Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.147611-03-8,tert-Butyl 7-azaspiro[3.5]nonan-2-ylcarbamate,as a common compound, the synthetic route is as follows.

4-{[(Imidazo[1,2-a]pyridine-6-carbonyl)-amino]-methyl}-benzenesulfonyl chloride (450 mg, 0.13 mmol) was added to a mixture of (7-aza-spiro[3.5]non-2-yl)-carbamic acid tert-butyl ester (47.8 mg, 0.19 mmol) and triethyl amine (0.09 ml,, 0.64 mmol) in methylene chloride (2 mL). The reaction mixture was stirred at rt for 24 h and then concentrated to dryness under vacuum to give the crude title product. The residue was purified by preparative HPLC (column: Gemini-NX, 3x 10 cm, 10 um, detection: UV 254 nm; mobile phase A: H2O containing 0.1% NuH4OmicronEta, mobile phase B: Acetonitrile; flow rate: 60 mL/min, gradient: 0-1 min 5% B, 1-10 min.5-50% B, 10-11 min 50% B, 11-11.2 min.50-95% B, 11.2-13 min.95% B, 13-13.2 min 95-5% B, 13.2-15 min.5% B), then by preparative chiral SFC to remove a small amount of contaminating [7-(3-{[(imidazo[ 1 ,2-a]pyridine-6-carbonyl)-amino]-methyl}-benzenesulfonyl)-7-aza-spiro[3.5]non-2-yl]-carbamic acid tert-butyl ester (Column: Lux Cellulose-3, 3 x 25 cm, 5 um; detection: UV 254 nm, mobile phase A: CO2, mobile phase B: MeOH containing 01 % NH4OH; flow rate: 200 mL/min; gradient: isocratic, A:B = 75:25). Isolation and concentration of the appropriate fractions afforded the desired product as a white solid (31 mg, 42%). 1H NMR (400 MHz, DMSO-d6) delta 9.21 (t,J = 6.0 Hz.1H).9.17 (s, 1H), 8.07 (s, 1H), 7.73-7.65 (m,4H), 7.63 (d,./=9.5 Hz, 1H), 7.58 (d,J= 8.1 Hz, 2H), 7.01 (d,J=7.8 Hz, 1 H), 4.61 (d,./ = 5.9 Hz, 2H), 3.88-3.77 (m, 1H), 2.86 (t,./= 5.4 Hz, 2H), 2.78 (t,./= 5.3 Hz, 2H), 1.98-1.88 (m, 3H), 1.60-1.47 (m, 5H), 133 (s, 9H) LC/MS (Method K, ESI): RT = 4.11 min, m/z= 554.2 [M + H]+

147611-03-8, As the paragraph descriping shows that 147611-03-8 is playing an increasingly important role.

Reference：
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

710972-40-0,710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-(2- methoxy-ethylamino)-piperidine-l-carboxylic acid tert-butyl ester (425mg) stirring in anhydrous acetonitrile (10 ml) was added benzyl bromide (215 mul), followed by potassium carbonate (340 mg) and the reaction mixture heated to reflux for 12 hours. The reaction mixture was cooled and diluted with dichloromethane (30 ml), washed with water, brine and dried (MgSO4). The solvents were removed in vacuo to give a residue which was purified by silica flash chromatography to give 4-[benzyl- (2-methoxy-ethyl)-amino]-piperidine- 1-carboxylic acid tert-butyl ester as a white solid (484 mg).

As the paragraph descriping shows that 710972-40-0 is playing an increasingly important role.

Reference：
Patent; PIRAMED LIMITED; WO2007/122410; (2007); A1;,
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 the suspension of 6-bromopicolinic acid (scheme 8-32 compound S1, 606 mg, 3.0mmol) in DCM (15.0mL), a catalytic amount of DMF was added, followed by dropwise addition of oxalyl chloride (495 mg, 3.9mmol, 0.34mL) at 0 C. The reaction mixture was warmed up to rt and kept stirring for additional 1 h. The volatiles were evaporated and the remaining material was dissolved in DCM (15.0 mL). The solution was cooled in an ice bath. To the solution, tert-butyl (S)-3-(aminomethyl)piperidine-1-carboxylate (535 mg, 2.5mmol) was added, followed by addition of TEA. The mixture was stirred overnight and quenched with saturated NaHCO3. The two layers are separated and the organic phase was dried over MgSO4, filtered and concentrated. The residue was purified to afford the title compound (900 mg). LC (method A): tR = 2.21min. LC/MS (EI) m/z: [M + H]+ 398.34, 400.37

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; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,61995-20-8

To a solution of PPh3CH3Br (230 g, 0.64 mol) in THF (0.8 L) is added a solution of n- BuLi (240 mL, 0.6 mol) at 0C under N2. The mixture is stirred at 0C for 1 h then R-7 (100 g, 0.43 mol) in THF (0.8 L) is added to the reaction mixture at 0C. The mixture is allowed to warm to ambient temperature, stirred for 1 h, then poured into H20 and extracted with EtOAc. The organic layers are washed with brine, dried with Na2S04, concentrated and purified by flash chromatography (Si02, Hep to 25%EtOAc in Hep) to give compound R-8 (45 g, 45%). To a solution of R-8 (20.0 g, 86 mmol) in 1,4-dioxane (200 mL) is added Zn-Cu (33.2 g, 259 mmol) at rt under N2. Trichloroacetyl chloride (31.4 g, 173 mmol) in 1,4-dioxane (200 mL) is added. The mixture is allowed to warm to rt and stirred for 2 days. The mixture is treated with aqueous NaHCC>3 and extracted with EtOAc. The organic layers are washed with brine, dried with Na2S04, concentrated and purified by flash chromatography (Si02, Hep to 25 EtOAc in Hep) to give R-9 (11 g, 34%).

As the paragraph descriping shows that 61995-20-8 is playing an increasingly important role.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg; BERRY, Angela; BOSANAC, Todd; BURKE, Michael, J.; DISALVO, Darren; MAO, Can; MAO, Wang; SHEN, Yue; WO2015/116485; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

495414-81-8,495414-81-8, 1-tert-Butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(Cyanomethyl)piperidine-1,4-dicarboxylic acid O1-terf-butyl O4-ethyl ester (1.80 g, 6.07 mmol) and ammonia water (2.00 mL) were dissolved in methanol (40.00 mL), then added with Raney nickel (1.80 g) in nitrogen atmosphere. The reaction system was vacuumed, displaced with nitrogen gas three times and with hydrogen gas three times. The reaction mixture was stirred under hydrogen atmosphere (50 psi) at 60 C for 15 hours. TLC showed that new products appeared and the raw materials were completely consumed. The reaction solution was filtered with methanol (20 mL), concentrated, added with water (20 mL) and extracted with ethyl acetate (25 mL) three times. The combined organic phases were dried over anhydrous sodium sulfate (1 g) and concentrated to give compound 8C. 1HNMR (400MHz, deuterated chloroform) delta = 6.01 (br s, 1H), 3.99 (br s, 2H), 3.35 (t, J=6.8 Hz, 2H), 2.99 (br t, J=11.3 Hz, 2H), 2.13 – 2.01 (m, 2H), 1.91 – 1.79 (m, 2H), 1.46 (s, 11H).

The synthetic route of 495414-81-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Medshine Discovery Inc.; LIU, Xile; DING, Charles Z.; CHEN, Shuhui; WU, Lingyun; HU, Lihong; WAN, Haiwen; (118 pag.)EP3567030; (2019); 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.109384-19-2,tert-Butyl 4-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Fluorobenzonitrile (3. 0G) was dissolved in THF (50ML) and then N-tert-butoxy-carbonyl- 4-piperidinol (4.98g) was added. Potassium hexamethyldisilazide (20% wt solution in THF, 24.62g) was then added dropwise and the reaction stirred at rt for 2h. The reaction mixture was then evaporated to a minimum, redissolved in EtOAc (100 ML) and washed with aqueous 1N HCI (2X100 ML), saturated sodium bicarbonate solution (2X100M1) and brine (100 ML). The organic layer was dried (MGS04) and then purified by chromatography [silica gel, step gradient 0-60% EtOAc/Hexane]. Fractions containing the required product were evaporated to give the title compound (D29) as a clear oil which crystallised on standing (6. 83G).1 H NMR delta (CDCI3) : 7.59 (2H, d, J=7. 50HZ), 6.95 (2H, d, J=7. 50HZ), 4.44 (1 H, m), 3.70 (2H, m), 3.38 (2H, m), 1.91 (2H, m), 1.77 (2H, m), 1.47 (9H, s)., 109384-19-2

109384-19-2 tert-Butyl 4-hydroxypiperidine-1-carboxylate 643502, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXO GROUP LIMITED; WO2004/37800; (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.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[0171] To a flask added 5-bromo-4-fluoro-2-benzofuran-1(3H)-one (0.10 g, 0.43 mmol) palladium(II)acetate (0.097 g,0.043 mmol), triethylamine (0.12 mL, 0.88 mmol) and tent-butyl 4-ethyenylpiperidine-1-carboxylate (0.27 g, 1.2 mmol);the resulting mixture was then dissolved in DMF (15 mL) and heated in an oil bath at 130 C for 2 h. The flask was cooledto room temperature, diluted with EtOAc and washed with saturated sodium bicarbonate and water, then dried (Na2SO4),filtered and adsorbed into silica gel. MPLC (hexanes/EtOAc = 1/1) purification provided tert-butyl 4-[(E)-2-(4-fluoro-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethenyl]piperidine-1-carboxylate. LC/MS: [(M+2)]+ =233., 180307-56-6

As the paragraph descriping shows that 180307-56-6 is playing an increasingly important role.

Reference：
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.923009-50-1,tert-Butyl 1-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate,as a common compound, the synthetic route is as follows.

923009-50-1, Preparation 45: tert-butyl 2-[bis(4-fluorophenyl)methyl]-1-oxo-2,7-diazaspiro[4,5]decane-7-carboxylate (P45)To a solution of ferf-butyl l-oxo-2,7-diazaspiro[4.5]decane-7-carboxylate (p44, 150 mg, 0.589 mmol) in dry DM F (2 mL) was added NaH (60 % dispersion in mineral oil, 28.27 mg, 0.7 mmol) followed by addition of l-[chloro(4-fluorophenyl)methyl]-4-fluorobenzene (0.121 m L, 0.648 mmol). The mixture was heated at 100 C overnight, then cooled down to RT and the solvent was removed under vacuum. The residue was dissolved in ethyl acetate and washed with water. Organic phase was dried and concentrated under reduced pressure. Crude material was purified by FC on silica gel (eluent: Cy to Cy/EA to 70/30) affording ferf-butyl 2-[bis(4-fluorophenyl)methyl]-l-oxo-2,7-diazaspiro[4.5]decane-7- carboxylate (p45, 80 mg, y= 30%) as white solid.MS (ES) (m/z): 457.2 [M+H]+.

As the paragraph descriping shows that 923009-50-1 is playing an increasingly important role.

Reference：
Patent; SHIRE INTERNATIONAL GMBH; SEMERARO, Teresa; TARSI, Luca; MICHELI, Fabrizio; LUKER, Tim; CREMONESI, Susanna; (122 pag.)WO2016/42451; (2016); 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

A suspension of METHYL-PIPERIDIN-4-YL-CARBAMIC acid tert-butyl ester (3.57 g, 16.7 MMOL), NAHCO3 (6.7 g, 79 MMOL), Nal (1.5 g, 10 MMOL) and 1- (2-chloro-ethyl)-3- (2, 6-DIMETHYL-PYRIDIN-4-YL)-UREA (Example D1, 2.14 g 9.4 MMOL) in THF (30 mL) is stirred at 50°C for 14 days. The mixture is quenched with NA2CO3 (50 mL) and extracted with CH2CI2 (5 X 50 mL). The organic extracts are washed with sat. aq. NA2CO3 (30 mL), dried (NA2SO4), filtered and evaporated. The residue is purified by FC to provide the title compound., 108612-54-0

The synthetic route of 108612-54-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2005/30209; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

936130-82-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.936130-82-4,Methyl 4-(piperidin-4-yl)benzoate hydrochloride,as a common compound, the synthetic route is as follows.

A solution of methyl 4-(piperidin-4-yl)benzoate, HCl (1.279 g, 5 mmol), N-ethyl-N-propan-2-ylpropan-2-amine (3.49 mL, 20.00 mmol) and 1-bromo-2-methoxyethane (0.470 mL, 5.00 mmol) in dichloromethane (10 mL) was heated at 40 C. or 18 h. A few drops of DMF were added to aid solubility. The reaction mixture was cooled, diluted with DCM (30 ml) and washed with water (2×30 ml) and saturated sodium chloride solution (30 ml). This was dried over MgSO4, filtered and evaporated to dryness. The crude product was purified by silica column chromatography, eluting with a gradient of 0 to 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(1-(2-methoxyethyl)piperidin-4-yl)benzoate (0.723 g, 52.1%) as a colourless oil. 1H NMR (399.9 MHz, CDCl3) delta 1.75 (1H, t), 1.81-1.90 (3H, m), 2.09-2.15 (2H, m), 2.55 (1H, q), 2.60-2.63 (2H, m), 3.08-3.11 (2H, m), 3.37 (3H, s), 3.53-3.56 (2H, m), 3.89-3.90 (3H, m), 7.27-7.31 (2H, m), 7.95-7.98 (2H, m). MS: m/z 278 (MH+).

As the paragraph descriping shows that 936130-82-4 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem