Downstream synthetic route of 6258-28-2

As the paragraph descriping shows that 6258-28-2 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.6258-28-2,2-(2,6-Dioxopiperidin-4-yl)acetic acid,as a common compound, the synthetic route is as follows.

6258-28-2, Example 117 (2R)-N-(4-tert-butyl-3-fluorophenyl)-2-(((2,6-dioxopiperidin-4-yl)acetyl)amino)-2-(4-(methoxymethyl)phenyl)acetamide To a solution of (R)-2-amino-N-(4-(tert-butyl)-3-fluorophenyl)-2-(4-(methoxymethyl)phenyl)acetamide (50 mg, 0.15 mmol), DIEA (0.050 mL, 0.29 mmol) and 2-(2,6-dioxopiperidin-4-yl)acetic acid (27.3 mg, 0.16 mmol) in DMF (2.0 mL) was added HATU (66.2 mg, 0.17 mmol) at room temperature, and the mixture was stirred for 2 hr. To the reaction mixture were added water and ethyl acetate, and the organic layer was separated. The organic layer was washed with brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent; ethyl acetate/hexane), and crystallized from ethyl acetate/hexane to give the title compound (21.9 mg, 0.044 mmol, 30.3%) as white crystals. MS(API): Calculated 497.6, Found 498.2(M+H) 1H NMR (300 MHz,DMSO-d6) : delta1.29 (9H, s), 2.20-2.40 (5H, m), 3.27 (3H, s), 3.30 (2H,s), 4.38 (2H,s), 5.57 (1H, d, J=7.2 Hz), 7.16-7.35 (4H, m), 7.40-7.54 (3H, m), 8.75 (1H, d, J=7.2 Hz), 10.46 (1H, s), 10.71 (1H, s).

As the paragraph descriping shows that 6258-28-2 is playing an increasingly important role.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; FUKASE, Yoshiyuki; FUKUMOTO, Shoji; ODA, Tsuneo; TOKUHARA, Hidekazu; ISHII, Naoki; SASAKI, Yusuke; (255 pag.)EP3018123; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 6258-28-2

The synthetic route of 6258-28-2 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.6258-28-2,2-(2,6-Dioxopiperidin-4-yl)acetic acid,as a common compound, the synthetic route is as follows.

6258-28-2, (1) Synthesis of DTCM glutarimide [Show Image] First, the DTCM glutarimide C-6 represented by the Formula (III) above was synthesized as follows. One gram of the Compound (II) was dissolved in 10 mL of acetic acid; 1 mL of concentrated sulfuric acid was added to the solution; and the resulting mixture was heated at reflux for 2 hours. 5 mL of water was added to the reaction mixture, which is then heated at reflux for 2 hours. The reaction mixture was extract with ethyl acetate, and the resultant organic phase was washed with saturated saline, dried with anhydrous sodium sulfate, and the solvent was removed under reduced pressure to yield 0.85 g of an oily substance. This oily substance was dissolve in 20 mL of dimethyl formamide; 1.1 g of 1-(3-dimethyl aminopropyl)-3-ethyl carbodiimide, 7.1 g of 4-dimethyl aminopyridine and 1.4 mL of 1-hexane thiol were added to the solution; and the mixture was stirred at room temperature for 4 hours. Water was then added to the reaction solution thus obtained, which was extracted with chloroform, and the resultant organic phase was washed with saturated saline, and dried with anhydrous sodium sulfate. After filtration, the solvent was removed by vacuum distillation. The resulting residue was purified by using silica gel column chromatography to yield 0.69 g of the Compound (III) as a colorless solid. 1H-NMR (270 MHz, CDCl3) delta 0.89 (3H, t, J = 7.0 Hz), 1.30 (6H, complex), 1.55 (2H, dd, J = 7.6, 14.9 Hz), 2.36 (2H, complex), 2.73 (5H, complex), 2.90 (2H, t, J = 7.3 Hz); 13C-NMR (67.8 MHz, CDCl3) 14.1, 22.5, 27.7, 28.5, 29.3, 29.4, 31.3, 37.1, 47.9, 166.8, 171.12, 171.15.

The synthetic route of 6258-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Keio University; EP2308842; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 6258-28-2

6258-28-2 2-(2,6-Dioxopiperidin-4-yl)acetic acid 234331, apiperidines compound, is more and more widely used in various fields.

6258-28-2, 2-(2,6-Dioxopiperidin-4-yl)acetic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6258-28-2

Example 14 4-{2-[4-(2-tert-Butylphenyl)piperazin-1-yl]-2-oxoethyl}piperidine-2,6-dione A mixture of 1-(2-tert-butylphenyl)piperazine dihydrochloride obtained in Reference Example 1 (500 mg), (2,6-dioxopiperidin-4-yl)acetic acid (311 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (403 mg), 1-hydroxy-1H-benzotriazole monohydrate (322 mg), triethylamine (0.627 mL), and N,N-dimethylformamide (5 mL) was stirred at room temperature for over-night. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to purification by high performance liquid chromatography [Column: Gilson, Ltd. High throughput purification system, YMC Combiprep ODS-A, S-5 mum, 50 mm*20 mm; Gradient cycle: H2O (contains 0.1% CF3COOH)-acetonitrile (contains 0.1% CF3COOH), 90:10 (0 min)-90:10 (1 min)-10:90 (4.2 min)-10:90 (5.4 min)-90:10 (5.5 min)-90:10 (5.6 min); Flow rate: 25 mL/min; detection wavelength: UV 220 nm] to give the title compound (47 mg, 13%) as a white solid. 1H NMR (300 MHz, DMSO-d6) delta 1.41 (s, 9H), 2.35-2.74 (m, 12H), 3.20-3.31 (m, 1H), 3.85-3.98 (m, 1H), 4.40-4.50 (m, 1H), 7.13-7.21 (m, 2H), 7.30-7.34 (m, 2H), 10.72 (br, 1H).

6258-28-2 2-(2,6-Dioxopiperidin-4-yl)acetic acid 234331, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Kasai, Shizuo; McGee, JR., Kevin Francis; US2012/71489; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem