Analyzing the synthesis route of 162046-66-4

The synthetic route of 162046-66-4 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.162046-66-4,4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

Example 163 4-[4-(3-tert-Butyl-phenylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester A mixture of 3-tert-butyl aniline (117 mg, 0.78 mmol), 4-(4-carboxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (prepared as described in ) (200 mg, 0.65 mmol), EDCI (375 mg, 0.95 mmol) and a catalytic amount of DMAP in CH2Cl2 was stirred at room temperature overnight. The next day the mixture was partitioned between EtOAc and water. The organic layer was collected, dried over Na2SO4, filtered and concentrated. The residue was chromatographed with silica gel column amd 0-30% EtOAc in hexanes gradient to afford the product (100 mg, Yield: 35%). HRMS m/z calcd for C26H35N3O3 [M+H]+: 438.2751; Found: 438.2753., 162046-66-4

The synthetic route of 162046-66-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Madrigal Pharmaceuticals, Inc.; BOLIN, David, R.; CHEUNG, Adrian, Wai-hing; HAMILTON, Matthew, Michael; MARCOPULOUS, Nicholas; McDERMOTT, Lee, Apostle; QIAN, Yimin; EP2350311; (2013); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 162046-66-4

As the paragraph descriping shows that 162046-66-4 is playing an increasingly important role.

162046-66-4, 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of carboxylic acid 17b (3.5 g, 11.4 mmol) in THF (15 mL)containing a drop of DMF was added 1?1?-carbonyldiimidazole (1.24 g, 13.7mmol) in a single portion. The mixture was left to stir at room temperature for 18hours. A stock solution of free-base guanidine was prepared as follows:Guanidine HCl (3.22 g, 34.2 mmol) was added to an aqueous NaOH solution (2M, 10 mL). The THF solution of the acyl imidazole was then added to the freebaseguanidine solution (10 mL) and stirred for 2 hours after which TLC indicatedcomplete consumption of the acyl imidazole and a more polar spot was observedon TLC. Spot stayed on the TLC baseline when using a solvent system of 10%MeOH in DCM but move to an RF ~of 0.4 when a few drop of 7 N NH3 in MeOHwas added to the TLC solvent. The mixture was concentrated in vacuo resulting in the formation of a pale yellowresidue which was dissolved in EtOAc (35 mL). The organic layer was washedwith water (3 x 25 mL), brine (1 x 30 mL), dried (Na2SO4), filtered, andconcentrated under vacuo to give a pale yellow syrup. The crude product wasfurther purified by flash column chromatography (silica gel, Silica Flash-Silicycle) using an eluent of dichloromethane, 5% MeOH in dichloromethane, and10% MeOH in dichloromethane to give an off-white syrup which was converted tothe hydrochloride salt using 1.25 M HCl in methanol. The methanolic solutionwas concentrated under vacuo to give 16 as a light yellow solid (540 mg, 11%)., 162046-66-4

As the paragraph descriping shows that 162046-66-4 is playing an increasingly important role.

Reference£º
Article; Jalily, Pouria H.; Eldstrom, Jodene; Miller, Scott C.; Kwan, Daniel C.; Tai, Sheldon S.-H.; Chou, Doug; Niikura, Masahiro; Tietjen, Ian; Fedida, David; Molecular Pharmacology; vol. 90; 2; (2016); p. 80 – 95;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 162046-66-4

162046-66-4, The synthetic route of 162046-66-4 has been constantly updated, and we look forward to future research findings.

162046-66-4, 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 4-(4-carboxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (250 mg, 0.82 mmol) and 2-aminothiazole (125 mg, 0.83 mmol) in DMF (20 mL) was added EDCl (184 mg, 0.96 mmol) and DMAP (100 mg, 0.83 mmol). The mixture was stirred at room temperature overnight and then heated to 100 C. for 5 hrs. Solvents were evaporated and the residue was extracted with ethyl acetate and ammonium chloride solutions. The residue was crystallized from methanol (40 mL) to afford the intermediate 4-[4-(benzothiazol-2-ylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester. LCMS calc for C23H26N4O3S (m/e) 438.17, obsd 439.2 (M+H).The above intermediate was then suspended in methylene chloride (3 mL) and treated with trifluoroacetic acid (1 mL). The mixture was stirred at room temperature for 1 hr and then the solvents were evaporated. The residue was dried, triturated with ether and filtered to afford N-benzothiazol-2-yl-4-piperazin-1-yl-benzamide trifluoroacetate (130 mg) MS calc for C18H18N4OS (m/e) 338., obsd 339. (M+H)

162046-66-4, The synthetic route of 162046-66-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bolin, David Robert; Cheung, Adrian Wai-Hing; Hamilton, Matthew Michael; Marcopulos, Nicholas; McDermott, Lee Apostle; Qian, Yimin; US2010/113782; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 162046-66-4

The synthetic route of 162046-66-4 has been constantly updated, and we look forward to future research findings.

162046-66-4, 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of compound 3 (306 mg, 1 mmol), tert-butyl 3-aminobiphenyl-4-ylcarbamate (256 mg, 0.9 mmol) and 1 -(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (573 mg, 3 mmol) in pyridine (15 mE) wasstirred at room temperature for overnight. The mixture was poured into water (100 mE) then filtered to obtain compound 4 (438 mg, 85%) as a yellow solid., 162046-66-4

The synthetic route of 162046-66-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Regenacy Pharmaceuticals, LLC; van Duzer, John H.; Mazitschek, Ralph; (123 pag.)US2018/141923; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics