Downstream synthetic route of 1155-56-2

1155-56-2, 1155-56-2 1-Benzyl-N-phenylpiperidin-4-amine 70865, 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.1155-56-2,1-Benzyl-N-phenylpiperidin-4-amine,as a common compound, the synthetic route is as follows.

Reference Example 2 N-(1-Benzyl-4-piperidinyl)-N-phenylacetamide (1-Benzyl-4-piperidinyl)-phenylamine obtained in Step1 of Reference Example 1 was heated in acetic anhydride at 70C to obtain the oily title compound.

1155-56-2, 1155-56-2 1-Benzyl-N-phenylpiperidin-4-amine 70865, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1559428; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 1155-56-2

As the paragraph descriping shows that 1155-56-2 is playing an increasingly important role.

1155-56-2, 1-Benzyl-N-phenylpiperidin-4-amine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Sodium borohydride (0.90 g, 23.9 mmol) was suspended in 20 mL of 1,2-dichloroethaneunder a nitrogen atmosphere and cooled in an ice water bath. Acetic acid (4.30 g,71.6 mmol) was added dropwise with an addition funnel. It was rinsed with 10 mL of 1,2-dichloroethane. The mixture was removed from the ice water bath and stirred atroom temperature for 16 h. A solution of 1-benzyl-4-piperidone (3.00 g, 15.9 mmol),aniline (2.62 g, 17.4 mmol), acetic acid (0.96 g, 15.9 mmol), and 12 mL of 1,2-dichloroethane was added dropwise with an addition funnel. It was rinsed with 10 mLof 1, 2 dichloroethane. The mixture was stirred for 24 h at room temperature. Thereaction mixture was poured over 100 mL of a 2 M aqueous sodium hydroxide solutionand extracted with chloroform (3 ? 100 mL). The combined organic extractswere dried with sodium sulfate, filtered, and the volatiles were evaporated providing4.40 grams of the reductive amination product. The residue was taken up in 120 mL1,2-dichloroethane and propionyl chloride (7.36 g, 79.5 mmol) was added with asyringe. The mixture was heated to reflux under a nitrogen atmosphere for 20 h. Thereaction mixture was allowed to cool to room temperature and the volatiles wereevaporated. The residue was taken up with 100 mL of saturated aqueous sodiumbicarbonate and 100 mL of chloroform. The organic layer was separated. The aqueouslayer was washed with chloroform (2 ? 100 mL). The combined organic extractswere dried with sodium sulfate, filtered, and the volatiles were evaporated providing5.70 g of a tan oil. The residue was dissolved in 15 mL of isopropanol and the solutionwas gently warmed. Oxalic acid (2.21 g, 17.5 mmol) in 5 mL of water was addedwith an addition funnel. It was rinsed with 2 mL of water followed by 3 mL of isopropanol.The mixture was allowed to cool to room temperature and was placed in are frigerator for 24 h. The white precipitate obtained was filtered, washed with icebath cooled isopropanol, and dried to provide 5.52 g of the oxalate salt 1 in 70%yield. An analytical sample was prepared by recrystallization from methanol. mp213-215C; 1H NMR (CD3OD) d 7.49-7.41 (m, 8 H), 7.19 (d, 2 H, J D 6.41 Hz),4.80-4.73 (m, 1 H), 4.22 (s, 2 H), 3.44 (br d, 2 H, J D 12.36 Hz), 3.10 (br t, 2 H, J D10.72 Hz), 2.04 (br d, 2 H, J D 13.23 Hz), 1.95 (q, 2 H, J D 7.33 Hz), 1.69-1.60 (m,2 H), 0.96 (t, 3 H, J D 7.33 Hz); 13C NMR (CD3OD) d 175.75, 165.21, 137.99,130.92, 129.97, 129.82, 129.60, 129.19, 128.97, 128.89, 59.97, 51.42, 49.98, 27.99,27.31, 8.51.Anal. Calcd for C23H28N2O5: C, 66.97; H, 6.84; N, 6.79. Found: C, 66.87; H, 6.99; N,6.76., 1155-56-2

As the paragraph descriping shows that 1155-56-2 is playing an increasingly important role.

Reference£º
Article; Walz, Andrew J.; Hsu, Fu-Lian; Organic Preparations and Procedures International; vol. 49; 5; (2017); p. 467 – 470;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 1155-56-2

1155-56-2, The synthetic route of 1155-56-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1155-56-2,1-Benzyl-N-phenylpiperidin-4-amine,as a common compound, the synthetic route is as follows.

Reference Example 3 To a mixture of N-(1-benzyl-4-piperidinyl)aniline (1.8 g), diisopropyl ether (20 ml) and triethylamine (0.87 g) is added dropwise a solution of beta-n-butoxyacrylic acid chloride (1.4 g) in diisopropyl ether (5 ml) with stirring and heating at 70 C. After completion of dropwise addition, the mixture is further stirred with heating at the same temperature for 0.5 hour. After cooling, water is added to the reaction mixture and the mixture is subjected to extraction with ethyl acetate. The extract is washed with water and dried over magnesium sulfate. The solvent is distilled off under reduced pressure and the resulting residue is purified by silica gel column chromatography to give N-(beta-n-butoxyacryloyl)-N-(1-benzyl-4-piperidinyl)-aniline (2.6 g). NMR (CDCl3) delta: 0.86 (3H, t, J=7.1 Hz), 1.2-1.4 (1H, m), 1.4-1.6 (2H, m), 1.6-1.9 (2H, m), 2.1-2.3 (1H, m), 2.4-2.6 (3H, m), 2.7-2.9 (1H, m), 3.4-3.7 (4H, m), 4.86 (1H, d, J=12 Hz), 5.1-5.3 (1H, m), 7.1-7.5 (10H, m), 7.47 (1H, d, J=12 Hz)

1155-56-2, The synthetic route of 1155-56-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Otsuka Pharmaceutical Co., Ltd.; US5225402; (1993); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 1155-56-2

As the paragraph descriping shows that 1155-56-2 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.1155-56-2,1-Benzyl-N-phenylpiperidin-4-amine,as a common compound, the synthetic route is as follows.

Step 2 A chloroform solution (1 ml) of propionyl chloride (0.16 ml, 1.8 mmol) was added dropwise to a chloroform solution (4 ml) of (1-benzyl-4-piperidinyl)-phenyl-amine (0.4 g, 1.5 mmol) and triethylamine (0.4 ml, 2.9 mmol), and the mixture was stirred at room temperature for 40 minutes. The solvent was distilled off, and 10% hydrochloric acid (20 ml) and diethyl ether (20 ml) were added to the residue. A 8 N NaOH aqueous solution was added to make the aqueous layer basic, the mixture was extracted with dichloromethane (2*20 ml), the organic layer was washed with water (20 ml) and an aqueous saturated sodium chloride solution (20 ml), and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (solvent: hexane-ethyl acetate) to obtain oily N-(1-benzyl-4-piperidinyl)-N-phenylpropionamide (283 mg).

As the paragraph descriping shows that 1155-56-2 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1559428; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem