Tag: M.W:200-300

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.

A flask was charged with triphosgene (1.73 g, 5.82 mmol, 0.70 equiv), DCM (60 mL), and HFIP (2.80 g, 16.7 mmol, 2.00 equiv) under nitrogen. DIPEA (4.28 g, 33.2 mmol, 4.00 equiv) was added at 0 C, and then the reaction mixture was allowed to stir for 2 h at rt. tert-Butyl 1,8-diazaspiro[4.5]decane-1-carboxylate (2.00 g, 8.32 mmol, 1.00 equiv) was added and the mixture was stirred overnight. The mixture was then quenched with water (50 mL), extracted with DCM (2 x 80 mL) and the organic layers were combined, washed with brine (2 x 50 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The residue was chromatographed on a silica gel column with EtOAc/petroleum ether (1/5) to provide 2.56 g (71% yield) of 1 -(tert-butyl) 8-(1,1,1,3,3,3 -hexafluoropropan-2-yl) 1,8- diazaspiro[4.5]decane-1,8-dicarboxylate as a yellow solid. LCMS (ESI, m/z): 435 [M+H]., 885279-92-5

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.; GRICE, Cheryl A.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; (150 pag.)WO2018/93949; (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.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

EXAMPLE 1 Preparation of N-acetyl-4-piperidineacetaldehyde A 55 percent dispersion of sodium hydride in mineral oil containing 3.24 g. of a 55percent dispersion of sodium hydride in mineral oil was washed with three 50 ml portions of dry pentane and then the sodium hydride was suspended in 100 ml of anhydrous 1,2-dimethoxyethane (to be referred to hereinafter as DME). 16.58 g. of triethylphosphonoacetate in 50 ml of anhydrous DME were added to the sodium hydride suspension under a nitrogen atmosphere slowly with stirring and cooling to about 0° C. After the addition had been completed, the ice bath was removed and the mixture stirred for an additional hour at ambient temperature. The ice bath was then replaced and a solution of 10 g. of N-benzoyl-4-piperidone in 25 ml of anhydrous DME was added in dropwise fashion with stirring. After this addition had been completed, the ice bath was again removed and stirring continued for about three hours. Excess solvents were removed in vacuo from the reaction mixture. About 100 ml of an ice-water mixture were added. The resulting aqueous mixture was extracted with three 100 ml portions of ether, and the ether extracts separated, combined and dried. Removal of the ether therefrom in vacuo yielded a residue comprising N-benzoyl-4-(carbethoxymethylene) piperidine formed in the above reaction. Recrystallization of the residue from hexane yielded about 11.7 g. of colorless prisms of N-benzoyl-4-(carbethoxymethylene) piperidine melting at about 102°-103° C. N-benzoyl-4-(carbethoxymethylene) piperidine thus prepared had the following physical characteristics. Boiling point = 178°-180° C. at 0.03 mm Hg. nmr (CDCL3): delta1.28 (5, 3), 2.38 (broad m, 2), 3.05 (broad m, 2), 3.67 (broad m, 4), 4.18 (q, 2), 5.78 (broad s, 1), 7.41 (s,5). ir (KBr): 1715, 1660, 1620 cm-1. Anal: Calcd. for C16 H19 NO3: C, 70.31; H, 7.01; N, 5.13. Found: C, 70.42; H, 7.10; N, 5.07.

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

Reference：
Patent; Princeton University; US3989691; (1976); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

140645-24-5, (S)-3-(Aminomethyl)-1-N-Boc-piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S)-tert-hv&y 3-(aminomethyl)piperidine-l-carboxylate (500 mg,2.33 mmol) in CH2CI2 at -10 C was added triethylamine (650 uL, 4.66 mmol) followed by the dropwise addition of 2-methoxyethyl chloroformate (325 uL, 2.79 mmol). The reaction was warmed to room temperature and quenched with water. The aqueous layer was extracted with CH2CI2, and the combined extracts were dried over MgSCU, filtered, and evaporated. Purification via silica gel chromatography using 0 to 10%) EtOAc in CH2CI2 afforded 2-methoxyethyl ((iS)-l-(tert-butoxycarbonyl)piperidin-3-yl)methylcarbamate (496 mg, 67%). LC/MS: m/z 317.3 (M+H)+ at 2.56 min (10%-99% CH3CN (0.035% TFA)/H20 (0.05% TFA)). [001522] 2-Methoxyethyl ((i?)-piperidin-3-yl)methylcarbamate

140645-24-5, 140645-24-5 (S)-3-(Aminomethyl)-1-N-Boc-piperidine 1502022, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (2006); 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.221874-51-7,(R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

2-oxo-piperidin-3-yl carbamate (R)-tert-butyl (642 mg, 3.00 mmol) N, sodium hydride at room temperature to N- dimethylformamide (3 mL) solution of (132mg, 3.3 mmol) It was added. The reaction mixture was stirred for 30 minutes, iodomethane (206muL, 3.3 mmol) was added and stirring was continued for 1 hour. The reaction mixture was poured into water (50 mL), using the continuous extraction apparatus overnight, and extracted with EtOAc (100mL). The organic extract was evaporated to dryness under vacuum, the residue of the crude SiO2 chromatography (23g, CH2Cl2 / MeOH / NH4OH, 100: 0: 0 ~ 94: 5.7: 0.3) was purified by on, to give 1-methyl-2-oxo-piperidin-3-yl carbamic acid (R) -tert- butyl 310mg (45%) as a viscous oil colorless., 221874-51-7

221874-51-7 (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate 45092193, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; F.HOFFMANN-LA ROCHE AG; HENDRICKS, ROBERT THAN; HERMANN, JOHANNES CORNELIUS; KONDRU, RAMA K; LOU, YAN; LYNCH, STEPHEN M; OWENS, TIMOTHY D; SOTH, MICHAEL; (50 pag.)JP5667692; (2015); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

39514-19-7, Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3A 3-Oxo-piperidine-1,4-dicarboxylic Acid 1-tert-butyl Ester 4-ethyl Ester A mixture of commercially available ethyl-N-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride (Aldrich, 75.4 g, 0.25 mol), di-t-butyl dicarbonate (58.5 g, 0.27 mol), Et3N (36 mL, 0.26 mol), and Pd(OH)2/C (7.5 g, 50percent in H2O) in 660 mL EtOH was put under 60 psi of H2 and was shaken for 25 min. The mixture was then filtered and the filtrate was concentrated under reduced pressure to provide the title compound which was used in the next step without further purification. MS (DCl/NH3) m/z 272 (M+H)+.

39514-19-7, As the paragraph descriping shows that 39514-19-7 is playing an increasingly important role.

Reference：
Patent; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R.; US2005/101602; (2005); 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.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

EXAMPLE 5. PREPARATION OF HEMI FUMARATE OF 3-BENZYL-S^-DIAZASPIRO[S-S]UNDECANEThis Example illustrates the preparation of the hemi fumarate of 3-benzyl-3,9- diazaspiro [5.5]undecane :Crude 3-benzyl-3,9-diazaspiro[5.5]undecane (72.1 g, 0.295 mol) (from Example 4) is suspended in wo-propanol (200 mL) and heated at 65 0C under nitrogen to form a clear Solution B. Fumaric acid (17. Ig, 0.147 mol) is suspended in wo-propanol (190 mL) and reflux to form a clear Solution A. Solution A is added to Solution B in one portion while stirring under nitrogen. The resulting clear solution becomes cloudy in a minute and more precipitate forms. The heat bath is removed and resulting mixture is stirred overnight under nitrogen. The mixture is filtered under nitrogen and washed with small amount of wo-propanol (-60 mL). The product is dried under high vacuum to give the title compound as a white loose powder. 74.5 g (yield 83.5%, and overall yield in 76%). LC-MS (M+l) 245.12; Rtau = 1.54 min. 1H NMR (CD3OD) 1.60-1.72 (m, 8H), 2.50-2.60 (m, 4H), 3.10-3.16 (m, 4H), 3.64 (s, 2H), 6.64 (s, IH), 7.26-7.38 (m, 5H).

189333-49-1, As the paragraph descriping shows that 189333-49-1 is playing an increasingly important role.

Reference：
Patent; NEUROGEN CORPORATION; XU, Yuelian; XIE, Linghong; HAN, Bingsong; MAYNARD, George D.; CHENARD, Bertrand, L.; STAAB, Andrew J.; WO2009/97405; (2009); 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.

62718-31-4, Benzylprotection of 1 to give 5 was achieved in 70-80% yield by reductive amination with benzaldehyde and sodium triacetoxyborohydride as the reducing agent in DCM as the solvent. Dehydration to the cyano compound 6 was performed under the same conditions as given for the preparation of 3. Subsequently, compound 6 was reacted with either benzylmagnesiumchloride or phenylmagnesiumchloride at rt overnight, followed by hydrolysis with 2M sulfuric acid to give the ketones 7 and 8, respectively, which were reductively aminated with benzylamine in ethanol in the presence of Pd/C (10%) at 3bar hydrogen pressure overnight in yields of 60-80% to the templates 9 and 10, respectively, which were used as racemates in the following synthetic steps. c) To a solution of l-benzyl-4-cyano-piperidine (9.3 g) in THF (90 ml) was added a solution of benzylmagnesiumchloride (1. 3 M in THF, 57 ml ; Fluka) at rt. Copper bromide was added (150 mg) and the reaction mixture was warmed to 60C for 8 h. The mixture was quenched by the addition of water (10 ml) and 15% sulfuric acid (65 ml) and stirring continued for 30 min. The THF was evaporated and 15% sodium hydroxide solution was added until the pH of the aqueous phase reached 8. The product was extracted with ether (2 x) to give crude material (10.8 g) which was purified by bulb-to-bulb destillation to give l- (l-benzyl- piperidin-4-yl)-2-phenyl-ethanone (5.1 g) as a colorless, viscous liquid.

62718-31-4 1-Benzylpiperidine-4-carbonitrile 793383, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2004/2483; (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.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Step1 : Ethyl5-benzovl-4, 5, 6, 7-tetrahvdrothienor3, 2-clpvridine-2-carboxylate :; To a stirred dry DMF (7.3 g, 100 mmol), POCI3 (12.25 g, 80 mmol) was slowly added between 0°C to 5° C. After the addition the solidified mass was dissolved in CH2CI2 (20 ml) and stirred at room temperature for 2 hrs. Again the temperature was cooled to 0°C and 1-benzoyl-4-piperidone in CH2CI2 was added slowly. After the addition the reaction mixture was stirred at room temperature for 2 hrs and poured over crushed ice and sodium acetate. It was stirred for 30 minutes at room temperature. Extracted with CH2CI2 ; washed well with water; dired over anhydrous MgS04 and concentrated. The crude product was dissolved in CH2CI2 and ethylmercaptoacetae (9.6 g, 80 mmol)/Et3N (10.1 g, 100 mmol) was added slowly at room temperature. The reaction mixture was refluxed for 2 hrs and quenched with water. CH2CI2 layer was washed well with water; dried over anhydrous MgS04 ; filtered and concentrated. The product was purified by Si02 column chromatography by eluting it with 50percent ethylacetae ; hexane. Yellow oil ; Yield : 6.4 gms (25percent); M+H 316., 24686-78-0

The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WYETH; WO2003/93279; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

914988-10-6, tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (21 g, 93.6 mmol) in DCM (200 mL) at 0 C was added triethylamine (17 mL, 121 mmol), N,N-dimethylpyridin-4- amine (2.3 g, 18.7 mmol) and trifluoromethanesulfonic anhydride (20.4 mL, 121 mmol). The reaction was stirred at room temperature for 6 h. DCM (100 mL) was added and washed with water (200 mL), brine (200 mL). The organic layer was dried over anhydrous Na2SO4, filteredand concentrated in vacuo. The crude residue was purified by silica gel chromatography (petroleum ether / EtOAc = 3 : 1) to give the title compound (20 g, 60%) as a yellow solid. ?H NMR (400 IVIFIz, DMSO-d6) 4.26 (s, 2H), 3.62 – 3.56 (m, 2H), 2.73 – 2.62 (m, 2H), 1.42 (s, 9H)., 914988-10-6

As the paragraph descriping shows that 914988-10-6 is playing an increasingly important role.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy M.; WAI, John; LAI, Kwong Wah; WANG, Fei; CHEN, Kevin X.; (351 pag.)WO2017/205538; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

712353-75-8,712353-75-8, 1-(4-Methoxybenzyl)piperidine-2,4-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of methyl 3-amino, 5-phenylthiophene 2- carboxylate (459mg, 1.96mmol) and 1- (4-Methoxy-benzyl)- piperidine-2,4-dione (457mg, 1. 96MMOL) at 21, under N2, was treated with dibutyltin dichloride (29mg, 0.098mmol, 5mol%) followed after 5min with phenylsilane (266DOL, 233mg, 2.15mmol, L. leq). The HETEROGENOUS mixture was stirred for 18h at 21 when a clear solution resulted. The reaction was left a further 5H, then evaporated to a thick oil (1.27g). The crude material was purified over silica using (Hexanes : CH2CL2 : EtOAc = 1: 1 : 1) as eluent to deliver 3- [1- (4-METHOXY-BENZYL)-2-OXO-PIPERIDIN-4-YLAMINO]-5- (1- methyl-hexa-1, 3,5-trienyl)-thiophene-2-carboxylic acid methyl ester as a yellow foam (432mg, 49%) (300MHz, CDCl3) 1.8-1.9(m, 1H), 2.25-2. 44 (m, 1H), 2.95 (dd, J = 1. 5Hz, J = 3. 9OHZ, 1H), 3.98 (dd, J = 1. 5Hz, J = 3. 9OHZ, 1H), 3.22-3. 40 (m, 4H), 3.80 (s, 3H), 3.33 (s, 3H), 3.85- 3.93 (m, 1H), 4.08 (m, 2H), 6.81 (s, 1H), 6.85-6. 9 (m, 2H), 7.20-7. 24 (m, 2H), 7. 36-7. 42 (m, 3H), 7.59-7. 61 (m, 2H).

As the paragraph descriping shows that 712353-75-8 is playing an increasingly important role.

Reference：
Patent; VIROCHEM PHARMA INC.; WO2004/52885; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem