Day: December 14, 2020

625471-18-3, (S)-tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-(2-chloro-5-ethylpyrimidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-6-carbonitrile (0.26 g, 707 umol, 1.00 eq), tert-butyl (S)-3-aminopiperidine-1-carboxylate (170 mg, 848 umol, 1.20 eq), Pd2(dba)3 (64.7 mg, 70.7 umol, 0.10 eq), BINAP (44.0 mg, 70.7 umol, 0.10 eq) and Cs2CO3 (461 mg, 1.41 mmol, 2.00 eq) in dioxane (10 mL) was degassed and purged with N2 for 3 times, and then the mixture was stirred at 120C for 5 hrs under N2 atmosphere. TLC (Petroleum ether: EtOAc = 1: 1, Rf = 0.24) and HPLC indicated one major new spot with larger polarity was detected. The reaction mixture was added silicone to remove Pd2(dba)3 (64.7 mg, 70.7 umol, 0.10 eq), the mixture was stirred 30 mins then was filtered and the solvent was concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (Petroleum ether: EOAc = 1: 1). tert-butyl (3S)-3-((4-(6-cyano-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-5-ethylpyrimidin-2-yl)amino)piperidine-1-carboxylate (0.15 g, 282 umol, 40percent yield) was obtained as red oil.

625471-18-3, 625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; MARINEAU, Jason, J.; ZAHLER, Robert; CIBLAT, Stephane; WINTER, Dana, K.; KABRO, Anzhelika; ROY, Stephanie; SCHMIDT, Darby; CHUAQUI, Claudio; MALOJCIC, Goran; PIRAS, Henri; WHITMORE, Kenneth, Matthew; LUND, Kate-Iyn; SINKO, Bill; SPROTT, Kevin; (418 pag.)WO2018/13867; (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.255051-14-0,4-(2-(Trifluoromethyl)phenyl)piperidine hydrochloride,as a common compound, the synthetic route is as follows.

255051-14-0, Example 4: Preparation of ( 6-Fluoro- [1,2,4] triazolo [4, 3-a]pyridin-3- (trifluoromethyl)phenyl)piperidin-1-yl>methanone Step B: To a solution of ethyl 6-fluoro- [1, 2, 4] triazolo [4, 3- a]pyridine-3-carboxylate (0.100 g, 0.478 mmol) in THF (5 mL) was added a solution of LiOH hydrate (0.040 g, 0.956 mmol) in 0 (2 mL) . The mixture stirred for 20 minutes and was then acidified to pH 6 with 2 N HC1 followed by subsequent concentration under reduced pressure. The resulting residue was added to a mixture of 4-(2- (trifluoromethyl) henyl) iperidine hydrochloride (5, 0.127 g, 0.478 mmol) , benzotriazole-l-yl-oxy-tris- (dimethylamino) -phosphonium hexafluorophosphate (0.423 g, 0.956 mmol), i-Pr2NEt (0.185 g, 1.43 ntmol) in DMF (4 mL) . The mixture stirred at ambient temperature for 16 hours and was then poured into 0 and extracted with EtOAc (30 mL) . The organic layer was washed with brine (2 x 30 raL) , dried over Na;SO , filtered, and concentrated under reduced pressure. The resulting residue was chromatographed over silica gel (0-50% E CAc in hexar.ee) and freeze dried to give ( 6-fluoro- [ 1 , 2,4] triazolo [4, 3- a]pyridin-3-yl ) ( 4- ( 2- (trifluoromethyl) henyl) piperidin-l- yDmethanone as a white solid (0.101 g, 53%); mp 168-170 C; NMR (300 MHz, CDCli) 8 9.18 (s, 1H) , 7.88 (m, 1H) , 7.66 (d, J = 7.5 Hz, 1H , 7.55-7.30 (m, 4H) , 5.76 (m, 1H) , 4.99 (m, 1H) , 3.40-3.30 (m, 2H) , 2.98 (m, 1H) , 2.03-1.76 (m, 4H) ; MS (ESI+ ) ra/z 393 [M>H] * .

As the paragraph descriping shows that 255051-14-0 is playing an increasingly important role.

Reference£º
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; PETRUKHIN, Konstantin; CIOFFI, Christopher; JOHNSON, Graham; DOBRI, Nicoleta; FREEMAN, Emily; CHEN, Ping; CONLON, Michael; ZHU, Lei; WO2014/152013; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

136624-42-5, 4-Amino-1-benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

STEP B: 4-Amino-1 -benzylpiperidine-4-carboxamide To a solution of 4-amino-1 -benzylpiperidine-4-carbonitrile (6.15 g, 28.6 mmol) in DCM (70 mL) at -5C was added 95-97% sulfuric acid (50 mL). The reaction mixture was stirred at 0 to 5C overnight and the organic layer was discarded. The resulting mixture was poured onto crushed ice (1000 mL) and the pH adjusted to pH 9 with aqueous 5N NaOH, keeping the temperature below 10C. The resulting mixture was partitioned between water and EtOAc (3 x 500 mL). The organic phase was dried over MgS04, filtered and concentrated in vacuo to yield a residue. The residue was purified by flash chromatography (silica gel, 5% MeOH in DCM) to yield 2-(4-bromophenyl)-1 ,3- diazaspiro[4.4]non-1 -en-4-one (5.06 g, 76%). 1 H NMR (300 MHz, CDCI3) delta ppm 1 .29 – 1 .57 (m, 4 H), 2.14 – 2.39 (m, 4 H), 2.71 – 2.84 (m, 2 H), 3.55 (s, 2 H), 5.41 (br. s., 1 H), 7.20 – 7.38 (m, 5 H), 7.45 (br. s., 1 H); MS m/z 234 (M+H)+.

136624-42-5, 136624-42-5 4-Amino-1-benzylpiperidine-4-carbonitrile 10680206, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BIGNAN, Gilles C.; CONNOLLY, Peter J.; LU, Tianbao L.; PARKER, Michael H.; LUDOVICI, Donald; MEYER, Christophe; MEERPOEL, Lieven; SMANS, Karine; ROCABOY, Christian; WO2014/39769; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

177-11-7, 1,4-Dioxa-8-azaspiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 2,6-dimethylbenzoic acid (2.5Og, 16.6mmol) in DCM (90ml) was added HOBT (2.29g, 16.6mmol), WSCDI (3.8Og, 19.9mmol), N-methylmorpholine (3.66ml, 33mmol) and 1 ,4- dioxa-8-azaspiro(4.5)decane (2.38g, 16.6mmol). This was stirred for 16h at RT and then the reaction was quenched by adding 1M aqueous sodium hydroxide solution (20ml). The organic layer was separated, dried over magnesium sulfate and then evaporated to leave an orange oil. Purification by column chromatography (silica, eluting with MeOH in DCM 0 – 2%) afforded the title compound as a colourless oil (3.6Og, 79%). LRMS: m/z APCI+276 [MH+]., 177-11-7

As the paragraph descriping shows that 177-11-7 is playing an increasingly important role.

Reference£º
Patent; PFIZER LIMITED; WO2007/116313; (2007); 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.21987-29-1,4,4-Difluoropiperidine,as a common compound, the synthetic route is as follows.

Synthesis of methyl (3R)-4-[6-(4,4-difluoropiperidin-l-yl)-2-(methylsulfanyl)pyrimidin- 4-yl]-3-methylmorpholine: Into a 40-mL microwave and maintained with an inert atmosphere of nitrogen, was placed (3R)-4-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]-3-methylmorpholine (1 g, 3.85 mmol, 1 equiv), 4,4-difluoropiperidine (932.7 mg, 7.70 mmol, 2.0 equiv), Pd2(dba)3 (352.5 mg, 0.38 mmol, 0.10 equiv), XantPhos (445.5 mg, 0.77 mmol, 0.20 equiv), Cs2C03 (2.5 g, 7.70 mmol, 2.00 equiv), dioxane(10 ml). The resulting solution was stirred for 1 hr at 90 ¡ãC. The solids were filtered out. The combined organic layer was concentrated. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :3). This resulted in 180 mg (13.57 percent) of (3R)-4-[6-(4,4-difluoropiperidin- l-yl)-2-(methylsulfanyl)pyrimidin-4-yl]-3- methylmorpholine as a white solid. LC-MS-BLV-CY-232-2: (ES, m/z): 345 [M+H]+. H-NMR- BLV-CY-232-2: (300 MHz, d6-DMSO, ppm): delta 5.73 (s, 1H), 4.42-4.31 (m, 1H), 3.97-3.87 (m, 2H), 3.71-3.68 (m, 5H), 3.56 (dd, 7 = 11.4, 2.9 Hz, 1H), 3.41 (td, 7 = 11.8, 2.8 Hz, 1H), 3.04 (td, 7 = 12.8, 3.6 Hz, 1H), 2.38 (s, 3H), 2.02-1.89 (m, 4H), 1.13 (d, 7 = 6.7 Hz, 3H)., 21987-29-1

The synthetic route of 21987-29-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BLUEVALLEY PHARMACEUTICAL LLC; LI, Xiang; (99 pag.)WO2019/50889; (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.148763-41-1,Methyl N-Boc-piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Step-1: Preparation of intermediate-43a; To a stirred solution of intermediate 42 (750 mg, 3.08 mmol) in THF (10 mL) was added a solution of lithium aluminum hydride in THF (1 M in THF, 2.16 mL) at 0 C. The reaction mass was stirred at 0 C. for 2 h. The reaction mass was quenched with sodium sulfate decahydrate. The reaction mass was filtered through a bed of celite and washed with ethyl acetate. The filtrate was evaporated to dryness. The residue was purified by flash column chromatography to afford intermediate 43a (660 mg, >99%)., 148763-41-1

The synthetic route of 148763-41-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; H. LUNDBECK A/S; US2011/92475; (2011); 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.92235-39-7,(S)-tert-Butyl (2-oxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

92235-39-7, A. Preparation of 1,1-dimethylethyl [(3S)-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-2-oxo-3-piperidinyl]carbamate. Lithium bis(trimethylsilyl)amide (1 N in THF, 18.9 mL, 18.9 mmol) in THF (9 mL) was added dropwise over 35 min to a solution of 1,1-dimethylethyl ((3S)-2-oxo-3-piperidinyl)carbamate (2.0 g, 9.3 mmol) in THF (160 mL) stirring at ambient temperature under argon. After stirring at ambient temperature for 15 min the reaction was cooled to 0 C. and a solution of 1-(bromoacetyl)pyrrolidine (2.0 g, 10.4 mmol) in THF (27 mL) was then added over 60 min. After stirring at 0 C. for 2 h, the reaction was quenched with 10% KHSO4 and transferred to a separatory funnel with ethyl acetate. The mixture was washed with 10% KHSO4 and brine, dried over magnesium sulfate and concentrated in vacuo to afford 4.0 g of crude product. Column chromatography (silica, acetonitrile) afforded 1,1-dimethylethyl [(3S)-1-[2-oxo-2-(1-pyrrolidinyl)ethyl]-2-oxo-3-piperidinyl]carbamate (2.0 g, 66%): 1H-NMR (CDCl3) delta 5.36 (m, 1H), 4.14 (d, J=14.1 Hz, 1H), 4.00 (m, 1 H), 3.71 (d, J=14.1 Hz, 1 H), 3.41-3.24 (m, 6 H), 2.31 (m, 1 H), 1.91-1.70 (m, 6 H), 1.61 (m, 1 H), 1.42 (s, 9 H); 13C-NMR (CDCl3) delta 170.0, 165.6, 155.6, 79.0, 51.5, 49.3, 48.6, 45.6, 45.5, 28.1, 27.6, 25.9, 23.8, 20.6.

The synthetic route of 92235-39-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Stein, Philip D.; O’Connor, Stephen P.; Shi, Yan; Li, Chi; US2002/25957; (2002); 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.135634-18-3,(2,4-Difluorophenyl)(piperidin-4-yl)methanone oxime hydrochloride,as a common compound, the synthetic route is as follows.

Potassium hydroxide (27 g) was added to 600 mL of methanol and added(2,4-difluorophenyl) – (4-piperidinyl) methanone oxime hydrochloride (55 g)Heating reaction for about 2.5 hours. Cold to room temperature, add appropriate amount of anhydrous MgSO4, stirring about 1h. The filtrate was concentrated under reduced pressure. Join500 mL of acetone, stirred at room temperature for about 0.5 h, filtered, the filtrate stirred into the hydrochloric acid to pH = 2 ~ 3, filter, dry, white solidBody 35g. The methanol content is 0.4%.

135634-18-3, The synthetic route of 135634-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Beijing Pharmaceutical Group Co., Ltd.; Wang Qichang; Liu Moyi; Liu Qingliang; Zou Jiang; Yang Yan; (9 pag.)CN106831742; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.324769-03-1,(3S,5R)-1-Benzyl-3,5-dimethylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Phenyllithium in diisopropyl ether (2 M, 34.5 mL, 690 mmol) was added dropwise to a stirred solution of (3R,5S)-1-benzyl-3,5-dimethylpiperidin-4-one, from preparation 14 (10.0 g, 46 mmol) in anhydrous diethyl ether (150 mL) at -78 C. The mixture was stirred for a further 30 minutes at -78 C., before saturated aqueous ammonium chloride solution (10 mL) was added and the mixture was allowed to warm to room temperature. The organic layer was separated, washed with water (3¡Á200 mL) and dried over sodium sulfate, and then filtered. The solvent was then evaporated to give the crude (3R,4s,5S)-1-benzyl-3,5-dimethyl-4-phenylpiperidin-4-ol (12.8 g) as a white solid. The crude compound was >95% pure by 1H NMR and used directly in preparation 21. LC-MS (ESI+): 296 (M+H); 11H NMR (400 MHz, CD3OD) delta 0.51 (d, 6H), 2.18 (m, 2H), 2.30 (m, 2H), 2.42 (m, 2H), 3.6 (s, 2H), 7.15 (m, 1H), 7.35 (m, 9H)., 324769-03-1

As the paragraph descriping shows that 324769-03-1 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc; US2005/176772; (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.1022150-11-3,(R)-tert-Butyl 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Compound (IV) (Pgi = Pg2 = Boc) (2.93 g, 5 mmol) was dissolved in MeOH (15 ml), then 33% HC1 (3 ml) was added, and the reaction mass was heated at 50C for 4 st with intensive stirring (note: a foam is forming during the reaction due to isolation of gaseous by-products). After completion of the reaction the resulting solution was cooled to room temperature and evaporated to dryness (note: the vapor contains HC1). Saturated Na2CO3 solution (5 ml) was added to the dry residue and the mixture was extracted with EtOAc (3 x 10 ml). The extract was dried over Na2SO4 and evaporated in vacuum. Yield 1.89 g (98%), white amorphous mass., 1022150-11-3

As the paragraph descriping shows that 1022150-11-3 is playing an increasingly important role.

Reference£º
Patent; LATVIAN INSTITUTE OF ORGANIC SYNTHESIS; LEBEDEVS, Antons; PONOMARJOVS, Jurijs; VARACEVA, Larisa; CERNAKS, Dmitrijs; CERNOBROVIJS, Aleksandrs; LAVRINOVICS, Edvards; (15 pag.)WO2017/39425; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem