Heterocyclic Building Blocks-piperidine

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.

Procedure J Example 90: N-{4-[1,3-benzoxazol-2(3H)-ylidene(cyano)methyl]-2-pyrimidinyl}-2- METHYL-4-PIPERIDINECARBOXAMIDE To a suspension of (2-AMINO-4-PYRIMIDINYL) (1, 3-benzoxazol-2 (3H)-YLIDENE) ethanenitrile (100.00 mg; 0.40 mmol), 1-METHYL-PIPERIDINE-4-CARBOXYLIC acid HCl (107.25 MG ; 0.60 mmol) and 2-CHLORO-1-METHYLPYRIDINIUM iodide (203.37 MG ; 0.80 mmol) in THE (4.00 ML) was added DIEA (0.34 ML ; 1.99 mmol) and the resulting suspension was heated up to 150C under microwave conditions during 900s (normal absorption, 9 bar). After ON standing at 4C, the precipitate formed was filtered off and washed thoroughly with THE then water. After drying at 40C for 2 days, the solid was taken up in DCM to which TFA was added Ether in excess was added and the precipitate obtained was filtered off and washed with ether (3x) then dried under vacuum at 40C. The solid was purified by preparative HPLC to afford after lyophilisation the title compound as a yellow fluffy solid (19%). 1H NMR (METHANOL-D4) 5 : 8.15-7. 95 (m, 1H), 7.47-7. 10 (m, 4H), 6. 83-6. 65 (m, 1H), 3.65- 3. 30 (m, 4H), 3. 16-3. 08 (m, 3H), 3.07-2. 90 (M, 1H), 2.42-1. 90 (M, 4H) M (ES): 375.1 ; M+(ES) : 377.1 ; HPLC (max plot) 98. 1% ; Rt : 2. 00min.

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

Reference：
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2005/26159; (2005); A1;,
Piperidine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72752-52-4,2-Piperidinobenzonitrile,as a common compound, the synthetic route is as follows.

72752-52-4, To a well stirred suspension of magnesium turnings (67.7 g, 2.80 mol) in THF (30 mL), benzyl chloride (l mL) and catalytic amount of iodine was added at 25-30 C. The contents were stirred for 30 min at 35-40 C. Thereafter, a solution of benzyl chloride (306.0 g, 2.40 mol) dissolved in a mixture of THF (150 mL) and toluene (450 mL) was added, mainraining the intemal temperature of reaction mixture in between 35-45 C. Stirred the reaction mixture for another 2h at 35-40 C and cooled to 25-30 C. Thereafter a solution of nitrile 4 (150,0 g, 0.80 mol) dissolved in THF (150 mL) and toluene (450 mL) was added at 25-45 C. The reaction mixture was cooled to 25-30 C and stirred for 16 h at 25-30 C. The above suspension was added over a mixture of aqueous NH4CI (25% wlw, 600 mL) and aqueous ammonia (300 mL) at 5-15 C. The inorganics were removed through filtration and washed with water (250 mL). The organic layer was separated and concentrated under vacuum to obtained 9 (204.4 g).

As the paragraph descriping shows that 72752-52-4 is playing an increasingly important role.

Reference：
Article; Sundaram, Dhanraj T. S. S.; Mitra, Jayati; Rajesh; Islam, Aminul; Prabahar, Koilpillai Joseph; Rao, Battula Venkateswara; Douglas, Sanasi Paul; Synthetic Communications; vol. 45; 18; (2015); p. 2092 – 2098;,
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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

At 0C, to a solution of benzyl 4-oxopiperidine-1-carboxylate (2.00 g, 8.57 mmol, 1.00 equivalent) in tetrahydrofuran(25 mL) were added sodium hydride (719.88 mg, 18.00 mmol, 2.10 equivalents) and potassium iodide (3.80g, 26.74 mmol, 3.12 equivalents) in one portion. The mixture was stirred at 30C for 16 hours. LC/MS showed completionof the reaction. The reaction mixture was added a solution of ammonium chloride (50 mL) thereto and then subjectedto extraction using ethyl acetate (50 mL32). The organic phase was concentrated and dried. The obtained residue waspurified by preparative TLC plate (petroleum ether: ethyl acetate = 6: 1) to give the title compound (870.00 mg, 3.33mmol, 38.86% yield) as a transparent oil. 1H NMR (400 MHz, Methanol-d4) delta 7.38-7.33 (m, 5H), 5.19 (s, 2H), 3.81-3.77(t, J = 6.4 Hz, 2H), 3.50-3.46 (m, 2H), 2.50 (s, 2H), 1.11-1.04 (m, 6H). LC/MS (ESI) m/z: 284.1 (M+1).

19099-93-5, The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; DING, Charles Z.; CHEN, Shuhui; ZHAO, Baoping; XU, Zhaobing; LIU, Yingchun; LIN, Ruibin; WANG, Fei; LI, Jian; (101 pag.)EP3269715; (2018); 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.23499-01-6,1-(4-Nitrophenyl)piperidin-4-one,as a common compound, the synthetic route is as follows.

EXAMPLE 38 3.0 g (13.6 mmol) of 1-(4-nitrophenyl)-4-piperidone and 2.0 g (13.6 mmol) of N-(4-methoxybenzyl)-N-methylamine were reacted in a similar manner to Example 1. 3.5 g of 4-(N-(4-methoxybenzyl)-N-methylamino)-1-(4-nitrophenyl)piperidine were obtained. Melting point 144-145 C.

23499-01-6, The synthetic route of 23499-01-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BASF Aktiengesellschaft; US5260318; (1993); A;,
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Piperidine | C5H11N – PubChem

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
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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;,
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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;,
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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