Tag: M.W:200-300

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

72551-53-2, A mixture of 2,3-pyridinediamine (321 mg, 2.95 mmol), ethyl l-benzyl-3- piperidinecarboxylate (CAS: 72551-53-2; 850 mg, 2.98 mmol) and polyphosphoric acid (5 mL) was stirred at 180 C for 16 h. Then the mixture was cooled to rt. Water was added and the mixture was stirred at 50 C until it became homogeneous. This mixture was then cooled to room temperature and aqueous NaOH (3N) was added until pH = 8 was reached. Then EtOAc was added and the organic layer was separated, dried over Na2S04, filtered and the filtrate was evaporated in vacuo. The resultant oil was purified by flash column chromatography (silica; 7M solution of ammonia in MeOH in EtOAc 0/100 to 10/90). The desired fractions were concentrated in vacuo to yield intermediate 29 as yellow oil (430 mg, 50% yield).

As the paragraph descriping shows that 72551-53-2 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose, Manuel; TRABANCO-SUAREZ, Andres, Avelino; MARTINEZ VITURRO, Carlos, Manuel; TRESADERN, Gary, John; ALCAZAR-VACA, Manuel, Jesus; (126 pag.)WO2018/109198; (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.10315-06-7,Methyl 1-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

B. Synthesis of l-benzylpiperidine-4-carboxylic acid hydrochloride; [0096] Methyl l-benzylpiperidine-4-carboxylate (11.6 g, 50 mmol) was refluxed with 6N HCl (140ml) overnight. The reaction mixture was concentrated to remove water. The residue compound (l-benzylpiperidine-4-carboxylic acid hydrochloride, 12 g) was obtained by heating and drying under vacuum in the oven.

10315-06-7, 10315-06-7 Methyl 1-benzylpiperidine-4-carboxylate 11436222, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; NEUROMED PHARMACEUTICALS LTD.; WO2008/31227; (2008); 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.141943-04-6,1-Benzylpiperidine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Triethylamine (0.38 ml, 2.73 mmol) and diphenylphosphoryl azide (0.692 g, 2.52 mmol) were added to a solution of 1-benzyl-3-piperidinecarboxylic acid (0.501 g, 2.28 mmol) in toluene (10 ml), and the resulting mixture was stirred for 2 hours with heating under reflux. The solvent was distilled off under reduced pressure and a solution of the resulting residue in tert-butanol (10 ml) was stirred for 4 hours with heating under reflux. The solvent was distilled off under reduced pressure and a 1N-aqueous sodium hydroxide solution was added to the residue, followed by extraction with ethyl acetate (three times). The extract solution was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by a silica gel chromatography (eluent: hexane/ethyl acetate = 5/1) to obtain tert-butyl 1-benzyl-3-piperidinylcarbamate (0.475 g, 72%).

141943-04-6, The synthetic route of 141943-04-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1403255; (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.1062580-52-2,(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride,as a common compound, the synthetic route is as follows.

(3R,4R)-N,4-dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride 234g (0.79 mol), 3000 ml of purified water was added to a 5 L reaction flask.177 g (1.61 mol) of potassium carbonate was added thereto with stirring, and then 150 g (0.79 mol) of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine was added thereto, and the mixture was heated to 98-102 C to stir the reaction.After reacting for 10 h, the temperature was lowered to 20-25 C, stirred for 4 h, filtered, and washed with 750 ml of purified water.Drying at 60-65 C to give an off-white solid ((3R,4R)-1-benzyl-4-methyl-piperidin-3-yl)-methyl-(2-Chloro-7H-pyrido[2,3-d]pyrimidin-4-yl)amine 276.1 g, yield 93.6%., 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Hunan Tiandi Hengyi Pharmaceutical Co., Ltd.; Wang Hengxin; Zeng Weiqiang; Cheng Xueqing; (6 pag.)CN108640923; (2018); 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.122860-33-7,Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 2:Oxalyl chloride (9.4 g; 74 mmol) is dissolved in DCM (55 ml) and cooled to -78C. DMSO (7.5ml; 106 mmol) is added dropwise and the mixture is stirred for 15 min at -78C. In a separateflask, 4a3 (13 g; 53 mmol) is dissolved in DCM (55 ml) and added dropwise to the first flask viacannula. Once the addition is finished, the mixture is stirred at -55C for 15 min. The reactionmixture is cooled to -78C and a solution of triethylamine (22 ml; 158 mmol) in DCM (28 ml) isadded dropwise to the reation mixture via cannula. The mixture is stirred for 1 hat -78C then15 min at ooc and 30 min at RT. The reaction is neutralized with 11 ml of AcOH and dilutedwith 100 ml of DCM and 100 ml of water. The layers are separated and the aqueous layer isextracted with DCM (2 x 100 ml). The combined organic layers are washed with brine, driedover MgS04, filtered and concentrated. Purification by Combiflash (120 g column, 0-50%EtOAc/Hex) gives 4a4., 122860-33-7

As the paragraph descriping shows that 122860-33-7 is playing an increasingly important role.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; THIBEAULT, Carl; RANCOURT, Jean; BEAULIEU, Pierre L.; DECOR, Anne; GRAND-MAITRE, Chantal; KUHN, Cyrille; VILLEMURE, Elisia; LEBLANC, Melissa; LACOSTE, Jean-Eric; MOREAU, Benoit; JOLICOEUR, Eric; SURPRENANT, Simon; HUCKE, Oliver; WO2014/70976; (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.888952-55-4,Methyl 1-Boc-3-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

To a 0 C. stirred solution of Intermediate 54 (1.17 g, 4.56 mmol) in dry THF (20 ml) was added LiAlH4 (1.0 M in THF, 9.11 ml, 9.11 mmol) dropwise and the reaction was allowed to warm to room temperature. Upon completion as indicated by TLC, the reaction was carefully quenched with saturated NH4Cl and EtOAc was added. The layers were separated, the aqueous layer was extracted with EtOAc (3×15 ml) and the organic extracts were combined. The organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure to yield 0.844 g (42.1%) of 3-hydroxymethyl-3-methyl-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 55). 1H NMR (400 MHz, CDCl3) delta ppm 0.9 (s, 3 H), 1.3 (m, 2 H), 1.5 (s, 9 H), 1.5 (m, 3 H), 2.9 (s, 1 H), 3.1 (s, 1 H), 3.5 (d, J=11.5 Hz, 1 H), 3.8 (m, 2 H)., 888952-55-4

The synthetic route of 888952-55-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WARNER-LAMBERT COMPANY LLC; US2006/116376; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

683233-14-9,683233-14-9, (R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed tert-butyl (2R)-2-(aminomethyl)piperidine-l-carboxylate (2.5 g, 11.7 mmol, 1 eq.), DCM (50 mL) and Et ;N (1.78 g, 17.6 mmol, 1.5 eq.). The solution was stirred and cooled to 0 C. Trifluoroacetyl 2,2,2-trifluoroacetate (2.94 g, 14 mmol, 1.2 eq.) was added dropwise. The resulting solution was warmed to rt and stirred for 30 min. The resulting solution was washed with brine (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by flash silica gel column with pure petroleum ether increasing to ethyl acetate :petroleum ether (1:3). This resulted in 3.20 g of tert-butyl (2R)-2-[(trifluoroacetamido)methyl]piperidine-l- carboxylate as a white solid.

The synthetic route of 683233-14-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (302 pag.)WO2019/99582; (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.170921-48-9,8-Benzyl-1,3,8-triazaspiro[4.5]decan-4-one,as a common compound, the synthetic route is as follows.

Example 73 (racscis)-8-(2-Hydroxy-2-phenyl-cyclohexy1)-1-(3-methyl-butyl)-1, 3, 8-triaza- spiro [4.5] decan-4-one; a) 8-Benzyl-1- (3-methyl-butyl)-1, 3, 8-triaza-spiro [4. 5 decan-4-one; To a solution of 100 mg (0.408 mmol) 8-benzyl-1, 3,8-triaza-spiro [4, 5] decan-4-one (m. p. 164-166 C) and 0.062 ml (49.2 mg, 0.571 mmol) isovaleraldehyde in 3 ml 1,2- dichloroethane were added 130 mg (0.611 mmol) sodium triacetoxyborohydride and the mixture stirred at ambient temperature for 16 h. Then the reaction mixture was quenched with 10 ml saturated aqueous NaHC03-solution and extracted with dichloromethane. The organic extracts were washed with brine, dried over Na2SOj, filtered and evaporated: 128 mg 8-benzyl-1- (3-methyl-butyl)-1, 3,8-triaza- spiro [4. 5] decan-4-one as colourless crystals : m. p. 139-140 C, MS (ISP): 316.4 MH+., 170921-48-9

As the paragraph descriping shows that 170921-48-9 is playing an increasingly important role.

Reference：
Patent; F.HOFFMANN-LA ROCHE AG; WO2005/40166; (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.118133-15-6,1-(Ethoxycarbonyl)piperidine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 1-22 Synthesis of 1-ethoxycarbonylpiperidine-4-carboxylic acid-(1S)-(1-formyl-2-phenyl)ethylamide (Compound No. 1-22): 50 ml of a chloroform solution containing 0.84 g (4.17 mmol) of 1-ethoxycarbonylpiperidine-4-carboxylic acid synthesised in Reference Example 1-5 was cooled in an ice bath containing sodium chloride. 0.61 ml (4.36 mmol) of triethylamine and 0.38 ml (3.97 mmol) of ethyl chlorocarbonate were successively added to the above solution. After stirring for 30 minutes, a chloroform solution containing 0.6 g (3.97 mmol) of (2S)-2-amino-3-phenylpropanol synthesised in Reference Example 1-48 was added to the above prepared reaction mixture. The reaction mixture was stirred for one hour at -10C and further stirred overnight at room temperature. The reaction mixture was washed successively with a 1 N hydrochloric acid solution, a saturated aqueous solution of sodium chloride, a saturated aqueous solution of sodium hydrogencarbonate and then a saturated aqueous solution of sodium chloride. The solvent was distilled away under reduced pressure. The residue thus obtained was crystallized in isopropyl ether and then the crystals were separated by filtration. 0.95 g (2.84 mmol) of the thus obtained crystals was dissolved in 10 ml of dimethyl sulfoxide, 1.60 ml (11.4 mmol) of triethylamine was added thereto. Furthermore, 10 ml of a dimethyl sulfoxide solution in which 1.81 g (11.4 mmol) of pyridine sulfur trioxide was added dropwise to the above reaction mixture. After stirring for one hour, the reaction mixture was poured into 10 ml of iced water and extracted with ethyl acetate. The extract layer was washed successively with a 10% cirtic acid solution, a saturated aqueous solution of sodium chloride, a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride. The resultant organic extract layer was dried over anhydrous sodium sulfate and the solvent was distilled away under reduced pressure. The residue thus obtained was chromatographed on a silica gel column for purification, whereby 0.53 g of the captioned Compound No. 1-22 was obtained as crystals in a yield of 41%., 118133-15-6

118133-15-6 1-(Ethoxycarbonyl)piperidine-4-carboxylic acid 6618886, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; FUJIREBIO Inc.; EP520336; (1992); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118133-15-6, 1-(Ethoxycarbonyl)piperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 29 STR60 A solution of 0.67 g of ethyl chloroformate in 2 ml of tetrahydrofuran was added to a solution of 1.01 g of ethyl 4-carboxypiperidine-1-carboxylate and 0.72 g of triethylamine in 20 ml of tetrahydrofuran at -10 to -5 C., and the mixture was stirred for 30 minutes. The resultant crystalline precipitate was filtered off, the filtrate was added to a solution of 0.57 g of sodium borohydride in 10 ml of water with ice cooling over 30 minutes, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was made acidic with 1N hydrochloric acid with ice cooling and then extracted with ether. The ether layer was washed in sequence with water, saturated aqueous solution of sodium hydrogen carbonate and saturated aqueous solution of sodium chloride, then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography. Elution with a hexane-ethyl acetate (1:1 v/v) mixture gave 0.69 g of ethyl 4-hydroxymethylpiperidine-1-carboxylate NMR (CDCl3) delta: 0.88~1.42 (1H, br), 1.30 (3H, t, J=7.0 Hz), 1.42~2.00 (5H, m), 2.77 (2H, dt, J=12.0, 3.0 Hz), 3.52 (2H, d, J=6.0 Hz), 4.15 (2H, q, J=7.0 Hz), 4.00~4.36 (2H, m) MS: m/z 187 (M+) STR61, 118133-15-6

The synthetic route of 118133-15-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US4987132; (1991); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem