Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.154307-84-3,(2S,5S)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride,as a common compound, the synthetic route is as follows.

Step 2 To a solution of (2S,5S)-5-hydroxypiperidine-2-carboxylic acid, HCl (0.603 g, 3.32 mmol) in 1,4-dioxane (4 mL) and water (16 mL) was added potassium carbonate (1.835 g, 13.28 mmol) followed by (9H-fluoren-9-yl)methyl carbonochloridate (0.859 g, 3.32 mmol) at 0 C. The mixture was stirred at RT for 18 hrs and then treated with water (10 ml). The resulting mixture was extracted with diethyl ether (2*15 ml). The aqueous phase was acidified with aq. HCl (1M) to pH 2-3, and extracted with DCM (3*20 ml). The combined organic layers were dried over MgSO4 and concentrated to give the crude product (2S,5S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-5-hydroxypiperidine-2-carboxylic acid (800 mg, 65.6% yield) as a white solid. 1H NMR (500 MHz, methanol-d4) d 7.86-7.78 (m, 2H), 7.69-7.57 (m, 2H), 7.48-7.37 (m, 2H), 7.37-7.20 (m, 2H), 4.81-4.77 (m, 1H), 4.59-4.36 (m, 2H), 4.32-4.20 (m, 1H), 4.18-4.08 (m, 1H), 3.75-3.64 (m, 2H), 3.58-3.43 (m, 1H), 2.01-1.89 (m, 1H), 1.81-1.57 (m, 1H), 1.30-1.17 (m, 1H). ESI-MS(+) m/z=368.2 (M+Na), 154307-84-3

The synthetic route of 154307-84-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.690261-64-4,2-(Piperidin-4-yl)pyrimidine hydrochloride,as a common compound, the synthetic route is as follows.

A solution of EDC.HCI (ALFA-AESAR, 340 mg, 1.77 mmol), TEA (ALFA-AESAR, 0.25 mL, 1 .77 mmol), HOBt (ALDRICH, 240 mg, 1 .77 mmol), Intermediate 30 (295.3 mg, 1.48 mmol) and 4,4,4-trifluorobutyric acid (ALFA-AESAR, 252 mg, 1.77 mmol) in DMF (15 mL) was stirred at rt overnight. The mixture was then washed with NaHCC>3 saturated solution and EtOAc was added, the two phases were separated and the aqueous one was further extracted with EtOAc. The collected organic layer was dried(anh) Na2SC>4, filtered and evaporated. The crude so obtained was purified by flash chromatography (Si SNAP 50, CyHex EtOAc from 1/1 to 0/10, then DCM/MeOH 8/2) to give title compound (141 mg, 33%) as a white solid. 1H NMR (500 MHz, DMSO-de) delta ppm: 8.75 (d, J = 4.9 Hz, 2H), 7.35 (t, J = 4.9 Hz, 1 H), 4.44 (d, J = 13.2 Hz, 1 H), 3.94 (d, J = 13.7 Hz, 1 H), 3.22-3.13 (m, 1 H), 3.13-3.05 (m, 1 H), 2.82-2.72 (m, 1 H), 2.70-2.57 (m, 2H), 2.57-2.45 (m, 2H), 2.02-1.90 (m, 1 H), 1.79-1.67 (m, 1 H),1.65-1.51 (m, 1 H). [ES+ MS] m/z 288 (MH+)., 690261-64-4

690261-64-4 2-(Piperidin-4-yl)pyrimidine hydrochloride 56965759, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BIOVERSYS AG; PORRAS DE FRANCISCO, Esther; REMUINAN-BLANCO, Modesto Jesus; BOUROTTE, Marilyne; DEPREZ, Benoit; WILLAND, Nicolas; (89 pag.)WO2019/34701; (2019); 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,10338-57-5

General procedure: To a solution of an aromatic ketone (3 mmol) in EtOH (15 mL), anaromatic aldehyde (3 mmol) and KOH (3 mmol) were added and the reaction mixture was stirred for 8 h at room temperature. On completion, the reaction mixture was concentrated under vacuum, the residue was dissolved in EtOAc (30 mL) and washed with water, then brine, dried over anhydrous Na2SO4 and concentrated under vacuum to afford the target compounds, which were purified by column chromatography on silica gel (hexane/EtOAc = 7/1).

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Fu, Dong-Jun; Zhang, Sai-Yang; Song, Jian; Liu, Yin-Chao; Zhang, Li; Zhao, Ruo-Han; Zi, Xiao-Lin; Liu, Hong-Min; Zhang, Yan-Bing; Journal of Chemical Research; vol. 40; 10; (2016); p. 620 – 623;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

89895-06-7, 1-(Piperidin-4-yl)ethanone hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,89895-06-7

Step 1: 4-acetyl-1-(benzyloxycarbonyl)piperidine To a stirred solution of 4-acetylpiperidine hydrochloride (22.6 g, 0.138 mol) in saturated aqueous Na2CO3 (100 mL), cooled to 5C, was added benzyl chloroformate (23.6 mL, 0.166 mol) dropwise over 10 – 15 min. The resulting suspension was stirred for 1/2 hour and was filtered. The solid was recrystallized from hexane (200 mL) and ethyl acetate (20 mL) producing 30.5 g of the title compound as a white solid. M.P. 87-89C.

The synthetic route of 89895-06-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK & CO., INC.; EP863757; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

948894-26-6,948894-26-6, 4-Methylpiperidine-4-carbonitrile hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

ii) 4-Methyl-l-[2-(2-phenylethoxy)ethyl]piperidine-4-carbonitrile; A mixture of the product from example 4 step (i) (2-(2~phenylethoxy)ethyl 4- methylbenzenesulfonate) (1.344 g) and the product from step (i) (4-cyano-4- methylpiperidine hydrochloride) (0.569 g) was dissolved in NMP (12 mL) and triethylamine (3 mL) added. The reaction mixture was heated at 85 0C for 3 h then allowed to CQOI and partitioned between EtOAc and water. The layers were separated and the aqueous layer extracted with further EtOAc. The combined organic extracts were washed with saturated aqueous NaHCO3, water, saturated aqueous NaCl, dried (Na2SO4) and concentrated. The residue was diluted with isopropanol then loaded onto a Varian SCX column (50 g). The column was washed with isopropanol then eluted with 1:3 0.880 NH3/isopropanol to afford the sub-title compound as a brown oil which contains ~1 mole equivalent of NMP. Yield: 0.691 g1H NMR (CDCl3) delta 7.30 – 7.19 (m, 5H), 3.66 (t, 2H), 3.57 (t, 2H), 2.91 – 2.87 (m, 4H), 2.61 (t, 2H), 2.35 – 2.30 (m, 2H), 1.89 – 1.85 (m, 2H), 1.58 (td, 2H), 1.37 (s, 3H).

As the paragraph descriping shows that 948894-26-6 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2007/102771; (2007); 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.35856-62-3,Piperidine-1-sulfonyl chloride,as a common compound, the synthetic route is as follows.

A solution of 0.23 g (1 mmol) of 5-(2,4-dichloro-phenyl)-pyridin-2-ylamine and 0.2 g (1.1 mmol) of piperidine-1-sulfonyl chloride (preparation: Bull. Soc. Chim. Fr.; 1936, p2143) in pyridine (10 ml) was heated to reflux until completion of reaction according to HPLC analysis (20 h). After concentration in vacuo the residue was taken up in EtOAc, which was then washed with 1N aqueous HCl, saturated brine, dried over sodium sulphate and concentrated in vacuo. The residue was applied to a silica gel column with EtOAc/toluene (9/1 to 1/1) as eluent. Combination of the purified fractions and concentration in vacuo gave 0.26 g (67%) of the desired piperidine-1-sulfonic acid [5-(2,4-dichloro-phenyl)-pyridin-2-yl]-amide as a brown crystalline solid. ISN mass spectrum, m/e: 384 (M-1 calculated for C16H17Cl2N2O2S: 384)., 35856-62-3

35856-62-3 Piperidine-1-sulfonyl chloride 11298344, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Amrein, Kurt; Hunziker, Daniel; Kuhn, Bernd; Mayweg, Alexander; Neidhart, Werner; US2006/25455; (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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

To a solution of ammonium chloride (1.73 g, 32.3 mmol) in water (20 ml) is added a 30% ammonia solution (2 ml) followed by 1-benzyl-4-piperidone. After 20 minutes sodium cyanide (1.47 g, 30 mmol) is added portionwise over 15 minutes. After stirring for one hour, water (50 ml) is added and the products are extracted with DCM (3*50 ml), dried (MgSO4) filtered and concentrated in vacuo. Purification by chromatography on silica eluting with 50-100% EtOAc in iso-hexane affords 4-Aminomethyl-1-benzyl-piperidine-4-ylamine; [M+H]+ 216

3612-20-2, 3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); 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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

85908-96-9, To a cold (-78 C) solution of KHMDS (0.5 M in toluene, 24 mL, 12.0 mmol) under an atmosphere of argon was added dropwise a solution of X4-015-2 (2.0 g, 10.0 mmol) in THF (20 mL). The mixture was stirred for 1.5 h at this temperature. Afterwards a solution of PhNTf2 (4.3 g, 12.0 mmol) in THF (20 mL) was added dropwise, and after 1 h the reaction was allowed to warm to room temperature. 10% NaOH solution (40 mL) was added, the mixture was extracted with Et20 and the combined organic layers were washed with brine, and dried over Na2 SO4, filtered and concentrated. The crude material was purified by flash column chromatography on silica gel (PE: EA = 1:2) to give X4-015-3 (2.0 g, 60.1% yield) as a colorless oil. LC-MS (Agilent LCMS 1200-6110, Mobile Phase: from 95% [water + 0.05% TFA] and 5% [CH3CN + 0.05% TFA] to 0% [water + 0.05% TFA] and 100% [CH3CN + 0.05% TFA] in 1.6 mm, then under this condition for 1.4 mm, finally changed to 95% [water + 0.05% TFA] and 5% [CH3CN + 0.05% TFA] in 0.05 mm and under this condition for 0.7 mi. Purity: 79.02%, Rt = 2.08 mm; MS Calcd.: 331.1; MS Found: 276.0 [M-56+H]

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

Reference：
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (190 pag.)WO2017/223243; (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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

[396] To a solution of tert-butyl 2-oxopiperidine-l-carboxylate (8.22 g, 41.3 mmol) in anhydrous THF (80 mL) was added LiHMDS (1.0 M in THF, 103 mL, 103 mmol) dropwise under nitrogen atmosphere at -78 C. The reaction mixture was stirred for 20 min and 3-bromoprop-l-ene (10.7 mL, 124 mmol) was added. The resulting mixture was stirred for 15 min, allowed to warm to rt, quenched with water (15 mL), and concentrated in vacuo. The residue was added water (30 mL) and extracted with EtOAc (50 mL x 3). The combined organic phases were washed with brine (50 mL), dried over anhydrous Na2SO i, concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/50) to give the title compound as yellow oil (3.95 g, 35%). MS (ESI, pos. ion) m z: 224.2 [(M-C4H8)+H]+; NMR (600 MHz, CDCI3): delta (ppm) 5.72 (ddt, .7=16.5, 10.5, 7.0 Hz, 2H), 5.06 (d, J= 10.5 Hz, 2H), 5.03 (d, J= 16.5 Hz, 2H), 3.55 (t, J= 5.8 Hz, 2H), 2.46 (dd, J= 13.6, 7.0 Hz, 2H), 2.21 (dd, J= 13.6, 7.0 Hz, 2H), 1.75 (m, 4H), 1.48 (s, 9H).

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

Reference：
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; HU, Haiyang; WANG, Tingjin; WO2015/94803; (2015); 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.14813-01-5,1-Benzylpiperidin-3-ol,as a common compound, the synthetic route is as follows.

Step 1: To a stirred solution of [5] (l .Og, 5.2mmol) in DCM (20.0ml) was added TEA (1.9g, 15.2mmol) at room temperature. After an additional stirring for 5 minutes at same temperature, Mesyl chloride (0.55ml, 7.8mmol) was added. The reaction temperature was allowed to stirred at this temperature for 3h. TLC showed complete consumption of starting material. Water (100 ml) was added and organic layer was extracted with ethyl acetate (2 x 100 ml). The combined organic layers were washed with water, brine and dried over sodium sulphate. The organic layer was concentrated to afford light brown sticky material [9] which was used further without any purification (l.lg, 78%).Analytical Data: [9]ESIMS: 270 [M++l]., 14813-01-5

14813-01-5 1-Benzylpiperidin-3-ol 85773, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; SPHAERA PHARMA PVT. LTD.; DRUG DISCOVERY RESEARCH CENTRE; DUGAR, Sundeep; MAHAJAN, Dinesh; RAI, Santosh Kumar; RAO, Kanury; SINGH, Varshneya; WO2015/181837; (2015); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem