Heterocyclic Building Blocks-piperidine

189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Benzyl-3,9-diazaspiro[5.5]undecane (6.14 mmol) is dissolved in 2.5% acetic acid in DCM (24 mL) at 0 C. and treated dropwise with cyclobutanone (9.21 mmol). The mixture is stirred for 30 min and then sodium triacetoxyborohydride (9.21 mmol) is added in portions. The reaction mixture is stirred at rt overnight, basified with saturated sodium carbonate solution and extracted with DCM. The combined extracts are washed with water, and then brine, dried over anhydrous Na2SO4 and concentrated in vacuo to afford the title compound. LC-MS (Method 1)=299.19; RT=1.26 min., 189333-49-1

The synthetic route of 189333-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xu, Yuelian; Caldwell, Timothy M.; Xie, Linghong; Chenard, Bertrand L.; US2008/247964; (2008); A1;,
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 r/-butyl 4-(benzyloxycarbonylamino)piperidine-l -carboxylate (2.13 g, 6.38 mmol) in methanol (20 mL) was added 4 N hydrogen chloride in dioxane (8.0 mL, 31.8 mmol) in a dropwise manner at room temperature, then heated to 40 C for 1 hour. The mixture was concentrated and dried to give benzyl piperidin-4-ylcarbamate hydrochloride as a white solid, which was used without further purification. MS (EI) for C |3H,8N202: 235.0 (MH+).

220394-97-8, The synthetic route of 220394-97-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; EXELIXIS, INC.; RICE, Kenneth, D.; FOSTER, Paul; WO2014/160177; (2014); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

72551-53-2, Step 1: l-Benzylpiperidine-3-carbonyl chloride hydrochloride; [00273] Hydrochloric acid (20 % aq, 100 mL) was added to ethyl l-benzylpiperidine-3- carboxylate (14.2 g, 57.4 mmol) and the mixture heated at reflux for 4 h. The reaction was cooled and concentrated in vacuo to give l-benzylpiperidine-3-carboxylic acid as a pale yellow solid. This solid was dissolved in thionyl chloride and the resulting solution stirred at room temperature for 1 h. Thionyl chloride was removed in vacuo and the resulting solid was slurried in THF and azeotroped to afford the title compound as a pale yellow solid which was used without further purification (17.0 g, quant.).

72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GALAPAGOS N.V.; WO2008/55959; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

122860-33-7, Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step C Preparation of benzyl 4-[(2-ethoxy-2-oxoethoxy)methyl]-1-piperidine carboxylate Dissolved the alcohol (3.5 g, 13.35 mmol) from Step B in CH2Cl2 (25 ml), then added rhodium diacetate dimer (30 mg, 0.067 mg) to the solution, followed by the dropwise addition of ethyl diazoacetate (1.5 ml, 14.7 mmol). N2 gas evolved as the reaction proceeded. Filtered the reaction through celite and removed solvent on the rotary evaporator, then purified by flash chromatography to yield the pure title compound (3.5 g, 78%).

122860-33-7, The synthetic route of 122860-33-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Scarborough, Robert M.; Mehrotra, Mukund; Pandey, Anjali; Smyth, Mark; US2003/55244; (2003); 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.10315-06-7,Methyl 1-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: A 0.2 M solution of the corresponding methyl ester in aq NH4OH (28-30%) was stirred at r.t. for 16 h. The solvent was evaporated to affordthe amide, which was, in some cases, purified by silica gel chromatography. The known amides 3, 33 5a,34 5b, 6c 5h,35 11a,36 11b,37 11c,3611e,38 11h,4 11i,39 11j,39 13,40 14,41 20,42 and 2343 were synthesized following the general procedure described above. Compound 5e was synthesized following the literature.44

10315-06-7, 10315-06-7 Methyl 1-benzylpiperidine-4-carboxylate 11436222, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Keita, Massaba; Vandamme, Mathilde; Paquin, Jean-Francois; Synthesis; vol. 47; 23; (2015); p. 3758 – 3766;,
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.

A mixture of 4-fluoro-1-naphthonitrile (300 mg), (R)-ethyl nipecotate (551 mg), potassium carbonate (485 mg), and dimethylsulfoxide (3.0 mL) was stirred at 100 C for 3 hours. After cooling to room temperature, the reactant was poured into water, and then 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 (3R)-1-(4-cyano-1-naphthyl)-3-piperidinecarboxylate (451 mg) (Compound 32). [?]D=-56.4 (c=0.475, MeOH).1H-NMR (200 MHz, CDCl3) ?: 1.26 (3H, t, J=7.0 Hz), 1.70-2.03 (3H, m), 2.14-2.20 (1H, m), 2.79-2.95 (2H, m), 3.07 (1H, t, J=10.6 Hz), 3.35-3.41 (1H, m), 3.57-3.62 (1H, m), 4.17 (2H, q, J=7.0 Hz), 7.06 (1H, d, J=8.2 Hz), 7.54-7.70 (2H, m), 7.84 (1H, d, J=8.2 Hz), 8.13-8.23 (2H, m). IR (KBr) 2216, 1730, 1574 cm-1, 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; Takeda Pharmaceutical Company Limited; EP1553074; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

19099-93-5, 1-Cbz-Piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[32.2] To a stirred solution of the product (130 g) obtained in preparation 1 in methanol (500 ml) at 0C., sodium borohydride (25 g) was added and the reaction mixture was stirred at the same temperature for 1h. At the end of this time, pH was adjusted to 6.5 – 7.0 using AcOH and the solvent was removed under reduced pressure. The residue was diluted with EtOAc (400 ml) was washed with water, dried (Na2SO4) and the solvent was removed under reduced pressure to get 131 g (100%) of the title compound as a syrupy liquid. 1H NMR (CDCl3, 200MHz): d 1.5 (m,2H), 1.85 (m.2H), 3.15 (m,2H), 3.9 (m, 3H), 5.11 (s, 2H), 7.35 (bs, 5H).

19099-93-5, 19099-93-5 1-Cbz-Piperidin-4-one 643496, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Dr. Reddy’s Laboratories Ltd.; EP981526; (2004); 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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Sodium hydride (4.20 g, 175.0 mmol) was suspended in THF (200 mL), and a solution of the piperidone (18.9 g, 99.9 mmol) and methyl iodide (17.9 g, 126.1 mmol) in THF (20 mL) was added dropwise at room temperature over 5 minutes. The mixture was then heated to 60 C and stirred for 5 hours. The reaction was then filtered and the filtrate concentrated. The concentrate was poured into 150 mL of water and extracted with 120 mL portions of EtOAc three times. The extract was washed with brine, dried, and concentrated. The crude product was purified by column chromatography (gradient: 12% EtOAc in hexanes to 50% EtOAc in hexanes over 1200 mL). Both mono and di methylation occurred. Separation of both isomers by chromatography was quite facile. 3.53 g of the dimethylated product (16%) was obtained. MS (EI) : m/z 218.1 (M + 1). 5.91 g (29%) of the monomethylated product was obtained. MS (EI) : m/z 204.0 (M + 1)., 3612-20-2

As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/26145; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62718-31-4,1-Benzylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

Example VI To 7 parts of magnesium is added dropwise a solution of 50 parts of 1-bromo-2-methylbenzene in 140 parts of 1,1′-oxybisethane so that the mixture is refluxing. The whole is stirred for 15 minutes at reflux. The Grignard-complex is cooled to 10 C. and there is added dropwise a solution of 30 parts of 1-(phenylmethyl)-4-piperidinecarbonitrile in 70 parts of 1,1′-oxybisethane. Upon completion, stirring is continued for 4 hours at room temperature. The reaction mixture is decomposed with a solution of 40 parts of ammonium chloride in 400 parts of water. The organic phase is separated, dried, filtered and evaporated, yielding 31 parts of (2-methylphenyl) [1-(phenylmethyl)-4-piperidinyl]methanone as an oily residue. In a similar manner there is also prepared: (4-fluorophenyl) [4-methyl-1-(phenylmethyl)-4-piperidinyl]methanone as an oily residue., 62718-31-4

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

Reference：
Patent; Janssen Pharmaceutica N.V.; US4342870; (1982); 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.71985-80-3,1-Methylpiperidine-4-carboxylic acid hydrochloride,as a common compound, the synthetic route is as follows.

71985-80-3, Example 8; Synthesis of 2-(benzhvdryl(methylamino)-l-(4-((l-methylpiperidin-4- yl)(phenyl)methyl)piperazin-l-yl)ethanone (compound no. 14); A. Synthesis of (l-methylpiperidin-4-yl)(phenyl)methanone[0096] l-Methylpiperidine-4-carboxylic acid hydrochloride salt 10 g (55.7mmol) was added to thionyl chloride (25 ml) and stirred at room temperature until the solid dissolved completely. The reaction mixture was stirred for another 20 minutes and concentrated. The product was used for the next step without further purification.[0097] To a cooled suspension of anhydrous aluminum chloride (20 g, 75 mmol) in benzene 30 ml at 00C was added l-methylpiperidine-4-carboxylic acid chloride in small portions and the resulting mixture was refluxed for 3 hours. The reaction mixture was then cooled down by adding to ice water. The organic phase was discarded. The aqueous solution was washed with 2×50 ml ethyl ether, basified with potassium hydroxide pellet slowly to pH >10 and extracted with ethyl ether 4×50 ml. The combined ethereal solution was dried over sodium sulfate and concentrated to give 9.5 g of desired product in 84% yield.

The synthetic route of 71985-80-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NEUROMED PHARMACEUTICALS LTD.; WO2007/71035; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem