Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.174543-74-9,Methyl N-Cbz-3-piperidinecarboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-benzyl 3-methyl piperidine-1,3-dicarboxylate (2.0 g, 7.14 mmol) in THF (60 mL) was added LDA (2.0 M in THF) (10.8 mL, 21.66 mmol) dropwise at -78 C. After the solution was stirred for 30 mm at -78 C, S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate (4.35 g, 10.81 mmol) was added. After addition, the resulting solution was allowed to react, with stirring, for an additional 2 h at -40 C. The reaction was then quenched by the addition of 30 mL of a saturated aqueous solution of NH4C1. The resulting mixture was extracted with EtOAc (3 x 70 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. Purification by silica gel chromatography (eluting with 1:4 EtOAc/pet. ether) afforded 1-benzyl 3-methyl 3-(trifluoromethyl)piperidine-1,3- dicarboxylate as a yellow oil. MS: (ESI, m/z): 346 [M+H].

174543-74-9, The synthetic route of 174543-74-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

223632-64-2, 1-(3-Chloro-4-fluorobenzoyl)piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 6-(3-Chloro-4-fluorobenzoyl)-1-oxa-6-azaspiro[2.5]octane-2-carbonitrile (V). A suspension of 1-(3-chloro-4-fluorobenzoyl)piperidin-4-one (4160 g, 16.27 mol) in 28.4 liters of dichloromethane and 11.7 liters of sodium hydroxide at 30.5%, supplemented with 186 g of tetrabutylammonium chloride, is cooled to 15 C. chloroacetonitrile (1540 ml, 24.4 mol) is then added slowly and with vigorous stirring and the mixture is stirred for 3 hours at 20 C. Further addition of chloroacetonitrile (500 ml) is carried out in order to complete the reaction.The reaction medium is diluted with dichloromethane (8.5 liters) and water (20 liters) and then separated by decantation and washed again with water.The brown solution obtained is decolorized with 2 kg of silica and 500 g of animal charcoal and then evaporated to dryness.The residue obtained is crystallized from isopropanol in order to give, after filtration, 3426 g of brown crystals. m.p.=100-101 C., 223632-64-2

As the paragraph descriping shows that 223632-64-2 is playing an increasingly important role.

Reference：
Patent; Maurel, Jean-Louis; Bonnaud, Bernard; Ribet, Jean-Paul; Vacher, Bernard; US2004/116705; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

161975-39-9, tert-Butyl 4-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a residue that was dissolved in absolute ethanol (250 mL). Potassium cyanide (8.2 g, 125 MMOL) was added and the mixture was heated at reflux overnight. The reaction mixture was allowed to cool to ambient temperature, filtered and the solvent was evaporated. The residue was dissolved in diethyl ether (200 mL) and the organic solution was washed with water (2 x 20 mL) and then dried (MGS04) in the presence of activated car- bon. The mixture was filtered and the solvent was evaporated to give 9.2 g of 4- (cyanomethyl) PIPERIDINE-1-CARBOXYLIC acid TERT-BUTYL ESTER.’H NMR (400 MHz, CDCI3) 8 1.20- 1.33 (m, 2H), 1.46 (s, 9H), 1.77-1. 88 (m, 3H), 2.32 (d, 2H), 2.66-2. 78 (m, 2H), 4.10-4. 23 (m, 2H).

161975-39-9, As the paragraph descriping shows that 161975-39-9 is playing an increasingly important role.

Reference：
Patent; NOVO NORDISK A/S; WO2004/54973; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 40; In an ice-bath, to DIPA (4.1 mL) was added dropwise a 1 M solution of n-butyl lithium in hexane (10.1 mL). The reaction mixture was diluted with diethyl ether (10 mL), followed by stirring for 20 minutes. Next, the reaction mixture was stirred at -78C, and a solution of ethyl 1-benzyl piperidine-3-carboxylate (6.0 g) in diethyl ether (20 mL) was added dropwise thereto, followed by stirring at -50C for 15 minutes. Next, after addition of 1,3-dibromopropane (2.8 mL) at 70C, it was slowly returned to room temperature. Next, it was heated under reflux for 30 minutes. The reaction mixture was cooled, diluted with water, and extracted with diethyl ether. The organic layer was dried over MgSO4 and then concentrated under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, hexane: EtOAc) to obtain ethyl 1-benzyl-(3-bromopropyl)piperidine-3-carboxylate (1.08 g) as a colorless oily substance., 72551-53-2

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Astellas Pharma Inc.; EP2119716; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

78190-11-1, 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78190-11-1, Reference Example 25 A mixture of 1-[(benzyloxy)carbonyl]-3-piperidinecarboxylic acid (20.0 g), iodoethane (14.2 g), potassium carbonate (15.7 g), and N,N-dimethylformamide (150 mL) was stirred at room temperature for 5 hours. The reaction solution was poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated. The obtained residue was purified by silica gel column chromatography to obtain ethyl 1-[(benzyloxy)carbonyl]-3-piperidinecarboxylate (20.0 g). 1H-NMR (300 MHz, CDCl3) delta: 1.24 (3H, t, J=7.5 Hz), 1.45-1.74 (3H, m), 2.02-2.08 (1H, m), 2.42-2.48 (1H, m), 2.85-3.13 (2H, m), 3.95-4.02 (1H, m), 4.12 (2H, q, J=7.5 Hz), 4.18-4.30 (1H, m), 5.12 (2H, s), 7.27-7.36 (5H, m).

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

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1553074; (2005); 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.5773-58-0,3-Methylpiperidin-4-one,as a common compound, the synthetic route is as follows.,5773-58-0

The crude product from Step A above (14 g, 0.124 mol) was dissolved in DCM (500 mL) and treated with di-tert-butyl dicarbonate (32 g, 0.15 mol). The reaction mixture was stirred at rt for 2 h then N, N-dimethylethylene diamine (2 ML) was added and the and the reaction mixture was stirred for another 30 min. The reaction mixture was washed with 5% citric acid, saturated NAHCO3 solution and brine, dried over MGS04, filtered, and concentrated to give 20.7 g of desired PRODUCT. 1H NMR (500 MHz, CDC13) : 8 4.18 (m, 2H), 3.22 (m, 1H), 2.80 (m, 1H), 2.55 (m, 1H), 2.42 (m, 2H), 1.47 (s, 9H), 1.02 (d, 3H).

5773-58-0 3-Methylpiperidin-4-one 12284277, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; WO2004/41777; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

555-92-0, (S)-2-Propylpiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of LiAlH4 (500 mg, 166 mmol) in dry ether (20 mL) cooled in an ice-bath was added dropwise a solution of the lactam 26 (500 mg, 3.54 mmol) in dry ether (2e3 mL). The reaction mixture was then refluxed for 4 h. After cooling in an ice-bath, excess LiAlH4 was quenched with sequential addition of water (3 mL), 10% NaOH solution (3 mL). The reaction mixture was stirred at room temperature for 2e3 h for hydrolysis and the aluminum residues were removed by filtration. The filtrate was dried over anhydrous Na2SO4, then anhydrous HCl solution (3e5 mL) in ether was added dropwise. Evaporation of volatiles in vacuo gave the crude solid hydrochloride salt (550 mg, 97%). To a solution of the coniine hydrochloride salt (500 mg, 3.16 mmol) in H2O (15 mL) was added solid NaHCO3 (1.86 g, 22.1 mmol), then (Boc)2O (850 mg, 3.9 mmol). After stirring the reaction mixture at room temperature overnight, %10 NaOH solution (3 mL) was added and stirring continued for additional 2 h. The product was extracted with ether (2 50 mL), then washed brine (2 50 mL) and dried (Na2SO4). Evaporation of volatiles in vacuo and purification by flash column chromatography eluting with the ((ether/ hexane) 1:20) solvent system afforded N-Boc coniine (560 mg, 82) as a clear oil. ?a 30 D th32.6 (c 1, CHCl3), lit.29k ?a 25 D th33.5 (c 0.6, CHCl3), TLC, Rf 0.18 [(ether/hexane) 1:20]; 1H NMR (400 MHz, CDCl3) d 0.92 (3H, t, J?7.0), 1.22e1.41 (4H, m), 1.45 (9H, s), 1.51e1.70 (6H, m), 2.71e2.78 (1H, m), 3.96 (1H, d, br, J?13.0), 4.21 (1H, m).

555-92-0, 555-92-0 (S)-2-Propylpiperidine hydrochloride 12303861, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Karanfil, Abdullah; Balta, Berrin; Eskici, Mustafa; Tetrahedron; vol. 68; 49; (2012); p. 10218 – 10229,12;; ; Article; Karanfil, Abdullah; Balta, Berrin; Eskici, Mustafa; Tetrahedron; vol. 68; 49; (2012); p. 10218 – 10229;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

61995-20-8,61995-20-8, Benzyl 3-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

100 g (1.0 eq.) of XlV-Cbz and 56.66 g (1.0 eq.) Boc-NHNH2 was dissolved in 500 mL solvent (methanol, 5.0 V), Na2S04 was added and the mixture was stirred for 4h at 28C. The solvent was evaporated by reduce pressure to get 148g of XV-Cbz as a 0 yellow oil. MS (ESI):m/z =370 (M+23(Na))

As the paragraph descriping shows that 61995-20-8 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; PYE, Philip; BEN HAIM, Cyril; CONZA, Matteo; HOUPIS, Ioannis Nicolaos; WO2014/139970; (2014); 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.3518-83-0,N-Ethyl-4-hydroxypiperidine,as a common compound, the synthetic route is as follows.

Example 2 6-Methoxy-2-(4-Methoxyphenyl)-3-(4-[1-Ethylpiperidin-4-oxy]benzoyl)benzo[b]thiophene 6-Methoxy-2-(4-methoxyphenyl)-3-(4-hydroxybenzoyl)benzo[b]thiophene (1.17 g, 3.00 mmol), 4-hydroxy-1-ethylpiperidine (775 mg, 6.00 mmol), triphenylphosphine (1.57 g, 6.00 mmol), and DEAD (6.00 mmol) were converted to product by the procedure of Example 1 to give 827 mg of the title compound. Yield: 55%. MS(FD) 501(M+). EA calculated for C30 H31 NO4 S: C, 71.83; H, 6.23; N, 2.79. Found: C, 71.61; H, 5.94; N, 2.69.

3518-83-0, 3518-83-0 N-Ethyl-4-hydroxypiperidine 77056, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Eli Lilly and Company; US6060488; (2000); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20691-89-8,1-Methyl-4-piperidinemethanol,as a common compound, the synthetic route is as follows.

Example 3b An alternative method of preparation is as follows: Triphenylphosphine (615mg, 2.3mmol) followed by diethyl azodicarboxylate (369mul, 2.3mmol) were added to a solution of 4-hydroxymethyl-1-methylpiperidine (151mg, 1.1mmol), (J Med. Chem 1973, 16, 156), and 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (250mg, 0.78mmol), (prepared as described for the starting material in Example 7), in methylene chloride (5ml). After stirring for 30 minutes at ambient temperature, 4-hydroxymethyl-1-methylpiperidine (51mg, 0.39mmol), triphenylphosphine (102mg, 0.39mmol) and diethyl azodicarboxylate (61mul, 0.39mmol) were added. After stirring for 15 minutes, the volatiles were removed under vacuum and the residue was purified by column chromatography eluding with methylene chloride/acetonitrile/methanol (70/10/20 followed by 75/5/20 and 80/0/20). The fractions containing the expected product were combined and the volatiles were removed by evaporation. The residue was dissolved in a mixture of methylene chloride and methanol and 5M hydrogen chloride in isopropanol was added. The suspension was concentrated and the solid was collected by filtration, washed with ether and dried under vacuum to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline hydrochloride (16mg, 4%)., 20691-89-8

As the paragraph descriping shows that 20691-89-8 is playing an increasingly important role.

Reference：
Patent; AstraZeneca AB; EP1244647; (2006); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem