Month: March 2022

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.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

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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

To a solution of ammonium chloride (5.7 g, 105.6 mmol) and potassium cyanide (6.9 mg, 105.6 mmol) in water (155 mL) was added 1-benzyl-4-piperidone (5 g, 26.4 mmol) and the mixture was stirred for 6 days. It was cooled to 0 C. and pH was adjusted to 11 by adding K2CO3. The reaction mixture was extracted with ethyl acetate three times. The combined organic layer was dried over MgSO4, filtered and evaporated to give the oil (5 g), which was a mixture of the desired aminonitrile, cyanohydrin and starting ketone. The crude mixture was used in next step without further purification. 1H NMR (400 MHz, CDCl3) delta 7.36-7.25 (m, 5H), 2.77-2.74 (m, 2H), 2.48-2.31 (m, 4H), 2.13-2.08 (m, 2H), 1.81-1.74 (m, 2H).

3612-20-2, As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; Cumbre Inc.; US2005/277633; (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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Appropriate benzaldehyde (10 mmol) was dissolved in ethanol(20 mL). Sodium metabisulfite (15 mmol) in 5 mL water was addedin portion over 5 min. The reaction mixture was stirred at roomtemperature for 1 h and subsequently stirred at 4?C overnight.The precipitate formed was filtered and dried to afford sodiumbisulfite adducts (55-90%)., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Yoon, Yeong Keng; Ali, Mohamed Ashraf; Wei, Ang Chee; Choon, Tan Soo; Khaw, Kooi-Yeong; Murugaiyah, Vikneswaran; Osman, Hasnah; Masand, Vijay H.; Bioorganic Chemistry; vol. 49; (2013); p. 33 – 39;,
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

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

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

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-cyclopropyl-N-(2-methylpiperidin-4-yl)-1,2-oxazole-3- carboxamide hydrochloride (920 mg, 3.22 mmol) in DCM (40ml) was added DIPEA (3.37ml, 19.3 mmol) followed by benzyl 4-[(chlorosulfonyl)methyl]piperidine-1- carboxylate (1175 mg, 3.54 mmol) as a solution in DCM (10ml) and the reaction was left at rt overnight. The reaction was diluted with DCM (100ml) and washed with water (50ml) and brine (50ml). The combined aqueous layers were back-extracted with EtOAc (2x25ml). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by Isolera over SiO2 (100g), dry loaded and eluted with a gradient of EtOAc in heptane from 12 to 100% then with a gradient of MeOH in EtOAc from 0 to 20% to yield 0.92 g (47%) of sulfonamide as a white solid. TLC (2.5% MeOH in DCM), rf:0.30. 1H NMR (500 MHz, Chloroform-d) 7.40- 7.28 (m, 5H), 6.77 (d, J = 7.4 Hz, 1H), 6.32 (s, 1H), 5.12 (s, 2H), 4.20 (ddt, J = 16.0, 7.7, 4.5 Hz, 3H), 3.76- 3.63 (m, 2H), 3.21 (ddd, J = 13.5, 7.4, 3.8 Hz, 1H), 2.83 (hept, J = 6.4 Hz, 4H), 2.24- 1.90 (m, 6H), 1.79- 1.69 (m, 2H), 1.44 (d, J = 6.9 Hz, 3H), 1.33- 1.22 (m, 2H), 1.16- 1.09 (m, 2H), 1.01 – 0.96 (m, 2H). LCMS analysis (METCR1673 Generic 2 minutes), 100%, 1.38 min, [MH]+.=545.00.

1211587-42-6, The synthetic route of 1211587-42-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (2016); 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.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