Category: 1062580-52-2

1062580-52-2, (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

After (3R,4R)-l-ber)_^l-N,4-dimemylpiperidin-3-amine dihydrochloride (195.5 mg, 0.6 mmol) was dissolved in ethanol(5.0 ml), N,N-diisopropyletheylamine (350.8 2.0 mmol) was added dropwise thereto, and the mixture was stirred at room temperature for 10 minutes. 3,4,6-tric oro-lH-pyrazolo[3,4-d]pyrirnidine (50.0 mg, 0.4 mmol) was added, the temperature was raised to 100 C and stirring was further carried out for 2 hours. Thereafter, the solution was filtered under reduced pressure, and the obtained residue was isolated by column chromatography to obtain a title compound (45.1 mg , yield: 24.9%). NMR (500MHz, CD3OD) delta 7.32-7.21(m, 5H), 5.11-5.07(m, 1H), 3.69(s, 3H), 3.52-3.48(m, 2H), 2.98-2.70(m, 2H), 2.62-2.59(m, 1H), 2.25-2.14(m, 2H), 1.73-1.72(m, 2H), 0.95-0.94(d, J= 5 Hz, 3H), 1062580-52-2

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

Reference：
Patent; DAEWOONG PHARMACEUTICAL CO., LTD.; KIM, In Woo; HAN, Mi Ryeong; YOO, Jakyung; OH, Yun Ju; KIM, Ji Duck; KIM, Nam Youn; JUN, Sun Ah; LEE, Jun Hee; PARK, Joon Seok; (197 pag.)WO2018/4306; (2018); 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.

Add SMA 11.0kg, SMB 12.8kg, DIPEA 19.5kg, DMSO to a 200L reactor50.0 kg, 15.0 kg of purified water, and the temperature was raised to 107C. After the reaction is complete, add 24.0kg absolute ethanol to room temperature and addWater 30.0kg, stirring and decrystallization 2h, suction filtration, drying at 60±5C, 17.2kg of white solid. Yield 93.0%, SMB residue0.3%, HPLC purity 98.9%., 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Xiao Can; Xu Jingren; Cai Wei; Zhu Xiaohe; Zhang Haibo; Lv Huimin; Hu Tao; Wu Jianhua; Gu Cheng; Xu Chenjun; (12 pag.)CN107793418; (2018); 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.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

A. Mix 10.0 kg of purified water, 2.6 kg of acetonitrile, 1.7 kg (3R, 4R) -1-benzyl-N, 4-dimethylpiperidine-3-amine dihydrochloride and 2.3 kg of potassium carbonate, and stir To dissolve B. Add 1.8 kg of 4-chloro-7-p-toluenesulfonyl-pyrrolo [2,3-d] pyrimidin-4-amine to the product obtained in the previous step several times, and raise the temperature to 75-85 C for 10 hours for reaction. HPLC detection; C. Reduce the temperature to 20-30 C and stir for 2 hours, suction filter, wash the filter cake with 3kg of purified water and set aside;, 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Jiangsu Haiyuekang Pharmaceutical Technology Co., Ltd.; Pei Xinyu; Chen Zeming; Xie Rongguang; (12 pag.)CN110668995; (2020); 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.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

To the reaction flask was added 200g (3R,4R)-N-(phenylmethyl)-3-methylamino-4-methylpiperidine hydrochloride, 210g 2,4-dichloro-7H-pyrrolo[2,3-D]pyrimidine (compound II), 160g of potassium carbonate, 1000mL of water and a 500 mL of ethanol, stirring while reflux, TLC monitored the reaction. After completion of the reaction, cooled to below 30 deg. C, 2000mL of ethyl acetate was added, with stirring, suction filtered, the filter cake was washed with 200 mL of ethyl acetate, the aqueous layer was extracted with ethyl acetate 1000mL and then the combined organic phase was dried over anhydrous sodium sulfate, suction filtered, evaporated to dryness to obtain 295g crude oil, the crude was added 300mL ethyl acetate and 900mL hexane, dissolved clear, cooled to -10 deg. C overnight incubation, solid precipitation, filtration, drying, 280g white solid product compound IV.

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

Reference：
Patent; Nantong Changyou Pharmaceutical Science and Technology Co., Ltd.; Li, Zebiao; Liu, Jie; Pan, Jing; Zhang, Lei; Yan, Jun; Lu, Lianling; (10 pag.)CN105732641; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1062580-52-2, (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

40Kg of purified water was added to a 100L glass reactor.Turn on the agitation,Add 4Kg of (3R,4R)-N,4-dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride (Compound VI), and stir to dilute the system;Then add 9.49Kg potassium carbonate powder slowly.Adding stirring for 10 to 20 minutes;Further 2.61 Kg of 2,4-dichloro-7Hpyrrole[2,3-D]pyrimidine (Compound V) was added.The system is temperature-controlled at 100 ± 5 C for 20 to 24 hours.Sampling HPLC to monitor the reaction,After the reaction is completed, the heating is stopped, the system is cooled to 20 to 30 C, and centrifuged until substantially no solvent is discharged. The filter cake is rinsed with purified water, and centrifuged until no solvent is present; the filter cake is beaten with 20 Kg of purified water for 0.5 hour, and centrifuged until substantially no. The solvent was removed, the filter cake was rinsed with 8.0 Kg of purified water, and centrifuged until no solvent was obtained; the filter cake was added to a mixed solution of 15.8 Kg of absolute ethanol and 20 Kg of purified water, and stirred at 10 to 30 C for 1 to 2 hours, and centrifuged until substantially no. SolventThe filter cake was rinsed with 3.16 Kg of absolute ethanol and centrifuged until substantially solvent free. Transfer the whole batch of wet product to a blast drying oven and dry at 45-55 C for 4-6 hours to obtain a white solid, ie N-((3R,4R)-1-phenyl-4-methylpiperidine-3 -yl)-2-chloro-N-methyl-7H-pyrrole[2,3-d]pyrimidin-4-amine, weighed a total of 4.72 Kg., 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Nanjing Zhengda Tianqing Pharmaceutical Co., Ltd.; Shi Jianchao; Chen Hongwen; Zheng Likang; Liu Zhenfeng; Wang Huaping; Chai Yuzhu; Xu Dan; Zhu Chunxia; Tian Zhoushan; (8 pag.)CN108948020; (2018); 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.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

The reaction flask is added to sodium hydroxide (10.0g, 250mmol), water and dissolved, make 10% of the solution, adding acetone to another reaction bottle 80g, the toluene sulfonyl chloride (38.13g, 200mmol), after stirring to dissolve, then adding 4-chloro pyrrolo pyrimidine (15.36g, 100mmol), stirring mixing, cooling to 0 C the following, dropping sodium hydroxide solution, the temperature is controlled at 5 C the following, completion of the dropping, heating, to control the temperature to 20-30 C stirring within the range of the reaction, to the reaction end after TLC monitoring, filtering, to get the product into the reaction bottle, adding water 200 ml, (3R, 4R)-cis-1-benzyl-4-methyl-3-methylamino-piperidine dihydrochloride (21.33g, 105mmol), stirring to dissolve, then adding potassium carbonate (82.93g, 600mmol), stirring, heating 95 C, TLC monitoring to the reaction end of the, cooling to 45-55C, by adding acetonitrile, preserving heat and stirring 1 hour, cooling to room temperature, crystallization, filtration, washing, the wet articles in added in the reaction bottle, adding dimethyl sulfoxide 250 ml, by adding 50% sodium hydroxide solution to 250 ml, stirring and heating 95 C, TLC monitoring to the reaction end rear, layered, water extraction once with dimethyl sulfoxide, merger dimethyl asian sulphone level, cooling to 75-85C, water slowly under stirring, the stirring cooling to room temperature, filtering, washing, 50% ethanol washing, filtering, drying, be [(3R, 4R) – 1 benzyl-4-methyl-piperidin-3-yl]-methyl-(7H-pyrrolo [2,3-d] pyrimidin-4-yl)-amine 25.83g, yield 77.0%, optical purity 99.8% (HPLC method).

1062580-52-2, 1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Shandong Elohim Pharmaceutical Group Co., Ltd.; Liu, Xiaofeng; Sun, Yuanlong; Yang, Linlin; (12 pag.)CN105884781; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1062580-52-2, (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

S1. Add 180 g of (3R,4R)-1-benzyl-N,4-dimethylpiperidine-3-amine dihydrochloride,200g 2,4-dichloro-7H pyrrole[2,3-D]pyrimidine,153g potassium carbonate and 650mL water, Stir and heat to 90C and monitor the reaction by TLC; After the reaction is complete, Cooling the reaction solution,The aqueous layer was extracted twice with 1000 mL of ethyl acetate. Combined organic phases,Dried over anhydrous magnesium sulfate, Concentrated under reduced pressure, 205 g of compound I was obtained as a pale yellow solid (yield 89.5%, HPLC purity 95.3%);

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

Reference：
Patent; Sichuan University; Dong Lin; Xu Huibei; He Yuan; Liu Hao; (20 pag.)CN110724146; (2020); 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.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

(3R,4R)-N,4-dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride 234g (0.79 mol), 3000 ml of purified water was added to a 5 L reaction flask.177 g (1.61 mol) of potassium carbonate was added thereto with stirring, and then 150 g (0.79 mol) of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine was added thereto, and the mixture was heated to 98-102 C to stir the reaction.After reacting for 10 h, the temperature was lowered to 20-25 C, stirred for 4 h, filtered, and washed with 750 ml of purified water.Drying at 60-65 C to give an off-white solid ((3R,4R)-1-benzyl-4-methyl-piperidin-3-yl)-methyl-(2-Chloro-7H-pyrido[2,3-d]pyrimidin-4-yl)amine 276.1 g, yield 93.6%., 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Hunan Tiandi Hengyi Pharmaceutical Co., Ltd.; Wang Hengxin; Zeng Weiqiang; Cheng Xueqing; (6 pag.)CN108640923; (2018); 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.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;,
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.

20g of compound 5,13.3g of compound 4 is added to the 500ml reaction flask,Add 266 ml of purified water,Add pre-mixed potassium carbonate solution with stirring(20 g of potassium carbonate was dissolved in 40 ml of purified water) and heated to reflux.After stirring and refluxing for 10 hours, TLC detection was started until the reaction was completed.Cool down to 20 ~ 30 C, add 120ml dichloromethane and stir to extract.The mixture was allowed to stand, dried, filtered, and washed to obtain a reaction solution.Add n-heptane with stirring at room temperature.Decreasing to 0 to 10 C for 2 to 4 hours,Filter and wash. Drying at 50-60 C for 6 hours under vacuum to obtain compound 3,Weighing 20.9g,Yield: 82.3%, purity: 99.9%., 1062580-52-2

The synthetic route of 1062580-52-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Qilu Tianhe Huishi Pharmaceutical Co., Ltd.; Li Fadong; Wu Ke; Yang Qingkun; Li Zhuohua; Zhou Xianfeng; Pan Guangpeng; (7 pag.)CN108276414; (2018); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem