Some tips on 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid

162046-66-4 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid 2795508, apiperazines 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.162046-66-4,4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

116a) tert-butyl 4-{4-[(dimethylamino)carbonyl]phenyl}piperazine-1-carboxylate; After 1,1′-carbonyldiimidazole (0.58 g, 3.6 mmol) was added to tetrahydrofuran (10 mL) solution of 4-[4-(tert-butoxycarbonyl)piperazin-1-yl]benzoic acid (1.00 g, 3.3 mmol) and the mixture was stirred at room temperature for 30 minutes, 50% dimethylamine aqueous solution (0.45 mL) was added. The reaction liquid was stirred at room temperature for four hours and a saturated saline solution (100 mL) and ethyl acetate (100 mL) were added and partitioned. The organic layer was washed with a saturated sodium carbonate aqueous solution (30 mL) and the solvent was evaporated under reduced pressure after drying over sodium sulfate. The residue was purified by silica gel column chromatography (100% ethyl acetate) and 1.00 g of the title compound was obtained (yield 92%). Mp 126-128C; IR (KBr) numax 1689, 1628, 1241, 1165, 835, 769 cm-1; 1H NMR (CDCl3, 400MHz) delta 1.49 (9H, s), 3.06 (6H, brs), 3.20 (4H, t, J = 5.1 Hz), 3.58 (4H, t, J = 5.1 Hz), 6.89 (2H, d, J = 8.6 Hz), 7.38 (2H, d, J = 8.6); MS (FAB) m/z: 333 [M+]; Anal. Calcd for C18H27N3O3: C, 64.84; H, 8.16; N, 12.60. Found: C, 64.82; H, 8.41; N, 12.59., 162046-66-4

162046-66-4 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid 2795508, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Sankyo Company, Limited; EP1764367; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route 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.

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.

The tert-butyl 4-{4-[(3-hydroxypropyl)carbamoyl]phenyl}piperazine-1-carboxylate required for the synthesis was prepared as follows: 4-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}benzoic acid (1 g, 3.26 mmol) was dissolved in DMF (15ml) and DIPEA (1.62 ml, 9.79 mmol) and HATU (1489.38 mg, 3.92 mmol) were added to the mixture and stirred at room temperature for 30 minutes. 3-aminopropan-1-ol (0.5 ml, 6.53 mmol) is added and the reaction is stirred for further 2 hours. Mixture is diluted with water (10ml) and extracted with ethyl acetate (10×3 ml), the organic layers are combined and washed with water (2x10ml), dried over magnesium sulphate, filtered and reduced in vacuo. The remaining residue is sonicated with heptane and DCM to remove the remaining traces of DMF, yielding 1.1 g, 93% of the title compound as an orange solid. METCR1673 Generic 2 minutes M/Z (ES+) 364.15, Retention time 1.12. 1H NMR (500 MHz, DMSO-d6) delta 8.16 (t, J = 5.6 Hz, 1H), 7.73 (d, J = 8.9 Hz, 2H), 6.96 (d, J = 9.0 Hz, 2H), 4.46 (t, J = 5.3 Hz, 1H), 3.45 (q, J = 6.2 Hz, 6H), 3.31 – 3.26 (m, 2H), 3.27 – 3.21 (m, 4H), 1.66 (p, J = 6.5 Hz, 2H), 1.43 (s, 9H).

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; MERCK PATENT GMBH; SUTTON, Amanda; WALTER, Daryl; EAST, Steve; PEREZ, Yolanda; (133 pag.)WO2017/45750; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 162046-66-4

As the paragraph descriping shows that 162046-66-4 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.162046-66-4,4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

162046-66-4, (3-Pyrrolidin-l-ylphenyl)methylamine (8 g; 0.0408 mol) was dissolved in DCM (50 ml). Et3N (25 ml; 0.178 mol) was added to a stirring solution. l-(l,l-dimethylethyl)-4- (4-carboxyphenyl)-l-piperazinecarboxylic acid ester (10.429 g; 0.034 mol) was added and the mixture was stirred. CH2Cl2 (100 ml) was added and then DECP (11.9 ml; 0.0796 mol) was added. The reaction mixture was stirred for 18 hours. Then the mixture was stirred in a saturated NaHCO3-solution. The organic layer was separated, dried with MgSO4, filtered off, evaporated and co-evaporated with toluene. Yield : 15.815 g of intermediate 51 (99 %).

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

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/148868; (2008); A1;,
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

Example Al 6; a) Preparation of intermediate 43; A mixture of intermediate 11 (0.918 g; 3 mmol), EDCI (0.843g; 4.4 mmol), HOBt (0.594 g; 4.4 mmol) and 10 ml of DMF was stirred at room temperature for 15 minutes. Phenylacetic acid hydrazide (1 g; 6.65 mmol) was added. The mixture was stirred at room temperature for 18 hours. The solvent was evaporated. The residue was stirred in water and extracted with CH2Cl2. The organic layer was dried, filtered and evaporated. The residue was purified by reversed-phase high-performance liquid chromatography (Shandon Hyperprep C 18 BDS (Base Deactivated Silica) 8 mum, 250 g, LD. 5 cm). A gradient with the following mobile phases was applied. Phase A: a 0.25 % NH4HCO3 solution in water; phase B (optional): CH3OH; phase C: CH3CN). The desired fractions were collected and the solvent was evaporated. The residue was dried, yielding 0.802 g of intermediate 43., 162046-66-4

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

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/148840; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid

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

b) Preparation of intermediate 12; A mixture of intermediate 11 (6.7 g, 0.0220 mol), N’-(ethylcarbonimidoyl)-iV,jV- dimethyl-l,3-propanediamine, monohydrochloride (4.79 g, 0.0250 mol), 1-hydroxy- lH-benzotriazole (3.38 g, 0.0250 mol) and DMF was stirred at room temperature for 30 minutes. Neta3 was passed through the solution for 5 minutes (cooling with ice) and the mixture was stirred at room temperature for 18 hours. NH3 was passed again for 5 minutes through the solution and the mixture was stirred for 2 hours at room temperature. H2O (50 ml) was added and the product was precipitated. The product was filtered off, washed with water and dried, yielding 5.77 g (85 %) of intermediate 12., 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; JANSSEN PHARMACEUTICA N.V.; WO2008/148840; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid

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

b) Preparation of intermediate 12; A mixture of intermediate 11 (6.7 g, 0.0220 mol), N’-(ethylcarbonimidoyl)-iV,jV- dimethyl-l,3-propanediamine, monohydrochloride (4.79 g, 0.0250 mol), 1-hydroxy- lH-benzotriazole (3.38 g, 0.0250 mol) and DMF was stirred at room temperature for 30 minutes. Neta3 was passed through the solution for 5 minutes (cooling with ice) and the mixture was stirred at room temperature for 18 hours. NH3 was passed again for 5 minutes through the solution and the mixture was stirred for 2 hours at room temperature. H2O (50 ml) was added and the product was precipitated. The product was filtered off, washed with water and dried, yielding 5.77 g (85 %) of intermediate 12., 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; JANSSEN PHARMACEUTICA N.V.; WO2008/148840; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics