Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.203662-51-5,4-Allyl-1-Boc-4-hydroxypiperidine,as a common compound, the synthetic route is as follows.

203662-51-5, tert-butyl (3RS)-3-hydroxy-1-oxa-8-azaspiro[4.5ldecane-8-carboxylate tert-butyl 4-allyl-4-hydroxypiperidine-1-carboxylate (1153 g, 4.8 mol) was dissolved in tert-butanol (10 L) and water (4 L). To the solution sodium periodate (1124 g, 5.3 mol, 1.1 eq) was added and the mixture was stirred at 50 0C for 30 minutes. At 50 0C a solution of Na2S2O5 (1007 g, 5.3 mol, 1.1 eq) in water (4.2 L) was added dropwise over 4 hours to the solution. After addition the reaction mixture was stirred for 7 hours at 50 0C and another 48 hours at RT. The mixture was transferred to an extraction vessel and the organic layer was separated from the aqueous layer. The aqueous layer was extracted (3x) with ethyl acetate. The organic layers were combined and washed with a saturated solution of Na2S2O3 (3x) to give a colorless solution. The solution was washed with brine and evaporated to give crude product (987 g, 80percent). The crude product was purified by flash chromatography (10-80percent EtOAc/Heptane) to give the title compound (287 g, 35percent). m/z 158 (MH+ minus Boc).

The synthetic route of 203662-51-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; LONG, Scott Allen; MEYERS, Marvin Jay; PELC, Matthew James; SCHWEITZER, Barbara Ann; THORARENSEN, Atli; WANG, Lijuan Jane; WO2010/58318; (2010); 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.184637-48-7,tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Example 10: Intermediate 10.1 : 3-Amino-l,l-bis-[3-(3-methoxy-phenyl)-propyl]-piperidinium chloride hydrochloride Piperidin-3-yl-carbamic acid tert-butyl ester (110 mg, 0.55 mmol) and l-(3-Bromo-propyl)-3-methoxy- benzene (320 mg, 1.4 mmol), potassium carbonate (100 mg, 0.72 mmol) and sodium iodide (150 mg, 1 mmol) are dissolved in acetonitril (2 ml) and stirred at reflux overnight and purified by preparative HPLC-MS (MeOH/H20 + 0.1percent TFA). The residue is dissolved in dichloromethane (1 ml) and TFA (1 ml), stirred at room temperature for 1 h and concentrated in vacuo. The residue is dissolved in acetonitril, 1M HCI (1 ml) is added and evaporated. LC (method L): tR = 1.02 min; Mass spectrum (ESI+): m/z = 397 [M]+.

184637-48-7, The synthetic route of 184637-48-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WIEDENMAYER, Dieter; HAMPRECHT, Dieter; HECKEL, Armin; WO2015/18754; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

184637-48-7, tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 93; 1 ,1-Dimethylethyl ri-(2-amino-6-chloro-4-pyrimidinyl)-3-piperidinyllcarbamate; 2-Amino-4,6-dichloropyrimidine (3.33 g, 20.30 mmol) was added to a stirring mixture of 3- Lambda/-Boc-aminopiperidine (4.28 g, 21.4 mmol) and K2CO3 (2.95 g, 21.4 mmol) in ethanol (50 ml_). The reaction was refluxed for 1 hour. HPLC indicated complete conversion. Water (50 ml.) was slowly added to the hot mixture, which was then allowed to cool to room temperature with stirring. The precipitated product was collected by filtration and washed with 1 :1 ethanohwater (50 ml.) and dried to afford the title compound (5.98 g) as a white powder. LC-MS (ES) m/z = 328 [M+H]+.

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

Reference£º
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BLACKLEDGE, Charles, William; BRADY, Gerald, Patrick; FENG, Yanhoug, G.; GRANT, Seth, W.; MEDINA, Jesus, Rahul; MILLER, William, H.; ROMERIL, Stuart, P.; WO2010/59658; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1312412-87-5, tert-Butyl 3-bromo-2,4-dioxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step iv: tert-butyl 2-amino-4-oxo-6,7-dihvdrothiazolo[5,4-clpyridine-5(4H)-carboxylate To a 50 mL round bottom flask, were added tert-butyl 3-bromo-2,4-dioxopiperidine-l- carboxylate (1 g, 0.0034 mol), thiourea (0.287 g, 0.0038 mol), sodium bicarbonate (0.317 g, 0.0038 mol) and ethanol (15 mL). The reaction mixture was stirred at 80 C for 2.5 h. The volatiles were evaporated under reduced pressure to get residue. The residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain the title compound [0.7 g, 76 %]. NMR (300 MHz, CDsOD): delta 4.05 (t, 2H), 2.83 (t, 2H), 1.52 (s, 9H)., 1312412-87-5

The synthetic route of 1312412-87-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; KOTRABASAIAH UJJINAMATADA, Ravi; HOSAHALLI, Subramanya; BEJUGAM, Mallesham; WO2015/101928; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

143900-44-1, (S)-tert-Butyl 3-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred mixture of 3-iodo-lH-pyrazolo[3,4-d]pyrimidin-4-amine (5.9 g, 22.6 mmol, 1.00 equiv), (S)-tert-butyl 3-hydroxypiperidine-l -carboxylate (lOg, 50 mmol, 2.2 equiv) and triphenylphosphine (1 1.8g, 45 mmol, 2.0 equiv) in tetrahydrofuran (300 mL) at 10 C was added a solution of diisopropyl azodicarboxylate in tetrahydrofuran (30 mL) dropwise in 30 min. The resulting mixture was stirred at room temperature for 12 h and then concentrated under vacuum. The residue was purified on a silica gel column eluted with dichloromethane/methanol (100/1) to give 3g of (R)-tert-butyl 3-(4-amino-3-iodo-lH- pyrazolo[3,4-d]pyrimidin-l-yl)piperidine-l-carboxylate as a yellow solid.

143900-44-1, 143900-44-1 (S)-tert-Butyl 3-hydroxypiperidine-1-carboxylate 1514399, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; PRINCIPIA BIOPHARMA INC.; OWENS, Tim; VERNER, Erik; WO2014/39899; (2014); 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.256411-39-9,1-Boc-4-(Cyanomethyl)piperidine,as a common compound, the synthetic route is as follows.

256411-39-9, t-BuOK (3 g, 26.7 mmol) was added portionwisely to a solution of tert-butyl 4-(cyanomethyl)piperidine-1-carboxylate (1 g, 4.46 mmol) in DMF (40 mL) at 510 C. After addition, the mixture was stirred for 30 min. A solution of ethyl formate (2 g, 26.7 mmol) in DMF (10 mL) was added dropwise. Then the mixture was allowed to warm to RT and stirred at 35 C. for 12 h (overnight). 10 mL of water was added to quench the reaction. The solvent was removed under reduced pressure. 100 mL of water was added and extracted with EA (20 mL¡Á2). The combined organic phases were dried over Na2SO4, filtered and concentrated to give 1 g (90%) of desired product as a yellow solid. 1H NMR (400 MHz, CDCl3-d1) delta 8.88 (br s, 1H), 4.16-4.08 (m, 2H), 2.84-2.64 (m, 2H), 1.81-1.62 (m, 2H), 1.57-1.38 (m, 2H), 1.46 (s, 9H), 1.31-1.23 (m, 1H). MS (ESI) m/e [M+23]+ 275.1

The synthetic route of 256411-39-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wang, Zhiwei; Guo, Yunhang; US2015/5277; (2015); 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.620611-27-0,tert-Butyl 4-(aminomethyl)-4-fluoropiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,620611-27-0

[Reference Example 4] Synthesis of 4-fluoro-4-({[5-(methoxycarbonyl)benzimidazol-2-yl]amino}methyl)piperidinecarboxylic acid tert-butyl ester 4-(Aminomethyl)-4-fluoropiperidinecarboxylic acidtert-butyl ester (3.23 g, 13.9 mmol) was dissolved in acetonitrile (50 ml). A solution of thiocarbonyldiimidazole (2.73 g, 15.3 mmol) and triethylamine (4.27 ml, 30.6 mmol) in acetonitrile (20 ml) was then added dropwise at 0C of a period of 3 minutes. After stirring at room temperature for 1 hour, 3,4-diaminobenzoic acid methyl ester dihydrochloride (3.66 g, 15.3 mmol) was added to the reaction mixture, and the mixture was stirred at 50C for 5.5 hours. Diisopropylcarbodiimide (0.32 ml, 15.3 mmol) was further added and the mixture was stirred overnight at 50C. Saturated brine was added to the obtained reaction mixture, extraction was performed with ethyl acetate (200 ml), and the organic layer was dried overnight over anhydrous sodium sulfate. After filtration with a desiccant (anhydrous sodium sulfate) and concentration of the filtrate, the obtained brown oil was purified by silica gel column chromatography (CH2Cl2/MeOH = 49:1 ? 19:1) to obtain 4-fluoro-4-({[5-(methoxycarbonyl)benzimidazol-2-yl]amino}methyl)piperidinecarboxylic acid tert-butyl ester. The yield was 0.838 g (60%). 1H-NMR (270 MHz, CDCl3): delta1.43-1.95(m,5H), 1.45(s,9H), 3.06(brt,2H,J=11.3Hz), 3.50(s,3H), 3.67(d,2H,J=21.6Hz), 3.83-3.96(m,2H), 3.90(s,2H), 7.28(d,1H,J=8.4Hz), 7.81(dd,1H,J=1.6,8.4Hz), 7.90(brs,1H).

The synthetic route of 620611-27-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TEIJIN LIMITED; EP1505067; (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.159874-38-1,Benzyl 4-(ethylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Method B; Preparation of ter/-butyl 4-{2-[ethyl(piperidin-4-yl)amino]-2-oxoethyl}piperazine-l- carboxylate.; Step 1: Preparation of tert-buty 4-{2-[{l-[(benzyloxy)carbonyl]piperidin-4-yl}(ethyl)amino]-2-oxoethyl}piperazine-l-carboxylate.; Diisopropylethylamine (1.3 ml) was added to a slurry of [4-(tert- butoxycarbonyl)piperazin-l-yl]acetic acid dihydrate (1.12g) [154478-71-6] in dichloromethane (16 ml) followed by HATU (1.82g) and the mixture was stirred under argon for 30 minutes. A solution of benzyl 4-(ethylarnino)piperidine-l-carboxylate (1.05g) [159874-38-1] in dichloromethane (4 ml) was added and the mixture was stirred for 24 hours, then diluted with dichloromethane (25 ml), washed consecutively with 2M NaOH (2×20 ml) and brine (1×20 ml) and dried. The solvent was evaporated and the residue was purified on a 4Og silica column eluted with a solvent gradient made up of ethyl acetate to 5% methanol: ethyl acetate. The yellow oil obtained was used directly in the next stage, LC-MS M+H 489 plus a HATU derived impurity M+H 175.1H NMR (CDCl3): 1.12 (3H, m), 1.44 (9H, s), 1.54-1.74 (8H, m), 2.48 (4H, d), 3.19-3.38 (4H, m), 3.44 (4H, d), 4.30 (IH, m), 5.14 (2H, s). 7.36 (5H, s)., 159874-38-1

159874-38-1 Benzyl 4-(ethylamino)piperidine-1-carboxylate 23369962, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/67385; (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.163271-08-7,tert-Butyl (4-methylpiperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.,163271-08-7

Preparation of tert-butyl (l-(5-(3-cvano-6-hydroxypyrazolorL5-a1pyridin- 4-yl)pyridin-2-yl)-4-methylpiperidin-4-yl)carbamate. To a solution of 4-(6-fluoropyridin-3- yl)-6-hydroxypyrazolo[l,5-a]pyridine-3-carbonitrile (Intermediate P66; 3.0 g, 9.44 mmol) and tert-butyl 4-methylpiperidin-4-ylcarbamate (2.83 mg, 13.2 mmol) in DMSO (12 mL) was added DIEA (4.93 mL, 28.3 mmol). The reaction was stirred 16 h at 90C. After cooling to ambient temperature, the reaction mixture was diluted into water and acidified to pH 5 using a 10% citric acid solution and stirred for 15 min at ambient temperature. The suspension was filtered and the precipitate was rinsed with water. The isolated solids were dissolved in 4: 1 DCM:IPA and dried over anhydrous Na2S04(S), filtered and concentrated in vacuo. The residue was purified using silica chromatography (5-75% EtOAc in DCM) to afford the title compound (assumed theoretical yield, 4.23 g) in sufficient purity for step 2. MS (apci) m/z= 449.3 (M+H)

The synthetic route of 163271-08-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (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.336191-17-4,tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate,as a common compound, the synthetic route is as follows.

[00139] Step 1) A mixture of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (Intermediate 10, 1.00 g, 4.16 mmol), 4-fluoropyridine hydrochloride (Intermediate 15, 614 mg, 4.60 mmol) and K2CO3 (1.74 g, 12.6 mmol) in MeCN (80 mL) was heated at 80C overnight before cooling to rt and concentration in vacuo. The residue was partitioned between EtOAc and H2O, the organic phase was washed with brine, dried (MgSO4), and concentrated in vacuo. (0324) Purification by gradient flash chromatography, eluting with 0-100% solvent B in DCM (where solvent B is 7N NH3 in MeOH / DCM, 1:9) yielded tert-butyl 8-(pyridin-4-yl)-2,8- diazaspiro[4.5]decane-2-carboxylate (610 mg, 1.92 mmol) as a brown, viscous oil. (0325) LCMS (Method B): m/z 318.2 (ES+), at 1.36 min. (0326) 1H NMR: (400 MHz, CD3OD) delta: 1.46 (s, 9H), 1.63-1.68 (m, 4H), 1.81-1.85 (m, 2H), 3.23 (s 2H), 3.36-3.54 (m, 6H), 6.82-6.83 (m, 2H), 8.07-8.09 (m, 2H)., 336191-17-4

As the paragraph descriping shows that 336191-17-4 is playing an increasingly important role.

Reference£º
Patent; HEPTARES THERAPEUTICS LIMITED; BUCKNELL, Sarah Joanne; CHRISTOPHER, John Andrew; CONGREVE, Miles Stuart; DEFLORIAN, Francesca; PICKWORTH, Mark; MASON, Jonathan Stephen; (201 pag.)WO2018/178938; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem