Month: March 2022

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

step E2 – A solution of 50b (5 g, 25 mmol) in THF (80 mL) was added dropwise to a solution of 3-fluoro-phenylmagnesium bromide (34 mL, 1.0 M, 34 mmol) in THF (20 mL) maintained at 0 C. The reaction mixture was stirred for 72 h and allowed to warm to RT. The reaction was quenched by the addition of saturated aqueous NH4Cl, extracted with EtOAc, dried (Na2SO4) and concentrated. EtOH (50 mL) was added and the pH was adjusted to pH 11-14 with aqueous NaOH. The mixture was heated to 60 C for 3 h, brine was added and the mixture was extracted with EtOAc. The combined organic extracts were dried (Na2SO4) and concentrated. The crude product was purified by Si?2 chromatography eluting with a gradient of DCM and DCM/MeOH/NH4OH (60/10/1) (95 to 85% DCM over 60 min) to afford 4.4 g (59%) of 52: ms (LCMS) m/z 298 (M+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; F. HOFFMANN-LA ROCHE AG; LEMOINE, Remy; MELVILLE, Chris Richard; ROTSTEIN, David Mark; WANNER, Jutta; WO2008/34731; (2008); A1;,
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

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

62718-31-4, Methyl 1-benzylpiperidine-4-carboximidate dihydrochloride A solution of 20 g of 1-benzylpiperidine-4-carbonitrile in a mixture of dry dichlolomethane (200 ml) with methanol (30 ml) was cooled and saturated with a hydrogen chloride gas while maintaining the reaction system at 0 C. or below. After allowing to stand for 4 hours at 0 C., the solvent was distilled off under reduced pressure at room temperature or below and the residue was diluted with ethyl acetate. The colorless crystals thus obtained were ground, filtered and washed with ethyl acetate to thereby give 23.6 g of the title compound. 1H-NMR(CD3OD) delta ppm: 2.12(br.q, J=13.1 Hz, 2H), 2.23(br.d, J=13.1 Hz, 2H), 3.07-3.16(br.m, 1H), 3.18(br.t, J=13.1 Hz, 2H), 3.58(br.d, J=13.1 Hz, 2H), 4.18(s, 3H), 4.36(s, 2H), 7.46-7.53(m, 3H), 7.55-7.63(m, 2H)

The synthetic route of 62718-31-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eisai Co., Ltd.; US6518423; (2003); 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.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

220394-97-8, 1-Boc-4-(Cbz-amino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound I-4 (470 mg, 1.47 mmol) in DCM, TFA (2.5 mL, 29 mmol) was addedand then the reaction mixture was stirred at room temperature for 2 h and then was evaporated togive the crude product directly used in the next step A mixture of the amine, DIEA (3.84 mL,22.05mmol) and cyclohexanone (1.5 mL) in THF (10 mL) was stirred at room temperature for 1.5h and then NaBH(OAc)3 (1.6 g, 7.35 mmol) was added into the solution. The reaction mixture wasstirred at room temperature for overnight and then H2O was added to quench the reaction. Thesolution was extracted with ethyl acetate (30 mL × 2). The organic layer was washed with brine(15 mL × 2) and then was dried over anhydrous MgSO4. After filtration and concentration, thecrude product I-5 was obtained and purified with column chromatography ( methylene chloride/methanol = 45:1 to 30:1) to give compound I-5 as light yellow oil (350 mg, 78%)., 220394-97-8

As the paragraph descriping shows that 220394-97-8 is playing an increasingly important role.

Reference：
Article; Zhou, Jie; Ji, Ming; Zhu, Zhixiang; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 26 – 41;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

888952-55-4, Methyl 1-Boc-3-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

888952-55-4, HCl in dioxane 4M (11 mL, 43.5 mmol, 20 eq) was added to 1-(tert-butyl) 3-methyl 3-methylpiperidine-1,3-dicarboxylate (560 mg, 2.18 mmol, 1 eq). The mixture was stirred at room temperature for 3 days.3 The solvent was removed to afford methyl 3-methylpiperidine-3-carboxylate as a yellow solid. [MH]+ 158

The synthetic route of 888952-55-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Ouvry, Gilles; Berton, Yael; Bhurruth-Alcor, Yushma; Bonnary, Laetitia; Bouix-Peter, Claire; Bouquet, Karine; Bourotte, Marilyne; Chambon, Sandrine; Comino, Catherine; Deprez, Benoit; Duvert, Denis; Duvert, Gwenaelle; Hacini-Rachinel, Feriel; Harris, Craig S.; Luzy, Anne-Pascale; Mathieu, Arnaud; Millois, Corinne; Pascau, Jonathan; Pinto, Artur; Polge, Gaelle; Reitz, Arnaud; Reverse, Kevin; Rosignoli, Carine; Taquet, Nathalie; Hennequin, Laurent F.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 8; (2017); p. 1848 – 1853;,
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.161975-39-9,tert-Butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Amixture of 2 (1eq, 11.72 g, 40 mmol) and lithium bromide (5eq,17.20 g, 200 mmol) in acetone (80 mL) was heated to reflux overnight.The mixture was evaporated, then the residue was partitionedbetween EtOAc and water. The organic layer was washedwith s brine, dried over Na2SO4, filtered, and evaporated to offer the title product 3 as pale yellow oil (9.46 g, 85.40% yield)., 161975-39-9

161975-39-9 tert-Butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate 2765838, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; He, Linhong; Pei, Heying; Zhang, Chufeng; Shao, Mingfeng; Li, Dan; Tang, Mingli; Wang, Taijing; Chen, Xiaoxin; Xiang, Mingli; Chen, Lijuan; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 96 – 112;,
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.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