Simple exploration of tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

The synthetic route of 170911-92-9 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 2-chloro-N-(2,6-dichlorophenyl)-4-((4- hydroxybutyl)amino)pyrimidine-5-carboxamide (401 mg, 1.03 mmol), tert-butyl 4-(4-aminophenyl)piperazine-1- carboxylate (400 mg, 1.44 mmol) and DIPEA (0.36 mL, 2.06mmol) in anhydrous DMF (7 mL) was stirred at 90C for 60h. The reaction mixture was diluted with EtOAc and water and the layers were separated, the aqueous layer was then extracted once more with EtOAc and the organic layers were combined, washed with water 4 times, dried (MgSO4),filtered and concentrated in vacuo. The residue was purified by flash chromatography (SiC2, 30-70% ethyl acetate in cyclohexane) to afford the title compound (480 mg, 74%) as a brown solid. LCMS (Method A) : = 1.17 mm, m/z = 630 [M+H]., 170911-92-9

The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; TREVITT, Graham; HEWITT, Peter Robin; O’DOWD, Colin Roderick; BURKAMP, Frank; WILKINSON, Andrew John; SHEPHERD, Steven D.; MIEL, Hugues; WO2015/92431; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

As the paragraph descriping shows that 170911-92-9 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

c (6 g, 21.63 mmol), triethylamine (3.28 g, 32.45 mmol) were added to 100 mL of CH 2 Cl 2 under ice-cooling, and then 3-chloro-benzoyl chloride (4.54 g, 25.96 mmol) was gradually added dropwise. After being transferred to room temperature, stirring for 2 hours;After the reaction was completed, it was quenched by adding 50 mL of water, and then 50 mL of CH2Cl2 solvent was added.After washing with water (50 mL × 3), the organic phase was dried over anhydrous magnesium sulfate,Evaporation to dry d (7.60 g); yield: 84.47%,, 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference:
Patent; Zhejiang University; Zhengzhou University; Sun Yi; Liu Hongmin; Xu Tiantian; Li Yanan; Yu Bin; Ma Qisheng; Hou Tingjun; Pan Peichen; Xiong Xiufang; (37 pag.)CN110156729; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

As the paragraph descriping shows that 170911-92-9 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

c (6 g, 21.63 mmol), triethylamine (3.28 g, 32.45 mmol) were added to 100 mL of CH 2 Cl 2 under ice-cooling, and then 3-chloro-benzoyl chloride (4.54 g, 25.96 mmol) was gradually added dropwise. After being transferred to room temperature, stirring for 2 hours;After the reaction was completed, it was quenched by adding 50 mL of water, and then 50 mL of CH2Cl2 solvent was added.After washing with water (50 mL × 3), the organic phase was dried over anhydrous magnesium sulfate,Evaporation to dry d (7.60 g); yield: 84.47%,, 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference:
Patent; Zhejiang University; Zhengzhou University; Sun Yi; Liu Hongmin; Xu Tiantian; Li Yanan; Yu Bin; Ma Qisheng; Hou Tingjun; Pan Peichen; Xiong Xiufang; (37 pag.)CN110156729; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,4-Dichloro-5-(trifluoromethyl)pyrimidine (2.39 g, 11.0 mmol) was stirred in a 1 :1 t- BuOH:1 ,2-dichloroethane mixture (80 mL) at 0 C and a 1.0 M ZnCI2 solution in diethyl ether (12.6 mL, 12.6 mmol) was added cautiously over 20 minutes and the reaction was left stirring at 0 C for 30 minutes. A solution of tert-butyl 4- (4- aminophenyl)piperazine-1-carboxylate (12) (2.92 g, 10.5 mmol) in 1 : 1 f-BuOH:1 ,2- dichloroethane (40 mL) was added drop-wise over 15 minutes at 0 C followed by a solution of triethyiamine (1.76 mL, 12.6 mmol) in 1 : 1 ?-BuOH: 1 ,2-dichloroethane (40 mL) and the reaction was allowed to warm to room temperature and was stirred for 18 hours. The organic solvents were evaporated in vacuo and the crude yellow oily solid was suspended in water (400 mL), the suspension was sonicated for 30 minutes and the product was collected by filtration, the solid was washed with water (10 x 20 mL) and dried under a high vacuum to give the title compound (13) (4.75 g, 98% yield) as a beige solid; 1H NMR (400 MHz, cfe-DMSO) delta 10.45 (s, 1 H), 8.72 (s, 1 H), 7.50 (d, J = 8.5 Hz, 2H), 6.96 (d, J = 9.0 Hz, 2H), 3.50 – 3.42 (m, 4H), 3.09 – 3.02 (m, 4H), 1.42 (s, 9H). LCMS Method C: rt 6.56 min; m/z 456.2, 458.1 [M-H]’., 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 184 3-(2,6-dichlorophenyl)-2-methyl-7-methylsulfanyl-2H-pyrimido[5,4-e][1,3]oxazin-4-one (100 mg, 0.290 mmol, 1.0 eq) in 24 toluene (10 mL) was added 25 m-CPBA (100 mg, 0.58 mmol, 2.0 eq) and allowed to stir at rt for 30 min. 66 Tert-butyl 4-(4-aminophenyl) piperazine-1-carboxylate (107 mg, 0.35 mmol, 1.10 eq) and 27 DIPEA (149 mg, 1.16 mmol, and 4.0 eq) were added and allowed to stir at rt for 1 h. Progress of reaction was monitored by LCMS. After completion of reaction, solvent was removed under reduced pressure. Crude residue was suspended in 20 mL of 7 water, extracted with ethyl acetate (50 mL×2). Combined organic layer was washed with water (20 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. Crude residue was purified by flash chromatography using 19 ethyl acetate: 20 hexane to obtain 185 tert-butyl 4-[4-[[3-(2,6-dichlorophenyl)-2-methyl-4-oxo-2H-pyrimido[5,4-e][1,3]oxazin-7-yl]amino]phenyl]piperazine-1-carboxylate (100 mg, 59.1%). (0326) LCMS: 585 [M+1]+

170911-92-9, The synthetic route of 170911-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

170911-92-9, Step 3. 4-[4-(6-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester [0167] A mixture of 6, 8-dibromoimidazo [1, 2-a] pyrazine (12. 5 MMOL), 4- (4-AMINO- PHENYL)-PIPERAZINE-L-CARBOXYLIC acid tert-butyl ester (12) (13. 1 mmol), potassium carbonate (25 mmol), acetonitrile (50 ML) and N, N-DIMETHYLACETAMIDE (20 mL) is heated at 65 C for 16 hrs. The mixture is cooled to room temperature, treated water (100 mL), and extracted with ethyl acetate (3 x 80 mL). The extracts are washed with water (3 x 60 mL) and brine (1 x 60 mL), dried over magnesium sulfate, and concentrated in vacuo. The residue is’ chromatographed over silica gel, eluting with ethyl acetate, to give 4- [4- (6-bromo- imidazo [1, 2-a] pyrazin-8-ylamino)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (13) as a light brown foam.

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference:
Patent; CELLULAR GENOMICS, INC.; WO2005/14599; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

As the paragraph descriping shows that 170911-92-9 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,170911-92-9

A solution of 2-chloro-6-(2-chlorophenyl)-5H-pyrano[2,3-d]pyrimidin-5-one (42 mg, 0.14 mmol), tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (40 mg,0.14 mmol) and DIPEA (50 1JL, 0.29 mmol) in anhydrous DMF (1 mL) was heated to 100 C under a nitrogen atmosphere for 60 mm. The reaction mixture was allowed to cool to RT, diluted with water (5 mL) and extracted into ethyl acetate (3 x 5 mL) . The combined organic phases werewashed with 1:1 water/brine (3 x 5 mL), dried over Na2504, filtered, and concentrated to dryness under reduced pressure. The residue was purified by flash chromatography (10-100%, MeOH in DCM) to give the title compound (50 mg, 65%) as a brown solid. ?H NMR (500 MHz,CDC13) : 6 9.24 (s, 1H), 7.94 (br s, 1H), 7.80 (s, 1H),7.54 (br d, 2H), 7.49 (dd, 1H), 7.30-7.38 (m, 3H), 6.96(d, 2H), 3.59 (t, 4H), 3.13 (t, 4H), 1.49 (s, 9H) . LCMS(Method A) : = 1.52 mi m/z = 534, 536 [M+H].

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference:
Patent; ALMAC DISCOVERY LIMITED; ROUNTREE, James Samuel Shane; O’DOWD, Colin Roderick; BURKAMP, Frank; BELL, Mark Peter; WO2015/19037; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

mCPBA ( (27.1 mg, 0.098 mmol) [commercially available] were added, successively and the temperature was increased to 60 C. After 16 h, the reaction mixture was allowed to cool to RT, and was loaded directly onto a KP-NH column and purified by flash chromatography (0-100%, EtOAc in cyclohexane) . The pure fractions were concentrated to give the title compound (30.5 mg, 61%) as a yellow solid. LCMS (Method A) : RT = 1.50 min, m/z = 567, 569 [M+H]+., 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin Roderick; ROUNTREE, James Samuel Shane; BURKAMP, Frank; WILKINSON, Andrew John; WO2014/167347; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

mCPBA ( (27.1 mg, 0.098 mmol) [commercially available] were added, successively and the temperature was increased to 60 C. After 16 h, the reaction mixture was allowed to cool to RT, and was loaded directly onto a KP-NH column and purified by flash chromatography (0-100%, EtOAc in cyclohexane) . The pure fractions were concentrated to give the title compound (30.5 mg, 61%) as a yellow solid. LCMS (Method A) : RT = 1.50 min, m/z = 567, 569 [M+H]+., 170911-92-9

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin Roderick; ROUNTREE, James Samuel Shane; BURKAMP, Frank; WILKINSON, Andrew John; WO2014/167347; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

mCPBA (<77% pure) (5.24 mg, assumed 0.023 mmol) in DCM (0.5 mL) was added to a stirred solution of N- ( 6 - (2,6 -dichlorophenyl ) -2 - (methylthio) -5 -oxo-5 , 6 -dihydropyrido [4 , 3 -d] pyrimidin- 8 - yl) acetamide (8.0 mg, 0.020 mmol) in toluene (1.0 mL) at RT under nitrogen. After 30 min, DIPEA (10.6 muiota, 0.061 mmol) and tert-butyl 4- (4 -aminophenyl ) piperazine-l-carboxylate (6.2 mg, 0.022 mmol) [commercially available] in toluene (0.5 mL) were added, successively, and the temperature was increased to 60 C. After 16 h, the reaction mixture was allowed to cool to RT, and was loaded onto a KP-NH column and purified by flash chromatography (0-100%, EtOAc in cyclohexane) to give the title compound (3.7 mg, 29%) as a yellow solid. LCMS (Method A): RT = 1.39 min, m/z = 624, 626 [M+H]+., 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin Roderick; ROUNTREE, James Samuel Shane; BURKAMP, Frank; WILKINSON, Andrew John; WO2014/167347; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics