Tag: M.W:100-200

32559-18-5, Methyl piperidine-2-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) Piperidine-2-carboxamide. A mixture of methyl pipecolinate hydrochloride (15.0 g, 83 mmol, Aldrich) and 8% aqueous solution of ammonium hydroxide (150 mL) was stirred for 18 h at room temperature. The white precipitate was filtered and the filter cake was washed with water, and dried under vacuo to give the title compound. MS (ESI, pos. ion) m/z: 129 (M+1)., 32559-18-5

32559-18-5 Methyl piperidine-2-carboxylate hydrochloride 13246231, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Norman, Mark H.; Pettus, Liping H.; Wang, Xianghong; Zhu, Jiawang; US2006/58308; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 2 A solution of 1-benzyl-4-piperidone in 40 ml. of absolute ethanol was added to a solution of 8.5 g. of methylamine in 40 ml. of ethanol. The resulting solution was added to a suspension of 0.5 g. of platinum oxide in 30 ml. of ethanol which had been pretreated with 50 psi of hydrogen for 1 hour. This suspension was reduced at 50 psi of hydrogen until one equivalent of hydrogen was consumed and then filtered. The filtrate was concentrated in vacuo to give 1-benzyl-4-methylaminopiperidine., 3612-20-2

The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SmithKline Corporation; US3980788; (1976); 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.19365-08-3,3-Hydroxypiperidin-2-one,as a common compound, the synthetic route is as follows.

To a suspension of 3-hydroxy-piperidin-2-one (500 mg, 4.34 mmol, 1.0 eq) and triethylamine (0.908 mL, 6.51 mmol, 1.5 eq) in dichloromethane (3 mL) at 0 C was added dropwise methanesulfonyl chloride (497 mg, 4.34 mmol, 1.0 eq) dissolved in dichloromethane (1 mL). The reaction was complete within 30 min as judged by LCMS. An orange precipitate was filtered, redissolved in dichloromethane and purified by column chromatography (MeOH/CH2Cl2) to give the title compound as a white waxy solid (204 mg, 1.056 mmol, 24.3% yield). 1 H NMR (400 MHz, chloroform-d) delta ppm 5.78 (br. s, 1 H) 4.94 – 5.05 (m, 1 H) 3.30 – 3.44 (m, 2 H) 3.27 (s, 3 H) 2.24 – 2.37 (m, 1 H) 2.08 – 2.21 (m, 1 H) 1 .98 – 2.08 (m, 1 H) 1 .79 – 1 .96 (m, 1 H). MS (m/z, MH+): 193.7., 19365-08-3

The synthetic route of 19365-08-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; CHEN, Christine Hiu-Tung; CHIN, Noel Chin; DIPIETRO, Lucian V.; FAN, Jianme; PALERMO, Mark G; SHULTZ, Michael David; TOURE, Bakary-Barry; WO2013/8217; (2013); 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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

General procedure: A dry and nitrogen-flushed-10 mL round bottom flask equipped with a magnetic stirrer and a septum was charged with amine 2 (0.5 mmol, 1 equiv) and was evacuated and refilled with nitrogen three times. Dry THF (0.5 mL) was added and the reaction flask was again evacuated and refilled with nitrogen three times. The reaction mixture was cooled to 0 C, and BuLi solution (0.55 or 1.05 mmol, 2.45 M in THF, 1.1 or 2.1 equiv) was added. After 5 min of stirring, 1a or 1b (0.5 mmol, 1 equiv) was added at 0 C and the reaction was checked by 19F NMR with PhOCF3 as internal standard. Reaction was quenched with saturated aqueous NaHCO3 and EtOAc was added. The organic phase was washed with water, dried over Na2SO4, and concentrated in vacuo. The crude residue was purified by flash chromatography to give the expected product.

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Alazet, Sebastien; Ollivier, Kevin; Billard, Thierry; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 2354 – 2357;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

768-66-1, A cooled (-20C) solution of 2,2, 6, 6-TETRAMETHYLPIPERIDINE (28 ml, 165 mmol) in tetrahydrofuran (400 ml) was treated with n-butyllithium (63 ml of a 2.5M solution in hexanes, 157.5 mmol). This mixture was then cooled TO-78C. 1-Bromo-4-fluorobenzene (16.5 ml, 150 mmol) was then added neat and dropwise over 10 min and stirring AT-78C was continued for 3 h. Triisopropyl borate (40 ml, 172.5 mmol) was then added and stirring AT-78C continued for 30 min before removing the cooling bath. When the internal temperature of the reaction REACHED-40C, 5N hydrochloric acid was added (75 ml) and the mixture was stirred to ambient temperature. After stirring at ambient temp for 1 h the majority of the tetrahydrofuran was removed and the mixture partitioned between ether (500 ml) and IN hydrochloric acid (500 ml). The organics were then extracted with 2N sodium hydroxide (400 ml) and the organics were discarded. The aqueous was cooled in an ice-water bath and 5N hydrochloric acid (150 ml) was added dropwise over 15 min. The resulting white solid was collected and dried under vacuum to afford 5-bromo-2-fluorobenzeneboronic acid (25 g, 76%).

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME LIMITED; WO2004/41826; (2004); 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.690261-64-4,2-(Piperidin-4-yl)pyrimidine hydrochloride,as a common compound, the synthetic route is as follows.

690261-64-4, Ketone Intermediate 1 (100 mg, 0.253 mmol) was combined with 4- (5-pyrimidyl)-piperidine hydrochloride (prepared as described for Intermediate 5,90 mg, 0.38 mmol), triethylamine (105 P, L, 0.759 mmol), sodium triacetoxyborohydride (212 mg, 1.00 mmol) and 4 A molecular sieves (powder, 100 mg) in DCM (10 mL). The reaction mixture was stirred at rt for 2 days, then was filtered through a celite plug. The filtrate was concentrated and purified by preparative TLC (silica, 5% of 1: 9 NHMOH/METHANOL in DCM, then a second plate with 10% methanol/DCM) to afford two bands corresponding to the cis (top spot) and trans isomers (bottom spot). Both the cis and trans isomers were converted to HC1 salts by dissolving the free bases in-1 mL of DCM, adding excess 1 N HCL in ether, and concentrating. Top spot-ESI-MS calculated for C27H32F6N40: 542; Found: 543 (M+H). Bottom spot-ESI-MS calculated for C27H32F6N40: 542; Found: 543 (M+H). Single cis-enantiomers were obtained via chiral HPLC, using Diacel’s Chiralcel AD semipreparative column, eluting with 10% ethanol/hexane (using the free base). The observed retention times of the respective diastereoisomers were 25 and 38 minutes, respectively.

The synthetic route of 690261-64-4 has been constantly updated, and we look forward to future research findings.

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

50607-30-2, Piperidine-2,4-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 13 2-PYRIMIDIN-4-YT-1, 5, 6, 7-TETRAHYDRO-4H-PYRROLO JL 3, 2-CIPVRIDIN-4-O. NE HYD ROCHLORIDE 2-BROMO-1-PYRIMIDIN-4-YLETHANONE hydrobromide (67 mg, 0.239 MMOLS), piperidine-2,4-dione (50 mg, 0.358 MMOLS) and ammonium acetate (74 mg, 0.957 MMOLS) were dissolved in anhydrous ethanol (1 mL) and stirred at r. t. overnight. The reaction mixture was concentrated to dryness under reduced pressure and the residue was taken up with water (1 mL) and filtered; the solid was washed with cold water and dried. To the obtained brown solid (30 mg) dissolved in MEOH (15 mL), 4N HCI in dioxane (0.5 mL) was added and the mixture was stirred for 30 minutes and then concentrated under reduced pressure to half of the volume. The obtained precipitate was filtered, washed with ethyl acetate and dried to give the title compound as a yellow solid (31 mg, Y=52percent).

50607-30-2, As the paragraph descriping shows that 50607-30-2 is playing an increasingly important role.

Reference：
Patent; PHARMACIA & ITALIA S.p.A.; WO2005/14572; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 A mixture of 5-hexen-1-ol (5 g) and 8-azaspiro[4.5]decane-7,9-dione (14 ml) in triethylamine (150 ml) was cooled on an ice bath. Methane-sulfonyl chloride (8.6 g) in triethylamine (50 ml) was added dropwise and the mixture was stirred at room temperature for 1 hour. The mixture was filtered off and the filtrate evaporated. Dichloromethane (7.7 g), potassium carbonate (7.6 g) and N,N-dimethylformamide (100 ml) were added to the residue and the mixture was stirred at 160 C. overnight. The mixture was filtered off and the filtrate evaporated. The residue was purified by short open column chromatography over silica gel (eluent: CH2 Cl2 /CH3 OH 100/0 to 98/2). The pure fractions were collected and evaporated, yielding 1.5 g (13%) of 8-(5-hexenyl)-8-azaspiro[4.5]decane-7,9-dione (interm. 8)., 1075-89-4

The synthetic route of 1075-89-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Janssen Pharmaceutica N.V.; US5552399; (1996); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: 4-morpholinobenzaldehyde (1 mmol, 0.191 g) was added to a stirred mixture of malononitrile (1.5 mmol, 0.099 g), and catalytic amount of SSC NPs (0.012 g, 2 mol%) in ace-tonitrile (10 mL). It was allowed to the mixture to stir at 70 C under sonication about 25-60 minutes. After completion of the reaction (the reaction progress was monitored by TLC using EtOAc/n-hexane (1:1) as eluent), the reaction mixture was filtered to separate precipitate. Next, the pre-cipitate was dissolved in boiling ethanol and then was fil-trated to separate catalyst. Finally, pure crystalline product was obtained from filtrate. Since the catalyst is reusable, at the end of the reaction, it was washed by boiling methanol three times (3 × 2 mL), dried at 90 C for 2 h and re-used in further cycles. Also, in the following, we explain more details about reusability results of the catalyst on model reaction., 10338-57-5

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

Reference：
Article; Pourshojaei, Yaghoub; Nikzad, Maryam; Eskandari, Khalil; Darijani, Mohammad-Hossein; Hassanzadeh, Abdolreza; Faghih-Mirzaei, Ehsan; Asadipour, Ali; Croatica Chemica Acta; vol. 91; 1; (2018); p. 19 – 28;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21168-72-9,2-(4-(Aminomethyl)piperidin-1-yl)ethanol,as a common compound, the synthetic route is as follows.

(Z)-4-(((1 -Acetyl-6-(methoxycarbonyl)-5-methyl-2-oxoindolin-3-ylidene) (phenyl)methyl)ami no)benzoic acid, trifluoroacetate adduct (Intermediate E) (75 mg,0.128 mmol), and HATU (73 mg, 0.192 mmol) in DMF (2 mL) were stirred at rt for 10 mm thenHunig?s base (179 p1, 1.03 mmol) and 2-(4-(aminomethyl)piperidin-1-yl)ethanol (73.1 mg,0.462 mmol) were added. The mixture was stirred at rt for 3 h and piperidine (127 p1, 1.28mmol) was added. The mixture was stirred at rtfor 18 h. The reaction mixture was partitioned between DCM (25 mL) and saturated aqueous NaHCO3 solution (10 mL). The organic layer was washed with brine (10 mL) and the solvent was evaporated under reduced pressure. The crude product was loaded onto a column of SCX (2 g) in 5% AcOH in MeOH (10 mL). The column was washed with MeOH (10 mL) and the filtrte was discarded. Then the product waseluted with 1% ammonia in MeOH (25 mL). The solvent was evaporated under reduced pressure and the product was purified by flash column chromatography (Si02, 12 g, 0-30% MeOH in DCM, gradient el ution) to afford (Z)-methyl 3-(((4-(((1 -(2-hydroxyethyl)piperidin-4- yl)methyl)carbamoyl)phenyl)am ino)(phenyl) methylene)-5-methyl-2-oxoindoline-6-carboxylate as a light yellow solid (63 mg, 63%); Rt 1.56 mm (Method 1); mlz 569 (M+H) (ES); 1H NMRO: 1.05-1.19 (2H, overlapping m), 1.47 (1H, m), 1.58 (2H, m), 1.81-1.94 (2H, overlapping m), 2.13 (3H, s), 2.28-2.40 (2H, overlapping m), 2.82 (2H, m), 3.07 (2H, t), 3.46 (2H, m), 3.75 (3H, s), 4.34 (1H, s), 5.61 (1H, s), 6.86 (2H, m), 7.36 (1H, s), 7.52 (2H, m), 7.57-7.70 (5H, m), 8.32 (1H, t), 10.88 (1H, s), 12.23 (1H, s).

21168-72-9, 21168-72-9 2-(4-(Aminomethyl)piperidin-1-yl)ethanol 7330476, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; RESPIVERT LIMITED; WALTERS, Iain; BIRCH, Louise; COLLINGWOOD, Stephen, Paul; STEVENSON, Christopher, Scott; (110 pag.)WO2017/153748; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem