New learning discoveries about 3612-20-2

3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,3612-20-2

STEP A: 4-Amino-1 -benzylpiperidine-4-carbonitrile To a solution of ammonium chloride (17.3 g, 323 mmol) in water (200 mL) was added successively aqueous 25% ammonia (25 mL, 332 mmol) and 1 -benzylpiperidin-4-one (1 1 .43 g, 60 mmol). The resulting mixture was stirred at room temperature for 20 min and sodium cyanide (14.7 g, 300 mmol) was added in portions over 15 min. After stirring for 1 day, the reaction mixture was partitioned between water (200 mL) and DCM (2 x 200 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, 50% EtOAc/heptanes to 100% EtOAc) to yield 4-amino-1 -benzylpiperidine-4- carbonitrile (6.15 g, 47%). 1 H NMR (300 MHz, CDCI3) delta ppm 1 .69 – 1 .86 (m, 4 H), 2.00 (dt, J=13.1 , 2.1 Hz, 2 H), 2.27 – 2.45 (m, 2 H), 2.83 (dt, J=12.4, 3.6 Hz, 2 H), 3.55 (s, 2 H), 7.21 – 7.39 (m, 5 H); MS m/z 216 (M+H)+.

3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference:
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

 

Brief introduction of 3612-20-2

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

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.

Reference Example 6 4-Methylamino-1-(phenylmethyl)piperidine (Reference compound No. 6-1) A solution of 1-phenylmethyl-4-piperidone (20.0 g) and methylamine hydrochloride (35.7 g) in isopropanol (270 ml) is cooled with ice. A solution of sodium methoxide (28.5 g) in methanol (120 ml) is added dropwise thereto, and the mixture is stirred for two hours. Then, sodium hydroxide (7.00 g) is added thereto, temperature is raised to room temperature, and the whole is stirred for one hour. The reaction mixture is cooled with ice again, sodium borohydride (5.40 g) is added thereto, and the whole is stirred for 1.5 hours. Insoluble matters are filtered out, and the filtrate is concentrated under reduced pressure. Water is added to the residue, and the whole is extracted with diethyl ether. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure to give 11.8 g of the titled compound as an oily matter. IR(Film,cm-1): 3284,2936,2796,1994,791,739., 3612-20-2

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

Reference:
Patent; Santen Pharmaceutical Co., Ltd.; US6410576; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 3612-20-2

3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

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.

A solution of 294.14 g 1-benzylpiperidin-4-one in 2.1 L methanol was added to a solution of 448 g ammonium carbonate in 2.1 L hot water. The yellow turbid reaction mixture was cooled with an ice bath. A solution of 77 g sodium cyanide in 200 ml water was added dropwise over 10 min (exothermic.). After the addition the ice bath was removed and the reaction mixture was stirred at ambient temperature for 3 days. The resulting precipitate was filtered, washed with water (3×) and dried in a vacuum oven at 50 C. to obtain the intermediate I.38. [0268] Yield: quantitative, 3612-20-2

3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; Dahmann, Georg; Fiegen, Dennis; Fleck, Martin; Hoffmann, Matthias; Klicic, Jasna; East, Stephen Peter; Napier, Spencer Charles R.; Scott, John; US2013/23502; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 3612-20-2

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

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 compound 29-1A (19.04 g, 211.36 mmol), t-BuOK (29.65 g, 264.20 mmol) in Toluene (250 mL) was added compound 29-1 (20 g, 105.68 mmol) at 90 C and stirred at 90 C for 2 hours. TLC (PE: EA= 2: 1, Rf= 0.7) showed compound 29-1 was consumed. The mixture was filtered, the organic layers was diluted with NH4C1 (aq) (300 mL), extracted with EA (100 mL*3) and concentrated in vacuo to afford the title compound (30 g, crude), as yellow oil. LC-MS: [M+H]+ =248.3.

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

Reference:
Patent; NOVARTIS AG; BECKWITH, Rohan Eric John; JIANG, Hua; WANG, Ce; (0 pag.)WO2020/58913; (2020); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 3612-20-2

The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ammonium chloride (1.73 g, 32.3 mmol) in water (20 ml) is added a 30% ammonia solution (2 ml) followed by 1-benzyl-4-piperidone. After 20 minutes sodium cyanide (1.47 g, 30 mmol) is added portionwise over 15 minutes. After stirring for one hour, water (50 ml) is added and the products are extracted with DCM (3*50 ml), dried (MgSO4) filtered and concentrated in vacuo. Purification by chromatography on silica eluding with 50-100% EtOAc in iso-hexane affords 4-Aminomethyl-1-benzyl-piperidine-4-ylamine; [M+H]+ 216, 3612-20-2

The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; US2010/130506; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 3612-20-2

3612-20-2, 3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

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 (1.73 g, 32.3 mmol) in water (20 ml) is added a 30% ammonia solution (2 ml) followed by 1-benzyl-4-piperidone. After 20 minutes sodium cyanide (1.47 g, 30 mmol) is added portionwise over 15 minutes. After stirring for one hour, water (50 ml) is added and the products are extracted with DCM (3*50 ml), dried (MgSO4) filtered and concentrated in vacuo. Purification by chromatography on silica eluting with 50-100% EtOAc in iso-hexane affords 4-Aminomethyl-1-benzyl-piperidine-4-ylamine; [M+H]+ 216

3612-20-2, 3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 3612-20-2

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

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 1 -benzyl-N-phenylpiperidin-4-amine (Compound 7-2) [00238j To a solution of aniline (Compound 7-1, 3.72 g, 40 mmol) indichloromethane (50 mL), was added 1-benzylpiperidin-4-one (7.94 g, 42 mmol) and acetic acid (240 mg, 4 mmol). After stirred at room temperature for 2 h, sodium triacetoxyborohydride (12.72 g, 60 mmol) was added. The reaction mixture was stirred for another 1 h, then diluted with water (50 mL), neutralized to pH 7 with sodium bicarbonate, extracted with dichloromethane (100 ml x 2). The combined organic layer was washed with brine (100 ml x 2), dried over anhydrous sodium sulfate and concentrated to give 1-benzyl-N-phenylpiperidin-4-amine (Compound 7-2, 9.49 g, yield: 89%) as a white solid. MS (ES): mlz: 267[M+H]., 3612-20-2

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

Reference:
Patent; FANG, Qun, Kevin; SPEAR, Kerry, L.; CAMPBELL, Una; WO2014/106238; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem