Tag: M.W:100-200

25137-01-3, (R)-Ethyl piperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Chlorobenzenesulfonyl chloride (0.25 mL, 1.8 mmol) was added to a solution of (R)-(+)-nipecotic acid ethyl ester (available from Aldrich Chemical Company; Inc., Milwaukee, Wisc.; 250 mg, 1.6 mmol) and triethylamine (0.5 mL, 3.6 mmol) in dichloromethane (5 mL) under argon. An additional portion of dichloromethane (10 mL) was added and the solution was stirred for five days at room temperature. The reaction mixture was washed with water and the water layer was back-extracted with dichloromethane. The combined organic layers were washed with 80% saturated brine, dried (magnesium sulfate), filtered and evaporated to give (3R)-1-(2-chloro-benzenesulfonyl)-piperidine-3-carboxylic acid ethyl ester (561 mg) as a colorless viscous oil, which was used directly in the next step. NMR indicated the presence of the desired product along with a small amount of dichloromethane.

25137-01-3, 25137-01-3 (R)-Ethyl piperidine-3-carboxylate 185582, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Gillespie, Paul; Goodnow, Robert Alan; Kowalczyk, Agnieszka; So, Sung-Sau; Zhang, Qiang; US2006/199816; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A flame-dried sealed tube equipped with exo-cyclic enol ether (0.3mmol) and 18-crown-6 (23.8mg, 0.09mmol) was pumped to vacuum and exchanged with nitrogen for three times. Aldehyde (0.45mmol), solution of t-BuOK in THF (60muL) and DMF (1mL) were then added successively under nitrogen atmosphere. The mixture was stirred at 110C and the reaction was monitored by TLC. After completion of the reaction, the mixture was cooled and concentrated aqueous solution of NH4Cl was added to quench the reaction. The resulting mixture was extracted with CH2Cl2 and the organic phase was washed with concentrated brine and dried over Na2SO4. The solvent was evaporated under reduced pressure, and the residue was passed through column chromatography on silica gel to afford the desired product C.

10338-57-5, 10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Shang, Xue Song; Li, Deng Yuan; Li, Nian Tai; Liu, Pei Nian; Dyes and Pigments; vol. 114; C; (2015); p. 8 – 17;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25137-01-3,(R)-Ethyl piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

To a mixture of (R)-ethyl nipecotate (1.15 g) and tetrahydrofuran (16 ml) was added lithium aluminum hydride (278 mg) at 0C. The mixture was stirred for 3 hours with elevating the temperature to room temperature. Water (0.28 ml), 25% potassium hydroxide solution (0.28 ml) and brine (0.84 ml) were added thereto in this order, and the mixture was stirred for 15 hours. The insolubles were filtered off using celite and the mother liquor was concentrated, to give (R)-3-(hydroxymethyl)piperidine (852 mg). [alpha]D = +11.7 (c = 0.730, MeOH). 1H-NMR (300 Hz, CDCl3) delta: 1.07-1.20 (1H, m), 1.40-1.54 (1H, m), 1.61-1.82 (3H, m), 2.39 (1H, dd, J=12.0 and 9.9 Hz), 2.54-2.62 (3H, m), 2.95-3.01 (1H, m), 3.13-3.18 (1H, m), 3.40-3.54 (2H, m).

25137-01-3, The synthetic route of 25137-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

138377-80-7, 3-Aminopiperidin-2-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,138377-80-7

Example 10 ; 3-[({4-[(3-chloro-2-fluorophenyl) amino]-7-methoxyquinazolin-6- yl} methyl) amino] piperidin-2-one; (Process (a)); 4- [ (3-Chloro-2-fluorophenyl) amino]-7-methoxyquinazoline-6-carbaldehyde was coupled with 3-amino-piperidin-2-one (prepared by converting 3-amino-piperidin-2-one hydrochloride to the free-base form) using an analogous method to that described for the equivalent step in Example 1 to give the title compound ; 1H NMR spectrum : (DMSO d6) 1. 5= (m, 1H), 1.68 (m, 1H), 1.84 (m, 1H), 2.16 (m, 1H), 2.73 (brs, 1H), 3.05 (dd, 1H), 3.13 (m, 2H), 3.84 (d, 1H), 3.93 (d, 1H), 3.98 (s, 3H), 7.21 (s, 1H), 7.28 (t, 1H), 7.48 (t, 1H), 7.53 (m, 2H), 8.35 (s, 1H), 8.44 (s, 1H), 9.80 (s, 1H); Mass Spectrum : (M+H) +430.

138377-80-7 3-Aminopiperidin-2-one hydrochloride 19795138, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/75439; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

14813-01-5, 1-Benzylpiperidin-3-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The alcohol (1.0 equiv.) was dissolved in pyridine at roomtemperature. The solution was stirred and N-ethyl-N-methylcarbamoylchloride (1.2 equiv.) was added. The reaction mixturewas stirred under argon at reflux (120 C) for 24 h. The mixturewascooled to room and the solvent was evaporated. The crude productwas purified by flash column chromatography., 14813-01-5

The synthetic route of 14813-01-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; ?akelj, Simon; Brazzolotto, Xavier; Gobec, Stanislav; Juki?, Marko; Knez, Damijan; Ko?ak, Urban; Kos, Janko; Nachon, Florian; Pi?lar, Anja; Stra?ek, Nika; Zahirovi?, Abida; European Journal of Medicinal Chemistry; vol. 197; (2020);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.89895-06-7,1-(Piperidin-4-yl)ethanone hydrochloride,as a common compound, the synthetic route is as follows.

89895-06-7, Step 1 : DIPEA (1 .066 mL, 6.45 mmol) was added to 5-bromo-2-chloropyrimidine (500 mg, 2.58 mmol) in acetonitrile (1 1 mL). Then, 1-piperidin-4-ethan-1-one hydrochloride (420 mg, 2.57 mmol) was added to the solution. The reaction mixture was stirred at rt for 16h. The solvent was concentrated to dryness. Water and EtOAc were added to quench the reaction. The organic layer was separated and concentrated to dryness. The crude material was purified by silica gel column chromatography eluting with heptane and a gradient of heptane/EtOAc from [100:0] to [9:1]. The product fractions were combined and concentrated to dryness to afford 1-[1-(5-bromopyrimidin-2-yl)piperidin-4-yl]ethan-1-one Ex.7a (495 mg, 67%) as white solid.

As the paragraph descriping shows that 89895-06-7 is playing an increasingly important role.

Reference：
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5773-58-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5773-58-0,3-Methylpiperidin-4-one,as a common compound, the synthetic route is as follows.

A solution of N-(7-chloropyrazolo[ 1 ,5-a]pyrimidin-5-yl)-4-(2-hydroxypropan-2- yl)benzamide (2D, 50 mg,0.151 mmol) and 3-methylpiperidin-4-one (34 mg,0.302 mmol) in NMP (0.950 mL) was stirred at 850C overnight. After cooling to room temperature, the mixture was diluted with a few drops of DMSO and methanol, and was then purified by preparatory HPLC, 30-55% ( MeCN/H2O gradient + 0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a white solid (34 mg, 56%). 1H NMR (400 MHz, DMSO-J6) delta ppm 1.02 (d, J=6.57 Hz, 3 H) 1.46 (s, 6 H) 2.74 – 2.97 (m, 2 H) 3.30 (t, J=I 1.87 Hz, 1 H) 3.57 – 3.69 (m, 1 H) 4.56 – 4.70 (m, 2 H) 6.38 (d, J=2.27 Hz, 1 H) 7.48 (s, 1 H) 7.60 (d, J=8.59 Hz, 2 H) 8.00 (d, J=8.59 Hz, 2 H) 8.13 (d, J=2.27 Hz, 1 H) 10.93 (s, 1 H). ESI-MS: m/z 408.2 (M+H)+.

As the paragraph descriping shows that 5773-58-0 is playing an increasingly important role.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/123986; (2009); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Appropriate 2-((5-substitutedbenzothiazol-2-yl)thio) acetohydrazide (3a-3b) (0.002 mol), 4-substitutedbenzaldehyde (0.002 mol) and glacial acetic acid (0.1 mL) were refluxed in EtOH for 2 h. The mixture was cooled down in an ice-bath, precipitated product was filtered, dried and recrystallized from EtOH. 2-((5-Chlorobenzothiazol-2-yl)thio)-N?-(4-(piperidin-1-yl)benzylidene)acetohydrazide (4a). Yield: 83%, M.P. =178-179 C, FTIR (ATR, cm-1): 3277 (N-H), 1654 (C=O), 1232 (C-N), 1022, 813, 794. 1H-NMR (300 MHz,DMSO-d6): delta= 1.57 (6H, br.s, piperidine), 3.25 (4H, br.s, piperidine), 4.66 (2H, s, -CH2-), 6.91 (2H, d,J = 8.86 Hz, Ar-H), 7.42 (1H, dd, J1 = 2.10 Hz, J2 = 8.55 Hz, BT-H), 7.49 (2H, d, J = 8.86 Hz, Ar-H), 7.91(1H, s, -CH=N-), 7.93 (1H, d, J = 2.10 Hz, BT-H), 8.05 (1H, d, J = 8.55 Hz, BT-H), 11.52 (1H, s, -NH). 13C-NMR (75 MHz, DMSO-d6): delta = 24.4, 25.4, 35.8, 48.9, 115.0, 121.1, 123.7, 124.9, 128.6, 131.7, 134.0, 144.9, 148.2, 152.8, 153.9, 162.7, 168.1. HRMS (m/z): [M + H]+ calcd for C21H21N4OS2Cl: 445.0918; found: 445.0905., 10338-57-5

As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Osmaniye, Derya; Levent, Serkan; Karaduman, Abdullah Burak; Ilg?n, Sinem; Zkay, Yusuf; Kaplancikli, Zafer Asim; Molecules; vol. 23; 5; (2018);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.,85908-96-9

General procedure: To a 0.5 M solution of LiHMDS (2.75 equiv) cooled to -78 C was added dropwise a 0.75 M solution ofprotected lactam in THF. This solution was stirred for 1 h while slowly warming to rt, then cooled backdown to -78 C. Alkyl halide (5.00 equiv) was then added dropwise and the solution was left to stir whilewarming up slowly to rt until completion. A saturated aqueous solution of NH4Cl was added to thereaction mixture, then the THF was removed under reduced pressure. The resulting suspension wasdiluted in more water, then extracted with EtOAc three times. The organic layers were combined, driedwith anhydrous MgSO4, filtered and concentrated under reduced pressure

As the paragraph descriping shows that 85908-96-9 is playing an increasingly important role.

Reference：
Article; Aubert-Nicol, Samuel; Heinrich, Nora; Lessard, Jean; Spino, Claude; Heterocycles; vol. 99; 1; (2019); p. 484 – 501;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 [0038] 95.4 g THF and 14.61 g (103 mmol) 2,2,6,6,-tetramethylpiperidine were placed in a 500-mL double-jacketed reactor. The temperature was set at 20 C. 6.82 g n-butyllithium concentrate (95.5%, 99 mmol) was metered in via a dosing pump over a period of 30 minutes. The jacket temperature of the reactor was regulated so that the internal temperature remained constant at 20 C. Stirring was then continued for an additional 10 minutes at 20 C. 14.14 g (104 mmol) solid zinc chloride was then added in two portions. Due to the strongly exothermic reaction, the reaction temperature quickly rose to 30 C. After the second addition of ZnCl2, stirring was continued for an additional 20 minutes at 20 C. [0039] The cloudy product solution was filtered through a filter until clear. The cloudy product solution was filtered through a filter until clear. [0040] Starting weight: 128.6 g [0041] Active base: 0.62 mmol/g TMP-ZnCl*LiCl [0042] Yield: 80.5% (relative to n-butyllithium used), 768-66-1

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; ROCKWOOD LITHIUM GMBH; Wietelmann, Ulrich; Rittmeyer, Peter; Lischka, Uwe; Murso, Alexander; Kiefer, Florian; US2014/194626; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem