Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: To a solution of A (16.64 g, 52 mmol) in CH2Cl2 (45 mL) was added TFA (30 mL) slowly at rt. The mixture was stirred at rt for 3 h (monitor by HPLC). The mixture was concentrated to remove most of solvent and TFA. The crude product was partitioned in CH2Cl2/H2O (100 mL/50 mL) and stirred. Then, 3N NaOH(aq) was added slowly until the pH value of aqueous layer is >11. The aqueous layer was then extracted with CH2Cl2 (100 mL x 10). The combined CH2Cl2 layer was dried (Na2SO4) and filtered. After removal of solvent, the crude product (free base) was dissolved in Et2O (100 mL) and 1N HCl (1M in Et2O, 60 mL, 60 mmol) was added slowly at 0 C. Then, the mixture was allowed to warm to rt for another 30 min. Hexane (100 mL) was added and stirred for 15 min. The white solid was then filtered and washed with 50% Et2O/hexane (30 mL x 3) and dried to give 12.82 g of intermediate B (96%) as a white HCl salt.

118511-81-2, 118511-81-2 1-(Piperidin-4-yl)-1H-indole 14090755, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Yang, Shyh-Ming; Tang, Yuting; Rano, Thomas; Lu, Huajun; Kuo, Gee-Hong; Gaul, Michael D.; Li, Yaxin; Ho, George; Lang, Wensheng; Conway, James G.; Liang, Yin; Lenhard, James M.; Demarest, Keith T.; Murray, William V.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 5; (2014); p. 1437 – 1441;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5274-99-7, 1-Benzoylpiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5274-99-7, To a mixture of tert-butyl (3-{[(2R, 3S)-2-AMINO-3-(LH- indol-3-yl) butanoyl amino} benzyl) carbamate (0.20 g, 0.47 MMOL), and 1-benzoylpiperidine-4-carboxylic acid (0.12 g, 0.53 mmol), WSC (0.11 g, 0.58 mmol) and HOBt (0.088 g, 0.57 mmol) were added THF (1.0 ML) and acetonitrile (1.0 ML) at room temperature, and the mixture was stirred overnight. To the reaction solution were added saturated aqueous solution of sodium hydrogen carbonate and ethyl acetate and the mixture was subjected to extraction. The organic layer was filtered by passing through a silica gel layer, and concentrated under reduced pressure. The residue was dissolved in dioxane (1.0 mL), and 4N hydrochloric acid-dioxane solution (1.0 ML) was added at room temperature. The mixture was stirred for 30 min. To the reaction solution were added saturated aqueous solution of sodium hydrogen carbonate and a mixed solvent of ethyl acetate-dichloromethane and the mixture was subjected to extraction. The organic layer was dried (MGS04) and concentrated under reduced pressure. The residue was purified by HPLC (acetonitrile/water = 10/90-100/0, containing 0.1% trifluoroacetic acid). A fraction of the object product was concentrated and neutralized with saturated aqueous solution of sodium hydrogen carbonate to give the title compound (0.084 g, yield 33%). LC/MS (ESI) m/z 538 (M+H+).

As the paragraph descriping shows that 5274-99-7 is playing an increasingly important role.

Reference：
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2004/46107; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

122860-33-7, Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

122860-33-7, Example 3; 4-Formyl-piperidine-1-carboxylic acid benzyl ester (3); Oxalyl chloride (59.1 ml_, 674 mmol) was dissolved in dichloromethane (500 ml_) and cooled to -78C. Dimethylsulfoxide (68.3 ml_, 963 mmol) was added and the mixture was stirred for 15 min. 4-Hydroxymethyl-piperidine-1-carboxylic acid benzyl ester (2) (120 g, 481 mmol) dissolved in dichloromethane (500 ml_) was added. The mixture was allowed to warm to -55C for 15 min. The mixture was again cooled to -78C and triethylamine (205 ml_, 1443 mmol) in dichloromethane (250 ml_) was added. The suspension was allowed to warm to room temperature and quenched with glacial acetic acid (100 ml_). The solution was washed with water and the aqueous phase extracted with dichloromethane (2 x 200 ml_). The combined organic layers were washed with brine, dried over sodium sulphate, filtered and concentrated to give 4- formyl-piperidine-1-carboxylic acid benzyl ester (119 g, 100%).

As the paragraph descriping shows that 122860-33-7 is playing an increasingly important role.

Reference：
Patent; NEUROSEARCH A/S; WO2007/93603; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

710972-40-0, 137 N-(l-[2-(lH-Indazol-4-ylV4-mophiholin-4-yl-thienor3,2-d1pyrimidin-6- ylmethvH-piperidin-4-vU-N-(2-methoxy-ethyl)-methanesulfonarnide. EPO Via N- [ 1 -(2-chloro-4-mophiholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)- piperidin-4-yl]-N-(2-methoxy-ethyl)-methanesulfonamide, prepared from N-(2- methoxy-ethyl)-N-piperidin-4-yl-methanesulfonamide.Amine preparation: To a solution of 4-(2-methoxyethylamine)-piperidine-l- carboxylic acid tert-butyl ester (see preparation of 121) (0.50g) in DCM (1OmL) was added triethylamine (0.3OmL) followed by methanesulfonyl chloride (0.16mL). After stirring for 4 h the reaction mixture was then diluted with DCM, washed with sodium bicarbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to yield 4-[methanesulfonyl-(2-methoxy- ethyl)-amino]-piperidine-l -carboxylic acid tert-bxxy ester (0.474g). Treatment of this compound with HCl in DCM/MeOH yielded the desired amine, which was isolated as the hydrochloride salt.1H NMR (400MHz, CDCl3) 1.78 (2H, m), 1.92 (2H, m), 2.21 (2H, t, J=10.9Hz), 2.90 (3H, s), 3.07 (2H, br d, J=I 1.6Hz), 3.38 (5H, m), 3.54 (2H, t, J=6.3Hz), 3.68 (IH, m), 8.83 (2H, s), 3.94 (4H, m), 4.10 (4H, m), 7.38 (IH, s), 7.50 (IH, t,J=7.7Hz), 7.60 (IH, d, J=8.2Hz), 8.29 (IH, d, J=7.1Hz), 9.02 (IH, s), 10.10(1H, br s); MS (ESI+) 586 (MH+).

The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (2006); 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

888952-55-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.888952-55-4,Methyl 1-Boc-3-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

A solution of HCl in MeOH (20 mL, 4M) was added 1-tert-butyl 3-methyl 3-methylpiperidine-1, 3-dicarboxylate (2 g, 7.7 mmol) , and the mixture was stirred at room temperature for 16 hours. The mixture was concentrated to give methyl 3-methylpiperidine-3-carboxylate which is used to next step without further purification.

As the paragraph descriping shows that 888952-55-4 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph A.; ALHASSAN, Abdul-Basit; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; WANG, Jyhshing; YU, Wensheng; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (260 pag.)WO2016/106623; (2016); 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

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.; Benatuil, Lorenzo; Bruncko, Milan; Chao, Debra; Izeradjene, Kamel; Judd, Andrew S.; Phillips, Andrew C.; Souers, Andrew J.; Thakur, Archana; (556 pag.)US2017/355769; (2017); 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.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

Step C Preparation of (S)-tert.-butyl 2-benzenesulfonylamino-5-oxo-5-(9-phenylmethyl-3,9-diazaspiro[5.5]undecan-3-yl)pentanoate A solution of 6.82 g (19.86 mmol) of the intermediate from Step B in 20 ml dry THF containing 2.8 ml triethylamine was cooled to -10 C. 2.15 g (19.8 mmol) ethyl chloroformate were added dropwise, and the mixture was stirred for ten minutes, while a precipitate was formed spontaneously. A solution of 4.85 g (19.86 mmol) of the intermediate from Example 20, Step D in a mixture of 24 ml dry THF and 5.3 ml triethylamine was added quickly in small portions. It was warmed to room temperature, stirred over night, poured into water, and extracted three times with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, and concentrated under reduced pressure, and the title compound was obtained by chromatography on silica gel with dichloromethane/ethanol 93:7. yield: 3.9 g (34%) colorless crystalline solid, m.p. 134-136 C., 189333-49-1

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

Reference：
Patent; Eli Lilly and Company; COR Therapeutics Inc.; US6291469; (2001); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

Example 6 Preparation of (S)-tert-butyl 3-((2-((Z)-(2,6-dimethylphenylimino)-((E)-2-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzylidene)hydrazinyl)-methylthio)acetamido)methyl)piperidine-1-carboxylate (Compound 56C) (Synthesis Method E) 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

The synthetic route of 140645-24-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DOW AGROSCIENCES LLC; Fischer, Lindsey G.; Crouse, Gary D.; Sparks, Thomas C.; Baum, Erich W.; (129 pag.)US2016/135464; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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 mixture of 35 (8 g,34.3 mmol) and CH3COONa (8.44 g, 102.9 mmol) in EtOH (60 mL) and H2O (20 mL) was added hydroxylammonium chloride (7.15 g, 102.9 mmol). The reaction was stirred at room temperature for 22 h. The reaction mixture was then diluted with water (40 mL). The water layer was extracted with DCM (3 × 50 mL). The combined organic layers were dried over Na2SO4, concentrated in vacuo, and purified by flash chromatography (DCM/MeOH = 100:1, v/v) to afford the desired product. 7.3 g, 86%; oil; 1H NMR (300 MHz, DMSO- d6) 10.66 (d, J = 2.8 Hz, 1H), 7.42-7.23 (m, 5H), 5.08 (s, 2H), 4.35-4.17 (m, 2H), 3.56-3.41 (m, 2H), 2.38-2.22 (m, 2H), 1.72-1.61 (m,2H). MS (ESI): m/z 249.5 [M + H+].

61995-20-8, 61995-20-8 Benzyl 3-oxopiperidine-1-carboxylate 1514169, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Zhou, Hao; Che, Xin; Bao, Guochen; Wang, Na; Peng, Li; Barnash, Kimberly D.; Frye, Stephen V.; James, Lindsey I.; Bai, Xu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 18; (2016); p. 4436 – 4440;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem