Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.358789-72-7,4-((1-Methylpiperidin-4-yl)oxy)aniline,as a common compound, the synthetic route is as follows.

General procedure: The reaction of 2,4-dichloro-5-nitropyrimidine withisopropylamine produced intermediate 2-chloro-N-isopropyl-5-nitropyrimidin-4-amine. 4-Fluoronitrobenzene reacted with1-methylpiperazine in DMSO yielded the intermediate 1-methyl-4-(4-nitrophenyl)piperazine in the presence of K2CO3. The catalytichydrogenation of 1-methyl-4-(4-nitrophenyl)piperazine with palladiumon carbon (Pd/C, 5%) quantificationally provided thedesired 4-(4-methylpiperazin-1-yl) aniline. Refluxing of the 2-chloro-N-isopropyl-5-nitropyrimidin-4-amine with 4-(4-methylpiperazin-1-yl)aniline in n-butanol yielded N4-isopropyl-N2-(4-(4-methylpiperazin-1-yl)phenyl)-5-nitropyrimidine-2,4-diamine,which was reduced to intermediate A1 with a good yield by catalytichydrogenation using Pd/C as a catalyst. Intermediates A wereprepared as these steps and used for the next step without furtherpurification. These processes were carried out as reported

358789-72-7, 358789-72-7 4-((1-Methylpiperidin-4-yl)oxy)aniline 16765164, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Hei, Yuan-Yuan; Shen, Ying; Wang, Jin; Zhang, Hao; Zhao, Hong-Yi; Xin, Minhang; Cao, Yong-Xiao; Li, Yan; Zhang, San-Qi; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 2173 – 2185;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

142851-03-4, Ethyl N-Boc-piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1-(tert-butyl) 4-ethyl piperidine-1,4-dicarboxylate (5g, 19.4mmol) in EtOH (5OmL) was added hydrazine hydrate (9.7g, 19.4mmol) dropwise. The mixture was refluxed for 16 h. The TLC showed reaction to be complete. The solvent was removed under reduced pressure. The residue was triturated with Et20 (lOOmI) to afford tert-butyl 4-(hydrazinecarbonyl) piperidine- 1 -carboxylate as off white solid. Yield: 4.lg (87%); 1H NMR (400 MHz, DMSO-d6): 8.99 (5, 1H), 3.91 (bs, 6H), 2.67 (bs, 2H), 2.17-2.25 (m, 1H), 1.56-1.61 (m, 2H), 1.44 (5, 9H); MS (ESl+) for CHNOS m/z 244.31 [M+H]., 142851-03-4

142851-03-4 Ethyl N-Boc-piperidine-4-carboxylate 2758812, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; DISCUVA LTD.; MEO, Dr Paul; KHAN, Dr. Nawaz; (284 pag.)WO2018/37223; (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.78190-11-1,1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid,as a common compound, the synthetic route is as follows.,78190-11-1

[1247] A solution of Example A (18 g, 62 mmol). in THF (250 mL, 0.25 M) was treated with trichloroacetimidate (28 mL, 155 mmol) and BF3.Et2O (18 mL, 1 mL/g) at ambient temperature. After 18 h the reaction mixture was quenched with solid NaHCO3 followed by water and stirred vigorously. Then the solvent was removed, and partitioned with ethyl acetate (250 mL). The organic layer was separated and washed with brine (3×80 mL), dried (Na2SO4) and evaporated to dryness under reduced pressure to obtain the crude product. The title compound (19.2 g, 96%) was obtained by flash chromatography on silica gel eluting with 20% acetone:hexane. MS (ESI) m/e 320 (M+H)+.

78190-11-1 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid 234339, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Abbott Laboratories; US2004/116518; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10315-06-7, Methyl 1-benzylpiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of V-2 A solution of V-l (20 g, 85.72 mmol) in 80 mL of THF (dry) was added dropwise over lh to a solution of LDA (60 mL, 2.0 M, 120 mmol) in 80 mL of THF (dry) at 0C. The resultant mixture was stirred at 0C for 30 min, and then added to a pre-cooled (0C) solution of N- fluorobenzenesulfonimide (28.38 g, 90 mmol) in 120 mL of THF (dry). The resulting reaction mixture was stirred at 0C for 30 min, and then at 25C overnight. After dilution by 400 mL of EtOH, the mixture was washed with water (100 mL x3) and brine (100 mL), dried and concentrated. The crude was purified by silica gel chromatography (PE to PE/DCM=2/1 to DCM to DCM/MeOH=200/l) to afford V-2 (6 g, yield: 28%) as a colorless oil., 10315-06-7

The synthetic route of 10315-06-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SUZHOU SHANGZHI BIOTECH LIMITED; CHENG, Xueheng; WO2014/8629; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 57 {4-[({9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(methoxymethyl)tetrahydro-2-furanyl]-6-[(2,2-diphenylethyl)amino]-9H-purin-2-yl}methyl)amino]-1-piperidinyl}(phenyl)methanone The title compound was prepared by a similar method to example 6 using (2R,3R,4S,5R)-2-{2-(aminomethyl)-6-[(2,2-diphenylethyl)amino)-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol (310 mg, 0.63 mmol) (example 1), 1-benzoyl-4-piperidinone (128 mg, 0.63 mmol), sodium triacetoxyborohydride (200 mg, 0.90 mmol) and acetic acid (45 mg, 0.74 mmol). The product was purified by column chromatography on silica gel eluding with a solvent system of dichloromethane:methanol:ammonia (92:8:0.4) to give the title compound (300 mg) as an oil. MS: 679 (MH+). 1H NMR (CDCl3) delta=7.90 (1H, s), 7.45-7.20 (15H, m), 5.95-5.90 (2H, m), 4.50 (1H, br s), 4.45-4.20 (6H, m), 3.90 (2H, s), 3.70 (1H, br s), 3.65-3.55 (2H, m), 3.35 (3H, s), 3.05-2.80 (3H, m), 2.10-1.80 (2H, m), 1.50-1.30 (2H, m). Analysis: Found C, 64.35, H, 6.16, N, 13.63; C38H43N7O5.0.5H2O.0.33CH2Cl2 requires C, 64.38, H, 6.29, N, 13.71percent.

24686-78-0, The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Pfizer Inc; US6326359; (2001); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 3-sopropoxy-brornobenzene (1.997 g, 1.0 equiv), N-Boc-4- vinylpiperidine (2.943 g, 1.5 equiv), Pd(OAc)? (167 mg, 0.08 equiv), and P(o-tol)3 (680 mg,024 equiv) in CH3CN- Et3N (1:1, 16 mL) was heated at 98 C for 6 h in a sealed vial After cooling to room temperature, the volatiles were removed in vacuo. To the residue, DCM was added, washed with water, brine, dried over Na2SO, filtered, and concentrated. The crude product was purified by column chromatography on silica gel with EtOAc/heptane (0-20%) as an eluent to give 3.1622 g (99%) of Intermediate L as a yellow oil., 180307-56-6

The synthetic route of 180307-56-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ATHENEX, INC.; SMOLINSKI, Michael P.; URGAONKAR, Sameer; CLEMENTS, James Lindsay; HANGAUER, David G., JR.; (149 pag.)WO2018/170225; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

534595-51-2, 1-Boc-4-(isopropylamino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,534595-51-2

EXAMPLE 1; N-Isopropyl-N-piperidin-4-yl-3 -trifluoromethylbenzenesulfonamide (6); [0480] NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 1 (10 g, 50 mmol, Aldrich), compound 2 (3 g, 52.5 mmol, Aldrich), molecular sieves (4A beads, 2Og, Aldrich) in DCE (200 mL) at 0 0C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2mL), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 3 as a colorless oil. Compound 4 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 3, TEA (10 mL) and DCM (10 mL) at room temperature. The resulting mixture was heated and stirred at 37 0C for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 mL), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 5 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 mL of 1,4-dioxane. HCl (10 mL, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 6 as HCl-salt, which was suspended in EtOAc, and neutralized with IN NaOH aq, concentrated and dried under vacuum to give compound 6 as colorless oil (5 g, yield 65%).

534595-51-2 1-Boc-4-(isopropylamino)piperidine 20801236, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; EURO-CELTIQUE S.A.; WO2007/118853; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

664362-16-7, 1-Boc-3-Ethynylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE 35 (METHOD V); 3-Ethynylpiperidine hydrochloride; To Intermediate 33 (1.50 g, 7.18 mmol) was added HCl (4iVm dioxane, 50 mL). The reaction mixture was stirred at r.t. for 16 h and concentrated in vacuo. Trituration with Et2O gave the title compound (0.91 g, 86%). deltaH (DMSOd6) 9.02 (2H, br. s), 3.38- 3.24 (IH, m), 3.21-3.08 (2H, m), 2.94-2.76 (3H, m), 2.00-1.87 (IH, m), 1.83-1.73 (IH, m), 1.73-1.60 (IH, m), 1.60-1.48 (IH, m).

664362-16-7, The synthetic route of 664362-16-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UCB PHARMA S.A.; WO2007/141504; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1067915-34-7, Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0156] A solution of ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate (4.9 kg, 16.5 mol) in HCI (17.0 L, 3N) was heated to reflux for 14 hours. Saturated aqueous sodium bicarbonate was added slowly to adjust the pH to 8 and the precipitated product was isolated by filtration. The filter cake was washed with water and dried to give the title compound as a white solid (2.7 Kg, 70% overall yield over 4 steps). 1H NMR (400 MHz, d6- DMSO) 6 7.35-7.25 (m, 5H), 6.13 (s, 2H), 3.55 (s, 2H), 2.65-2.60 (m, 2H), 2.43 (brs, 2H), 1.71 brs, 2H).

1067915-34-7, The synthetic route of 1067915-34-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (157 pag.)WO2016/126869; (2016); 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

A mixture of 2,6-dibromo-4-nitropyridine (4 g, 14.19 mmol) and 103A (9.17 g, 35.5 mmol) in 1,4 dioxane (40 mL) was refluxed in pressure tube at 130 C for 16 h. 1,4 dioxane was removed completely. Purification by flash chromatography gave 103B (viscous liquid, 3 g, 6.53 mmol, 46.0 % yield). LC-MS Anal.Calc?d for Ci8Eh7BrN4C>5 458.1, found [M+H] 459.2 Tr = 1.40 min (Method T)., 710972-40-0

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

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; MARKWALDER, Jay A.; SHAN, Weifang; WILLIAMS, David K.; NARA, Susheel Jethanand; ROY, Saumya; THANGAVEL, Soodamani; CHERUKU, Srinivas; SISTLA, Ramesh Kumar; (230 pag.)WO2020/23355; (2020); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem