Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

885279-92-5, A flask was charged with l, l, l,3,3,3-hexafluoropropan-2-ol (2.00 g, 1 1.9 mmol, 1.50 equiv), DCM (20 mL), and triphosgene (1.18 g, 3.97 mmol, 0.50 equiv). N,N- diisopropylethylamine (2.55 g, 19.7 mmol, 2.50 equiv) was added dropwise at 0 C, and the solution was stirred for 3 h at room temperature prior to the addition of tert-butyl 1,8- diazaspiro[4.5]decane-l-carboxylate (1.90 g, 7.91 mmol, 1.00 equiv). The reaction mixture was stirred overnight at room temperature and quenched with water (20 mL). The mixture was extracted with DCM (3 x 20 mL) and the organic layers were combined, washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 1.58 g (46% yield) of 1- (tert-butyl) 8-(l, l, l,3,3,3-hexafluoropropan-2-yl) l,8-diazaspiro[4.5]decane-l,8-dicarboxylate. LCMS (ESI, m/z): 435 [M+H]+.

The synthetic route of 885279-92-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; JONES, Todd K.; (275 pag.)WO2019/46318; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 74A 1-benzoyl-4-piperidinecarbonitrile A mixture of 1-benzoyl-4-piperidone (2.0 g, 9.8 mmol), tosylmethyl isocyanide (2.5 g, 12.8 mmol) and ethanol (1.0 mL, 17.1 mmol) in 30 mL DME was cooled in an ethanol/ice bath, and potassium tert-butoxide was added at such a rate to maintain the reaction temperature at <10° C. The cold bath was removed, and the reaction was allowed to stir overnight at room temperature. The solids were removed by filtration, rinsed with DME, and the filtrate was evaporated. The residue was dissolved in EtOAc, washed with water and brine, dried (MgSO4), filtered through silica gel, and concentrated to give 2.14 g (66percent) of a slightly yellow oil., 24686-78-0

Big data shows that 24686-78-0 is playing an increasingly important role.

Reference：
Patent; Henkin; Jack; Davidson; Donald J.; US6150362; (2000); A;,
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,768-66-1

A solution of 2,2,6,6-tetramethyl-4-piperidine (TMP) (45 mL, 267 mmol) in THF (400 mL) was cooled to -78 C. under an atmosphere of nitrogen. n-Butyl lithium (2.5 M in hexane, 110 mL, 275 mmol) was added slowly maintaining the temperature below -70 C. After addition, the reaction mixture was warmed to -50 C. and stirred for 30 minutes. The clear solution became turbid indicating the salt formation. The reaction mixture was recooled to -80 C., and a solution of 2-fluoro-4-methylbenzonitrile (32.4 g, 240 mmol) in THF (150 mL) was slowly added maintaining temperature below -70 C. The mixture was then warmed to -50 C. and stirred for 30 minutes. The mixture was recooled to -70 C. and a saturated solution of iodine (67 g, 264 mmol) in THF (150 mL) was added slowly maintaining the temperature at -70 C. After addition, the mixture was warmed to ambient temperature. The reaction mixture was poured into a solution of Na2S2O3 (160 g in 1.5 L of water) and stirred for 1 h. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, washed with brine, dried over Na2SO4, and filtered. The volatiles were evaporated under reduced pressure. The crude product was subjected to vacuum distillation, and at about 60 C., the excess TMP was removed, at about 100 C., the starting compound 2-fluoro-4-methylbenzonitrile and a small amount of 2-fluoro-3-iodo-4-methylbenzonitrile were removed and, finally at 115 C., pure 2-fluoro-3-iodo-4-methylbenzonitrile was obtained as an off-white amorphous solid. MS (ESI, pos. ion) m/z: 261.9 (M+1).

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

Reference：
Patent; Amgen Inc.; US2006/199817; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

108612-54-0, tert-Butyl methyl(piperidin-4-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 50; [l-(2-ChIoro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-yImethyl)-piperidin-4- yl]-methyl-carbamic acid tert-butyl ester; To a solution of 6-bromomethyl-2-chloro-4-morpholin-4-yl-tMeno[352- djpyrimidine (85 mg, 0.244 mmol) in DMF (2 mL) were added water (13 muL), methyl-piperidin-4-yl-carbamic acid tert-butyl ester (105 mg, 0.489 mmol) and cesium carbonate (159 mg, 0.489 mmol). The resulting mixture was stirred at RT for 18 h. The reaction mixture was loaded onto an Isolute.(R). SCX-2 cartridge, washed with MeOH then eluted with 2 M NH3 in MeOH. The resultant residue was purified by column chromatography to give the title compound as a pale brown solid (73 mg, 62 percent).[M + H]+ 482.2, 108612-54-0

As the paragraph descriping shows that 108612-54-0 is playing an increasingly important role.

Reference：
Patent; PIRAMED LIMITED; WO2007/122410; (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.5166-67-6,Ethyl N-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

5166-67-6, A solution of (R)-ethyl 1-methylpiperidine-3-carboxylate (5.69 g, 33 mmol) in ether (20 ml) was added dropwise to a stirred solution of lithium aluminum hydride (36.6 ml of a 1M solution in THF, 36.6 mmol) in ether (85 ml) cooled to maintain a reaction temperature of 20 C. The mixture was stirred for 1.5 hours at ambient temperature and then water (1.4 ml), 15% aqueous sodium hydroxide solution (1.4 ml) and then water (4.3 ml) were added. The insolubles were removed by filtration and the volatiles removed from the filtrate by evaporation to give (R)-(1-methylpiperidin-3-yl)methanol (4.02 g, 94%) as a colourless oil. 1H NMR Spectrum: (DMSOd6) 1.06(q, 1H); 1.51-1.94(m, 5H); 2.04(s, 3H); 2.34(br s. 1H); 2.62(m, 1H); 2.78(d, 1H); 3.49(m, 1H); 3.59(m. 1H); MS-ESI: 130 [MH]+.

As the paragraph descriping shows that 5166-67-6 is playing an increasingly important role.

Reference：
Patent; Zeneca Limited; Zeneca Pharma S.A.; US6414148; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1158759-06-8, tert-Butyl 3-amino-3-methylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 3.15 ml 1M lithium aluminium hydride in THF was added at 5-10 C. drop-wise a solution of 225 mg (1.05 mmol) rac-3-amino-3-methyl-piperidine-1-carboxylic acid tert-butyl ester in 4 ml dry THF. The reaction mixture was heated to 65 C. for 1 h. The turbid reaction solution was cooled with an ice bath and below 12 C., were added drop-wise 0.13 ml water, 0.32 ml 2N NaOH and further 0.19 ml water. The suspension was diluted with tert-butyl methyl ether, dried over sodium sulfate, filtered and acidified with 2N HCl in diethyl ether. Evaporation provided 210 mg of the title compound as a colourless semisolid. MS (m/e): 129.3 (M+H)., 1158759-06-8

The synthetic route of 1158759-06-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Kolczewski, Sabine; Pinard, Emmanuel; Stalder, Henri; US2010/197715; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885279-92-5,885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 100-mL round-bottom flask was charged with 4-nitrophenyl 3-acetamido-1H- pyrazole-1-carboxylate (2.32 g, 7.99 mmol, 1.50 equiv), DCM (20 mL), tert-butyl 1,8- diazaspiro[4.5]decane-1-carboxylate (1.28 g, 5.33 mmol, 1.00 equiv), and triethylamine (1.62 g, 16.0 mmol, 3.00 equiv). The resulting solution was stirred overnight at room temperature and quenched with water (50 mL). The resulting solution was extracted with DCM (2 x 80 mL) and the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 1.90 g (61% yield) of tert-butyl 8-(3 -acetamido- 1 H-pyrazole- 1 -carbonyl)- 1,8 – diazaspiro[4.5]decane-1-carboxylate as a yellow oil. LCMS (ESI, m/z): 392 [M+H].

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; WEBER, Olivia D.; SHAGHAFI, Michael B.; GRICE, Cheryl A.; JONES, Todd K.; (274 pag.)WO2017/87854; (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.301225-58-1,tert-Butyl 4-(propylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step A 4-(N-(N-(4-Nitrobenzyl)carbamoyl)-N-(prop-1-yl)amino)-piperidinetrifluoroacetate The title compound was prepared by the reaction of 4-(N-(prop-1-yl)amino)-1-tert-butoxycarbonylpiperidine (prepared by the method described in Example 1, Step A, using 1-propylamine in place of methylamine) with (4-nitrobenzyl)isocyanate (prepared from phosgene and (4-nitrobenzyl)amine), followed by treatment of the product with 50% TFA in CH2Cl2 to remove the tert-butoxycarbonyl group, affording the title compound. ESI-MS: 321.2 (M+H)., 301225-58-1

301225-58-1 tert-Butyl 4-(propylamino)piperidine-1-carboxylate 22458258, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Merck & Co., Inc.; US6399619; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

297172-16-8, (4-Methylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4: 4-((4-methylpiperidin-4-yl)methoxy)-9-(2-trimethylsilanyl-ethoxymethyl)-9H- dipyridor2,3-b;4′,3′-dlpyrrole-6-carbonitrileTo a solution of (4-methylpiperidin-4-yl)methanol (989 mg, 7.7 mmol) in 1,4-dioxane (18 mL) and N,N-dimethylformamide (12 mL) was added sodium hydride as 60% dispersion in mineral oil (670 mg, 28 mmol). The reaction mixture was stirred at ambient temperature for 5 minutes before 4-chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H- dipyrido[2,3-b;4′,3′-d]pyrrole-6-carbonitrile (428 mg, 1.2 mmol) was added in one portion and the reaction mixture was heated at 40C for 18 hours. The cooled reaction mixture was diluted with water (20 mL) and ethyl acetate (50 mL). The organic layer was separated, dried over sodium sulfate, filtered, concentrated in vacuo, and purified flash chromatography (silica, 40 g, ISCO, 1-20% methanol in methylene chloride) to afford the title compound as an off-white solid, which was used in the next step without any further purification (300 mg, 56%).

297172-16-8, 297172-16-8 (4-Methylpiperidin-4-yl)methanol 22507737, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; DYKE, Hazel Joan; GAZZARD, Lewis J.; WILLIAMS, Karen; WO2011/73263; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

71985-80-3, 1-Methylpiperidine-4-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

71985-80-3, 1-Methylpiperidine-4-carboxylic acid hydrochloride salt 10 g (55.7 mmol) 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. 1-Methylpiperidine-4-carboxylic acid hydrochloride salt 10 g (55.7 mmol) was added to thionyl chloride (25 ml) and resulting mixture 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.; EXAMPLE 5 Synthesis of N-benzhydryl-4-((4-chlorophenyl)(1-methylpiperidin-4-yl)methyl)piperazine-1-carboxamide A. Synthesis of 1-Methylpiperidine-4-carboxylic acid chloride 1-Methylpiperidine-4-carboxylic acid hydrochloride salt 10 g (55.7 mmol) was added to thionyl chloride (25 ml) and resulting mixture 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.

71985-80-3 1-Methylpiperidine-4-carboxylic acid hydrochloride 2760043, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; NeuroMed Technologies Inc.; US2006/63775; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem