Category: 170911-92-9

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.

2,4-Dichloro-5-(trifluoromethyl)pyrimidine (2.39 g, 11.0 mmol) was stirred in a 1 :1 f- BuOH: ,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 ferf-butyl 4-(4- aminophenyl)piperazine-1-carboxylate (/2) (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 triethylamine (1.76 mL, 12.6 mmol) in 1 : 1 f-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, oVDMSO) 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: H 6.56 min; m/z 456.2, 458.1 [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£º
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; HOLMES, Ian, Peter; BERGMAN, Ylva; LUNNISS, Gillian Elizabeth; NIKAC, Marica; CHOI, Neil; HEMLEY, Catherine Fae; WALKER, Scott Raymond; FOITZIK, Richard Charles; GANAME, Danny; LESSENE, Romina; WO2012/110773; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

[0174] A mixture of intermediate 31 (0.20 g, 0.70 mmol) and 4-(4-amino-phenyl)- piperazine-1-carboxylic acid tert-bntyl ester (0.22 g, 0.79 mmol) in acetic acid (4 mL) was sealed in a microwave reaction tube and irradiated with microwave at 150 C for 15 min. After cooling to room temperature, the cap was removed and the mixture concentrated. The residue was purified by HPLC and the corrected fractions combined and poured into saturated NaHCO3 solution (40 mL). The combined aqueous layers were extracted with EtOAc (2 x 30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and the resulting solid dissolved in minimum amount of EtOAc and hexanes added until solid precipitated. After filtration, the title compound was obtained as an off white solid (0.10 g, 33%).[0175] 1H NMR (500 MHz, DMSO-d6): delta 2.10 (s, 3H), 3.16 (s, 8H), 3.73 (s, 3H), 6.83 (d, J= 9.0 Hz, 2H), 7.29 (d, J= 8.8 Hz, IH), 7.44 (dd, J = 8.7, 2.1 Hz, IH), 7.49-7.52 (m, 3H), 7.88 (s, IH), 8.32 (s, IH), 8.81 (s, IH) MS (ES+): m/z 425 (M+H)+.

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

Reference£º
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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.

mCPBA (<77% pure) (15.6 mg, assumed 0.0693 mmol) in DCM (0.5 mL) was added to a stirred solution of 6- (2 , 6 -dichlorophenyl ) -2- (methylthio) - 8 - (pyridin-3 -yl ) pyrido [4 , 3 -d] pyrimidin-5 ( 6H) -one (25.0 mg, 0.060 mmol) in toluene (2.0 mL) at RT under nitrogen. After 15 min, DIPEA (0.032 mL, 0.181 mmol) and tert-butyl 4-(4- aminophenyl) piperazine-l-carboxylate (16.7 mg, 0.060 mmol) [commercially available] were added, successively, and the temperature was increased to 60 C. After 16 h, the reaction mixture was cooled and loaded directly onto a KP-NH column and purified by flash chromatography (0-100%, EtOAc in cyclohexane) to give the title compound (15.5 mg, 40%) as a yellow solid. LCMS (Method A) : RT = 1.40 min, m/z = 644, 646 [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£º
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

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

A mixture of 4,5-dichloro-1-ethyl-1H-indole-2-carboxylic acid (440 mg, 1.71 mmol), CH2Cl2 (10 mL), and a catalytic amount of DMF was stirred under Ar, and oxalyl chloride (2M in methylene chloride, 2.0 mL, 4.0 mmol) was added into the mixture over 5 min. The mixture was stirred at room temperature for 1.0 hr and the reaction was concentrated to dryness. Benzene was added and the solution was evaporated to dryness again. The white-yellow solid was re-dissolved in 5 mL of methylene chloride and dripped, under Ar, into a solution of 4-(4-amino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (475 mg, 1.71 mmol), and triethylamine (204 mg, 2.0 mmol) in 5 mL of methylene chloride. The mixture was first stirred at room temperature for 0.5 hr then concentrated and the residue was taken up in 50 mL of ethyl acetate and washed with 50 mL of saturated ammonium chloride, brine and dried with anhydrous sodium sulfate. The solvent was removed and the crude product was purified by flash chromatography (hexanes/EtOAc), to afford the desired 4-{4-[(4,5-dichloro-1-ethyl-1H-indole-2-carbonyl)-amino]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester, as an off white solid (750 mg, 85% yield). LCMS for C26H30Cl2N4O3 calcd. (m/e) 516, observed 517 (M+H).

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

Reference£º
Patent; Bolin, David Robert; Hayden, Stuart; Qian, Yimin; Yun, Weiya; US2010/145047; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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) (8.8 mg, 0.039 mmol) in DCM (0.5 ml) was added to a stirred solution of 3-(8-methyl-2-(methylthio)-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl acetate (11.6mg, 0.034 mmol) in toluene (1.0 mL) at RI under nitrogen. After 15 mi DIPEA (0.018 mL, 0.102 mmol) and tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (10.4 mg, 0.037 mmol) were added, successively, and the temperature was increased to 60 C. After 16 h, the reaction mixture wascooled to RI and was loaded directly onto a KP-NH column and purified by flash chromatography (0-100%, EtOAc in cyclohexane; then 10% MeOH in EtOAc) to give the title compound (9.7 mg, 54%) as a yellow solid. LCMS (MethodA) : RT = 1.25 mi m/z = 529 [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£º
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

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

N-(2-((2-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl)-4-methylphenyl)-N- methylmethanesulfonamide (250 mg, 0.686 mmol), tert-butyl 4- (4- aminophenyl)piperazine- l-carboxylate (133 mg, 0.480 mmol), potassium carbonate (284 mg, 2.058 mmol) and X-Phos (33 mg, 0.0686 mmol) in iert-butanol (10 mL) were combined under argon atmosphere. The mixture was purged with argon for 30 min and then tris(dibenzylideneacetone)dipalladium (31 mg, 0.0343 mmol) was then added to the mixture. The mixture was stirred for 3 h at 100C. Progress of the reaction was followed by TLC (5% MeOH/DCM). After completion of the reaction, the mixture was diluted with water (50 mL) and extracted with ethyl acetate (75 mL x 2). The combined organic slayer were washed with brine solution (50 mL), dried over Na2S04, filtered and evaporated to provide crude product. The resulting residue was purified by Biotage Isolera system by using 2% MeOH/DCM to give tert-butyl 4-(4-((7-(5-methyl-2-(N- methylmethylsulfonamido)benzyl)-7H-pyrrolo[2,3-d]pyrimidin-2- yl)amino)phenyl)piperazine-l-carboxylate (Yield: 230 mg, 55.4 %). 1H NMR (400 MHz, DMSO-d6): delta 9.09 (s, 1H), 8.64 (s, 1H), 7.63-7.61 (d, 2H, J=8 Hz), 7.46-7.43 (d, 1H, J=12 Hz), 7.16-7.15 (d, 2H, J=4 Hz), 6.84-6.82 (d, 2H, J=8 Hz), 6.73 (s, 1H), 6.45-6.44 (d, 1H, J=4 Hz), 5.3 (brs, 1H), 5.5 (brs, 1H), 3.45-3.42 (t, 4H, J=8 Hz), 3.11 (s, 3H), 3.08 (s, 3H), 2.97-2.94 (t, 4H, J=8 Hz), 2.14 (s, 3H), 1.40 (s, 9H).

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

Reference£º
Patent; ASANA BIOSCIENCES, LLC; VENKATESAN, Aranapakam M.; SMITH, Roger A.; THOMPSON, Scott K.; LAPING, Nicholas; KULKARNI, Bheemashankar; HALLUR, Gurulingappa; VISWANADHAN, Vellarkad N.; PENDYALA, Muralidhar; KETHIRI, Raghava Reddy; TYAGI, Rajiv; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; WO2015/38417; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

General procedure: To a solution of 2a (1.0 g, 3.6 mmol) in dichloromethane (30 mL)was added 1,1?-thiocarbonyldiimidazole (1.2 g, 7.2 mmol) at roomtemperature. The reaction mixture was stirred at room temperature for1 h. The solvent was removed in vacuo and the residue was purified bysilica gel chromatography (Developing solvent: petroleum ether (PE)/ethyl acetate (EA)=20/1) to give 3a (1.0 g, yield 87.2%). 1H NMR(300 MHz, DMSO-d6): delta 1.42 (s, 9H), 3.08-3.23 (m, 4H), 3.37-3.52 (m,4H), 6.96 (d, J=8.7 Hz, 2H), 7.29 (d, J=8.7 Hz, 2H)., 170911-92-9

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

Reference£º
Article; Bao, Jiyin; Liu, Haichun; Zhi, Yanle; Yang, Wenqianzi; Zhang, Jiawei; Lu, Tao; Wang, Yue; Lu, Shuai; Bioorganic Chemistry; vol. 94; (2020);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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 242 3-(2-chloro-6-fluoro-phenyl)-7-methylsulfanyl-2H-pyrimido[5,4-e][1,3]oxazin-4-one (150 mg, 0.462 mmol, 1.0 eq) in 24 toluene (3 mL) was added 25 m-CPBA (199 mg, 1.16 mmol, 2.5 eq) and allowed to stir at rt for 30 min. 66 Tert-butyl 4-(4-aminophenyl) piperazine-1-carboxylate (128 mg, 0.462 mmol, 1.0 eq) and 27 DIPEA (238 mg, 1.85 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, precipitated compound was filtered off and washed with toluene (2 mL) and dried under vacuum to afford 188 tert-butyl 4-[4-[[3-(2-chloro-6-fluoro-phenyl)-4-oxo-2H-pyrimido[5,4-e][1,3]oxazin-7-yl]amino]phenyl]piperazine-1-carboxylate (90 mg, 35.1%). LCMS: 555 [M+1]+, 170911-92-9

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

Reference£º
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

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

tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (1.12 g, 4.03 mmol) was added to a stirred solution of ethyl 2-chloro-8-methyl-5-oxo-5,8-dihydropyrido [2, 3-d]pyrimidine-6-carboxylate (1.08 g, 4.03 mmol) in DMF (10.0 mL) in a 50mL RB flask. The reaction mixture was heated at 100 C. After 1 h, the reaction mixture was allowed to cool to RT and a precipitate formed that was collected by filtration and washed with methanol to give the title compound (1.75 g, 85%) as a bright yellow solid. LCMS (Method A) : RT =1.25 mi m/z = 509 [M+H].

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

Reference£º
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

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.

tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 4d (4 g,14.44 mmol) was dissolved in 40 ml of dry pyridine and stirred at0 C under inert atmosphere. Cinnamoyl chloride 6b (4.45 g,17.33 mmol) was dissolved in 20 ml dry DCM and added dropwiseto above stirred solution at 0 C. The reaction mixture was stirredfor 3 h. After completion of the reaction, the reaction mixture wasdiluted with 40 ml water and 60 ml ethyl acetate followed by 2 NHCl to make it acidic. The organic layer was separated and againwashed with 2 N HCl followed by saturated bicarbonate solution(2 50 ml) and brine solution. The organic layer was dried overanhydrous sodium sulfate and was evaporated under reducedpressure. The crude product was recrystallized from ethyl acetateand hexane to afford 4.52 g of 7l. Light yellow solid; Yield 69.33%;216e218 C (charred); IR (KBr pellets, cm1): 3425, 3105, 1666,1604, 1544, 1514, 1427, 1342, 1220, 1141, 991, 844; 1H NMR(400 MHz, CDCl3) d (ppm): 1.43 (9H, s, CH3), 3.10 (4H, t, J 3.79 Hz),3.62 (4H, t, J 3.76 Hz), 6.71 (1H, d, J 16.5 Hz, PheCH]CHe), 6.98(2H, d, J 7.2 Hz, AreH), 7.29e7.87 (4H, m, AreH), 7.89 (1H, d,J 16.5 Hz, PheCH]CHe), 8.23 (2H, d, J 7.0 Hz, AreH), 9.24 (1H,s, CONH); 13C NMR (100 MHz, CDCl3) d (ppm): 28.76, 49.41, 51.48,78.50, 112.10, 118.03, 121.31, 123.72, 126.08, 129.45, 141.79, 142.11,145.21, 147.29, 157.22, 167.52; HReMS m/z: 453.2067 (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£º
Article; Patel, Kavitkumar N.; Telvekar, Vikas N.; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 43 – 56;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics