Heterocyclic Building Blocks-piperidine

32018-96-5, 1-Benzyl-4-methylpiperidin-3-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method A: (1-Benzyl-4-methyl-piperidin-3-yl)-methyl-amine To a stirred solution of 1-benzyl-4-methyl-piperidin-3-one (2.3 grams, 11.5 mmol), prepared by the methods of Iorio, M. A. and Damia, G., Tetrahedron, 26, 5519 (1970) and Grieco et al., Journal of the American Chemical Society, 107, 1768 (1985), (modified using 5% methanol as a co-solvent), both references are incorporated by reference in their entirety, dissolved in 23 mL of 2 M methylamine in tetrahydrofuran was added 1.4 mL (23 mmol) of acetic acid and the resulting mixture stirred in a sealed tube for 16 hours at room temperature. Triacetoxy sodium borohydride (4.9 grams, 23 mmol) was added and the new mixture stirred at room temperature in a sealed tube for 24 h, at which time, the reaction was quenched upon addition of 1 N sodium hydroxide (50 mL). The reaction mixture was then extracted 3¡Á80 mL with ether, the combined ether layers dried over sodium sulfate (Na2SO4) and concentrated to dryness in vacuo affording 1.7 grams (69%) of the title compound as a white solid. LRMS: 219.1 (M+1).

32018-96-5, 32018-96-5 1-Benzyl-4-methylpiperidin-3-one 12084828, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BEALS, Channing Rodney; WOLDEMUSSIE, Elizabeth; GUKASYAN, Hovhannes John; MA, Jingwen; US2013/303557; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73874-95-0,tert-Butyl piperidin-4-ylcarbamate,as a common compound, the synthetic route is as follows.

A suspension of 1.0 eq of 183 in 5 mL of dry DMF was prepared. While stirring, 1.2 eq of triethylamine was added followed by 1.2 eq of 184. The mixture was stirred at rt for 40 min and 30 mL OF H2O was added. The mixture was then extracted with EtOAc (3 x 50 mL). The combined organic extracts were dried over MGS04 and vacuum filtered. The filtrate was rotary evaporated and flash chromatographed on silica using 20% EtOAc/hexanes as eluent. After concentration and drying under vacuum of the fractions containing product, a white solid was obtained as 185.

73874-95-0, As the paragraph descriping shows that 73874-95-0 is playing an increasingly important role.

Reference£º
Patent; ELAN PHARMACEUTICALS, INC.; WO2004/98589; (2004); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1123-40-6,4,4-Dimethylpiperidine-2,6-dione,as a common compound, the synthetic route is as follows.

Crude 2- (2-METHOXY-5-NITRO-PHENOXY)-ETHANOL (0.43 g, 2 MMOL) was dissolved in dry THF, 4, 4-dimethylglutarimide (0.28 g, 2 mmol), triphenylphosphine (0.52 g, 2 MMOL) and diethylazodicarboxylate (1.1 ml, 2.4 MMOL) were added at 45 C. After 6 h the reaction mixture was concentrated in vacuo and purified by flash-chromatography (cyclohexane/ ethyl ether 3/7) to give 0.41 g of the title compound as a white solid. NMR (‘H, CECI3) : 8 7.88 (d, 1H), 7.73 (s, 1H), 6.85 (d, 1H), 4.30-4. 15 (m, 4H), 3.90 (s, 3H), 2.52 (s, 4H), 1.13 (s, 6H)., 1123-40-6

As the paragraph descriping shows that 1123-40-6 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/89897; (2004); A1;,
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50534-49-1, N,N-Dimethylpiperidin-3-amine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

50534-49-1, General procedure: Compound 265a was prepared from 3-carbamoyl-l-(2-((2-((3-chloro-2-fluorobenzyl)amino)- 2-oxoethyl)(cyclopropyl)amino)-2-oxoethyl)-lH-indazole-5-carbonyl azide (235a) (400 mg, 0.38 mmol) and N,N-dimethylpiperidin-3 -amine (97 mg, 0.76 mmol) using TEA (0.21 mL, 1.52 mmol) as base according to the procedure reported in step-4 of Scheme 129. This gave after workup, purification by flash column chromatography [silica gel (12 g), eluting with DMA80 in DCM 0 to 40%] followed by preparative HPLC [Cis column, eluting with CH3CN in water (containing 0.1% TFA) 0-100%] l-(2-((2-((3-chloro-2-fluorobenzyl)amino)-2- oxoethyl)(cyclopropyl)amino)-2-oxoethyl)-5-(3-(dimethylamino)piperidine-l-carboxamido)- lH-indazole-3-carboxamide (265a) (32 mg, 0.051 mmol, 13 % yield) white solid as a TFA salt; NMR (300 MHz, DMSO-d) delta 9.60 – 9.46 (m, 1H), 8.77 (s, 1H), 8.50 (t, J= 5.8 Hz, 1H), 8.25 – 8.18 (m, 1H), 7.66 (s, 1H), 7.56 – 7.50 (m, 2H), 7.50 – 7.42 (m, 1H), 7.32 (s, 1H), 7.27 – 7.19 (m, 1H), 7.19 – 7.08 (m, 1H), 5.61 (s, 2H), 4.33 (d, J= 5.7 Hz, 2H), 4.24 (d, J = 13.0 Hz, 2H), 3.98 (s, 2H), 3.94 – 3.88 (m, 1H), 3.33 – 3.22 (m, 1H), 3.10 – 2.97 (m, 2H), 2.86 and 2.85 and 2.82 and 2.81 (4s, 6H), 2.13 – 2.03 (m, 1H), 1.86 – 1.65 (m, 2H), 1.61 – 1.39 (m, 1H), 1.03 – 0.95 (m, 2H), 0.95 – 0.85 (m, 2H);19F NMR (282 MHz, DMSO-i) delta – 73.92 (TFA peak), -121.58; MS (ES+): 627.5 (M+1). Scheme 266 A suspension of 3-acetyl-l-(2-((2-((3-chloro-2-fluorobenzyl)amino)-2- oxoethyl)(isopropyl)amino)-2-oxoethyl)-lH-indole-5-carbonyl azide (129d) (75 mg, 0.14 mmol) in THF/Tol (24 mL, Ratio: 1 :2) was heated at reflux for 4h, cooled to room temperature and concentrated in vacuum to dryness. The residue obtained was dissolved in THF (20 mL) and ACN (10 mL) followed by the addition of cyclopropanamine (16.25 mg, 0.29 mmol) and triethylamine (0.060 mu^, 0.427 mmol). The reaction mixture was stirred at room temperature overnight, diluted with EtOAc (100 mL), washed with water (3x), dried, filtered and concentrated in vacuum. The residue was purified by column chromatography [silica (12 g), eluting with CMA80 in CHCb 0 to 40%] followed by preparative HPLC with water/ ACN to give 2-(3-acetyl-5-(3-cyclopropylureido)-lH-indol-l-yl)-N-(2-((3-chloro-2- fluorobenzyl)amino)-2-oxoethyl)-N-isopropylacetamide (129e) (6 mg, 10.79 mupiiotaomicron, 6% yield) as a white solid after lyophilization; NMR (300 MHz, DMSO-de) (a mixture of two rotamers) delta 8.84 – 8.13 (m, 4H), 7.60 – 6.90 (m, 5H), 6.27 (d, J = 2.3 Hz, 1H), 5.29 and 5.11 (2s, 2H), 4.66 – 4.50 and 4.28-4.20 (2m, 1H), 4.47 (d, J = 5.4 Hz) and 4.34 (d, J = 5.8 Hz) (2d, 2H), 4.17 and 3.84 (2s, 2H), 2.40 and 2.39 (2s, 3H), 1.24 (d, J = 6.3 Hz) and 1.00 (d, J = 6.8 Hz) (2d, 6H), 0.71 – 0.55 (m, 2H), 0.50 – 0.31 (m, 2H); 19F NMR (282 MHz, DMSO-d) delta -73.45 (TFA peak), -121.20, -121.82; MS (ES+); 578.5 (M+Na); MS (ES”): 554.5 (M-l).

50534-49-1 N,N-Dimethylpiperidin-3-amine 14459854, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; ZHANG, Weihe; VOGETI, Lakshminarayana; WU, Minwan; CHINTAREDDY, Venkat, R.; RAMAN, Krishnan; (479 pag.)WO2017/136395; (2017); 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.3970-68-1,4-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

3970-68-1, Step 2: (S)-1-Phenylethyl (R)-2-(4-hydroxy-4-methylpiperidin-1-yl)-2-phenylacetate To a solution of (S)-1-phenylethyl 2-bromo-2-phenylacetate (0.464 g, 1.45 mmol) in THF (8 mL) was added triethylamine (0.61 mL, 4.35 mmol), followed by tetrabutylammonium iodide (0.215 g, 0.58 mmol). The reaction mixture was stirred at room temperature for 5 minutes and then a solution of 4-methyl-4-hydroxypiperidine (0.251 g, 2.18 mmol) in THF (2 mL) was added. The mixture was stirred for 1 hour at room temperature and then it was heated at 55-60 C. (oil bath temperature) for 4 hours. The cooled reaction mixture was then diluted with ethyl acetate (30 mL), washed (H2O*2, brine), dried (MgSO4), filtered and concentrated. The residue was purified by silica gel chromatography (0-60% ethyl acetate-hexane) to provide first the (S,R)-isomer of the title compound (0.306 g, 60%) as a white solid and then the corresponding (S,S)-isomer (0.120 g, 23%), also as a white solid. (S,R)-isomer: 1H NMR (CD3OD) delta 7.51-7.45 (m, 2H), 7.41-7.25 (m, 8H), 5.85 (q, J=6.6 Hz, 1H), 4.05 (s, 1H), 2.56-2.45 (m, 2H), 2.41-2.29 (m, 2H), 1.71-1.49 (m, 4H), 1.38 (d, J=6.6 Hz, 3H), 1.18 (s, 3H). LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+. (S,S)-isomer: 1H NMR (CD3OD) delta 7.41-7.30 (m, 5H), 7.20-7.14 (m, 3H), 7.06-7.00 (m, 2H), 5.85 (q, J=6.6 Hz, 1H), 4.06 (s, 1H), 2.70-2.60 (m, 1H), 2.51 (dt, J=6.6, 3.3 Hz, 1H), 2.44-2.31 (m, 2H), 1.75-1.65 (m, 1H), 1.65-1.54 (m, 3H), 1.50 (d, J=6.8 Hz, 3H), 1.20 (s, 3H). LCMS: Anal. Calcd. for C22H27NO3: 353; found: 354 (M+H)+.

3970-68-1 4-Methylpiperidin-4-ol 15649174, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Bristol-Myers Squibb Company; US2009/202483; (2009); A1;; ; Patent; Bristol-Myers Squibb Company; US2010/80772; (2010); A1;,
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1454-53-1, Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1454-53-1, Preparation of 1-benzyl-4-trifluorornethanesulfonyloxy-1 , 2,5,6- tetrahvdro-rhoyridine-3-carboxylic acid ethyl ester; A solution of 15% sodium carbonate (6L) was prepared and to this was added ethyl N-benzyl-3-oxo-piperidine carbalphaxylate hydrochloride (1800 g, 6.06 mol). The slurry was allowed to stir for one hour at which time most of the solids had dissolved. To this was added MTBE (6L). The organic layer was removed and the aqueous layer was extracted twice more with MTBE (2 L each extraction). The combined organic layers were dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation giving an orange oil (1422 g, 90%). The oil was used without any further purification, To a room temperature suspension of sodium hydride (120 g, 3.0 mol) in diethyl ether (9 L) was added the free ethyl N-benzyl-3-oxo-piperidine carboxylate (711 g, 2.72 mol) as a solution in diethyl ether (1 L). Once the addition was complete the reaction mixture was allowed to stir at room temperature for one hour. Trifluoromethanesulfonic anhydride (460 mL, 2.72 mol) was then added carefully and the reaction mixture was allowed to stir overnight. The reaction was quenched with saturated ammonium chloride and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation giving 1-benzyl-4-trifluoromethanesulfonyloxy-1 ,2,5,6-tetrahydro- pyridine-3-carboxylic acid ethyl ester as an orange oil (940 g, 88%). The crude product was used without any further purification.

The synthetic route of 1454-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2008/120093; (2008); A1;,
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Piperidine | C5H11N – PubChem

203662-51-5, 4-Allyl-1-Boc-4-hydroxypiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

9.83 g of tert-butyl 4-allyl-4-hydroxy-1-piperidinecarboxylate was dissolved in 60 ml tetrahydrofuran/water (9:1), a solution (2.5 wt %, 2 ml) of osmium tetraoxide in tert-butyl alcohol and 6.68 g of N-methylmorpholine-N-oxide were added thereto, and the mixture was stirred at room temperature overnight. The reaction solution was evaporated, and the resulting residue was partitioned into ethyl acetate and water, washed with brine and dried over magnesium sulfate. After filtration, the solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give 9.11 g of tert-butyl 4-(2,3-dihydroxypropyl)-4-hydroxy-1-piperidinecarboxylate., 203662-51-5

As the paragraph descriping shows that 203662-51-5 is playing an increasingly important role.

Reference£º
Patent; Eisai Co., Ltd.; US6498159; (2002); B1;,
Piperidine – Wikipedia
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6457-49-4, 4-Piperidinemethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6457-49-4, 1.1 Synthesis of ^Hydroxymethyl-piperidine-i-carboxylic tert-butyl ester 1Og of 4-piperidine methanol was dissolved in 10OmIs of dichloromethane and the solution treated with 14.5mls of triethylamine under nitrogen. The mixture was cooled to O0C using an ice bath and stirred. 19g of boc anhydride was added portionwise to the mixture over 15 minutes. The reaction mixture was then stirred overnight allowing the whole to warm to RT. The reaction mixture was diluted with a further 30OmIs dichloromethane and washed with 1 N HCI(aq) (250ml) followed by a wash with brine before drying over anhydrous magnesium sulphate. The dried organics were filtered and evaporated to dryness to give 17.8g of colourless crystalline solid.1H-NMR (400MHz, CD3OD) OH 4.88(2H s) 4.08(1 H d), 3.39(1 H d), 1.70(1 H d), 1.60(1 H m), 1.44(9H s), 1.08(2H m)

6457-49-4 4-Piperidinemethanol 420771, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; VERNALIS (R & D) LIMITED; WO2008/38011; (2008); A1;,
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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.184637-48-7,tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,184637-48-7

[00585] To a stuffed solution of 2-[4-(3-fluoro-phenoxy)-phenoxy]-5-iodo-nicotinic acid methyl ester (1.50 g; 2.77 mmol; 1.00 eq.) in 1,4-dioxane (30.00 ml; 20.00 V) were added piperidin-3-yl-carbamic acid tert-butyl ester (0.72 g; 3.33 mmol; 1.20 eq.) and cesium carbonate (1.86 g; 5.55 mmol; 2.00 eq.) at RT under nitrogen atmosphere. The resulting reaction mixture was degassed with nitrogen for 20 mm and then treated with dicyclohexyl-(2?,6?-diisopropoxy-biphenyl-2-yl)-phosphane (0.07 g; 0.14 mmol; 0.05 eq.) andtris(dibenzylideneacetone)dipalladium(0) (0.26 g; 0.28 mmol; 0.10 eq.). The reaction mixture was heated in a sealed tube to 100 C for 16 h. Upon completion of the reaction (monitored by TLC), the reaction mixture was cooled to RT and filtered through Celite. The Celite was washed with EtOAc (50 mL). The filtrate was washed with water (lx 50 mL) and brine (1 x 20 mL), dried over sodium sulphate and concentrated under vacuum. The residue was purified by column chromatograpy over silica gel (60-120 mesh) by using (3:7) EtoAc:Pet ether as an eluent to afford tert-butoxycarbonylamino-6?- [4-(3-fluoro-phenoxy)-phenoxy] -3,4,5 ,6-tetrahydro-2H- [1,3?] bipyridinyl-5?-carboxylic acid methyl ester (1.20 g, 60.3 %) as a yellow solid. HPLC: 74.91 % purity. MS m/z = 538 [M+H]. ?H NMR (400 MHz, DMSO-d6) oe 8.04-8.02 (d, J= 4.3 Hz, 2H), 7.77-7.76 (d, J= 3.1 Hz, 1H), 7.43-7.37 (m, 1H), 7.09-7.06 (m, 4H), 6.97-6.91 (m, 2H), 6.86-6.79 (m, 2H), 3.8 (s, 3H), 3.54-3.48 (m, 3H), 2.74-2.59 (m, 2H), 1.8 1-1.72 (m, 1H), 1.6 (s, 1H),1.4 (s, 9H).

184637-48-7 tert-Butyl 3-aminopiperidine-1-carboxylate 545809, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK PATENT GMBH; QIU, Hui; CALDWELL, Richard D.; NEAGU, Constantin; MOCHALKIN, Igor; LIU-BUJALSKI, Lesley; JONES, Reinaldo; TATE, Devon; JOHNSON, Theresa L.; GARDBERG, Anna; WO2015/61247; (2015); A2;,
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38646-68-3, 4,4-Dimethylpiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

DIPEA (1 .93ml, 1 1 .1 mmol) was added to a solution of Tricyclo[3.3.1.13,7]decane-1 – carbonyl chloride (1 ) (1 g, 5.5mmol) and 4,4-dimethylpiperidine hydrochloride (4) (828mg, 5.5mmol) in DCM (10ml) and the solution stirred at room temperature for 4 hours. At this time, TLC [15:85 EA:hexane, 20muIota_ aliquot into MTBE:1 N HCI (400muIota_:400muIota_)] showed the formation of a single chemical. The solution was washed with 0.1 N HCI (30ml), saturated NaHC03 (30ml), dried (Na2S04), filtered and the solvents removed to give crude product which was further purified by FC on silica gel using 15:85 EA:hexane to give the desired product as a crystalline white solid.

38646-68-3, As the paragraph descriping shows that 38646-68-3 is playing an increasingly important role.

Reference£º
Patent; UNILEVER PLC; UNILEVER N.V.; CONOPCO, INC., D/B/A UNILEVER; AU, Van; HARICHIAN, Bijan; CLOUDSDALE, Ian Stuart; BAJOR, John Steven; DICKSON, Jr, John Kenneth; WO2014/139965; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem