MS: rt = 2. 73 min; m/z (M + H) = 375.1, found; 375.2 required., 885279-92-5

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; WO2007/25069; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem