Downstream synthetic route of 170911-92-9

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.

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.

Under an argon atmosphere,2,6-Dibromo-3-nitropyridine (1.18 g, 4.20 mmol) was added to a solution ofWas dissolved in ethanol (20 mL).there Tert-butyl 4- (4-aminophenyl) piperazine-1-carboxylate (1.40 g, 5.04 mmol)Triethylamine (1.14 mL, 8.40 mmol) was added,And the mixture was stirred at room temperature for 18 hours.The resulting precipitate was collected by filtration,After washing with a small amount of ethanol and hexane,And dried to give the title compound (1.91 g, 95%)

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£º
Patent; YAKULT HONSHA COMPANY LIMITED; ABE, ATSUHIRO; MAE, MASAYUKI; YAMAZAKI, RYUTA; SASAI, TOSHIO; NISHIYAMA, HIROYUKI; NAGAOKA, MASATO; MATSUZAKI, TAKESHI; (47 pag.)JP6023630; (2016); B2;,
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New learning discoveries about tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

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

A solution of 2-chloro-6-(2-chlorophenyl)-7-methyl-5H-pyrano[2,3-d]pyrimidin-5-one (45 mg, 0.15 mmol), tert-butyl 4-(4- aminophenyl)piperazine-1-carboxylate (41 mg, 0.15 mmol) and DIPEA (51 1JL, 0.29 mmol) in anhydrous DMF (1 mL) washeated 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 were washed with 1:1 water/brine (3 x 5 mL), dried over Na2SO4, filtered, andconcentrated to dryness under reduced pressure to givethe title compound (42 mg, 52%) as a yellow solid. ?H NMR(500 MHz, CDC13) : 6 9.18 (s, 1H) , 8.07 (br s, 1H) , 7.53(br d, 2H), 7.47-7.51 (m, 1H), 7.31-7.37 (m, 2H), 7.21-7.25 (m, 1H), 6.96 (d, 2H), 3.59 (t, 4H), 3.12 (t, 4H),2.19 (s, 3H), 1.49 (s, 9H) . LCMS (Method A): = 1.56mi m/z = 548, 550 [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£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

Analyzing the synthesis route of tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate

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

tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 4d (3 g,10.83 mmol) was dissolved in 40 ml of dry pyridine and stirred at0 C under inert atmosphere. Cinnamoyl chloride 6a (2.16 g,13 mmol) was dissolved in 20 ml dry DCM and added dropwise toabove stirred solution at 0 C. The reaction mixture was stirred for 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 3.25 g of 7d. Off-white solid; Yield 73.86%; mp186-188 C; IR (KBr pellets, cm1): 3335, 3106, 2976, 2822, 1689,1624, 1521, 1423, 1232, 1173, 971, 827, 763; 1H NMR (400 MHz,CDCl3) d (ppm): 1.41 (9H, s, CH3), 3.12 (4H, t, J 4.15 Hz), 3.71 (4H, t,J 4.12 Hz), 6.75 (1H, d, J 14.8 Hz, PheCH]CHe), 7.09e7.45 (9H,m, AreH), 7.71 (1H, d, J 14.8 Hz, PheCH]CHe), 8.61 (1H, s,CONH); 13C NMR (100 MHz, CDCl3) d (ppm): 28.37, 51.48, 80.43,118.47, 121.14, 121.38, 127.97, 128.83, 129.84, 134.74, 141.93, 154.43,164.33; HR-MS m/z: 407.2267 (M)., 170911-92-9

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

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

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.

To a stirred solution of tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (27-1)( 400.0 mg, 1.44 mmol) in DMF (1.0 mL) were added 3-bromopiperidine-2,6-dione (1-2) (552 mg,5 2.88 mmol) and DIPEA (795 J.L, 4.31 mmol) and the reaction mixture was stirred at roomtemperature for 16 hours. It was diluted with saturated aqueous NaHC03 solution and extractedwith 20% IP A/DCM. Organic layer was dried over sodium sulfate and concentrated. Crudematerial was purified by column chromatography using (0%-2% MeOH/DCM) to afford tert-butyl4-(4-((2,6-dioxopiperidin-3-yl)amino)phenyl)piperazine-1-carboxylate (27-3) (300 mg, 772J.mol,10 53.6 %) as offwhite solid. LC/MS (ES+): m/z 389 [M+H]+, 170911-92-9

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

Reference£º
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Christoper, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; DUPLESSIS, Martin; CHEN, Chi-Li; (791 pag.)WO2018/237026; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 170911-92-9

170911-92-9, 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.

This was obtained by stirring MA2-004 (0.698 g) and 4-(4-i170911-92-9, As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference£º
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas J.; LAWRENCE, Harshani R.; (293 pag.)WO2017/66428; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 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

A solution of 4-methoxybenzeneacetic acid (5.0 g; 0.03009 mol) in CH2Cl2 (100 ml) was stirred at room temperature. 4-(4-Aminophenyl)-l-piperazinecarboxylic acid 1,1- dimethylethyl ester (8.35 g; 0.03009 mol) and Et3N (6.3 ml; 0.04514 mol) were added. Then, EDCI (5.77 g; 0.03009 mol) and HOBT (4.07 g; 0.03009 mol) were added to the mixture. The resultant reaction mixture was stirred overnight at room temperature. The solvent was evaporated in vacuo. The residue was washed with methanol, then dried. Yield: 11.9 g of intermediate 83 (93 %)., 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; JANSSEN PHARMACEUTICA N.V.; WO2008/148868; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 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.

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

Compound 14 A mixture of intermiediate 2 (150 mg, 0.47 mmol), tert-butyl 4-(4-aminophenyl)piperazine- 1-carboxylate (149mg, 0.54mmol), and DIPEA (0.21 ml, 1.17 mmol) in DMSO (3.0 ml) was stiired at roomtemperaure for overnight. TLC was checked and the reaction was completed. The mixture was added to sat. ^Cl/water (25ml/50ml ml) and stirred at room temperature for 30 min. The pH of the mixture was adjusted to about 6 using 2N HCl. After coled with ice for lh, the solids were collected by filtration, washed by water to give the crude product. The crude product was suspended in DCM (10 ml) and 1 ml of TFA was added (the mixture become clear solution). The mixture was stirred at room temperature for overnight. Potassium phosphate in water was added to the mixture (pH about 8), and extracted with DCM/MeOH. The combined organic was washed by brine, concentrated and purified by column on slica gel (5-15% MeOH in DCM) to give the desired product as yellow solids (97mg, 45% yield).1H MR (400 MHz, DMSO-d6) delta 11.83 (br, 1H), 9.90 (br, 1H), 8.24 (s, 1H), 7.32 (d, J=8.8Hz, 2H), 7.00 (dd, J =5.6Hz, J=10.4Hz, lH), 6.94 (d, J=8.8Hz, 2H), 6.34 (s, 1H), 3.14 (m, 4H), 2.99 (m, 4H), 2.41 (s, 3H) ( H may be berried under solvent peak); ESI-MS: calcd for (C24H21F2N70) 461, found 462 (MH+)., 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; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

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

To a stirred solution of 32 (500 mg, 1.66 mmol) in s-butanol (5 mL) were added tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (498 mg, 1.82 mmol) and TFA (760 mg, 6.64 mmol) at room temperature. The resulting reaction mixture was stirred at 100 C for 12 h. It was then diluted with 10% MeOH in CH2Cl2 (100 mL) and washed with saturated sodium bicarbonate solution. The organic layer was dried over Na2SO4 and concentrated in vacuo. Column chromatography (3% MeOH in CHCl3) to afford 33 (400 mg, 44%) as a pale yellow solid.1H NMR (400 MHz, DMSO-d6) delta ppm 9.56 (s, 1H), 9.40 (s, 1H), 8.45 (d, J = 5.2 Hz, 1H), 7.58 (d, J = 9.2 Hz, 2H), 7.44 (s, 1H), 7.24 (d, J = 5.2, Hz, 1H), 6.95 – 6.88 (m, 3H), 5.45 (s, 1H), 4.58 (d, J = 3.2 Hz, 2H), 3.48 – 3.45 (m, 4H), 3.04 – 3.02 (m, 4H), 2.37 – 2.33 (m, 1H), 1.42 (s, 9H), 1.06 – 1.04 (m, 4H).LC-MS (MeCN, pH 3): [M+H]+ = 542, rt = 1.62 mins, purity = > 95%.

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£º
Article; Large, Jonathan M.; Birchall, Kristian; Bouloc, Nathalie S.; Merritt, Andy T.; Smiljanic-Hurley, Ela; Tsagris, Denise J.; Wheldon, Mary C.; Ansell, Keith H.; Coombs, Peter J.; Kettleborough, Catherine A.; Whalley, David; Stewart, Lindsay B.; Bowyer, Paul W.; Baker, David A.; Osborne, Simon A.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 19; (2019);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 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.

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

Downstream synthetic route of 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.

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.

To a stirred solution of 6-iodo-8-methyl-2-(methylthio)pyrido[2,3- d]pyrimidin-5(8H)-one (100 mg, 0.30 mmol) in toluene (2mL) at 0 C under nitrogen was added mCPBA (<77% pure)(78 mg, 0.35 mmol) in DCM (2 mL) . After 30 mi DIPEA(0.157 mL, 0.90 mmol) was added, followed by the additionof tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate(92 mg, 0.33 mmol) in toluene (1.0 mL) . The reactionmixture was stirred at 60 C until deemed complete byLCMS analysis. The reaction mixture was cooled to RT and diluted with DCM (15 mL) and brine (10 mL) and extracted. The organic portion was dried (Phase Separator) and concentrated in vacuo. The residue obtained was purified by flash chromatography (0-100%, EtOAc in cyclohexane) toafford the title compound (44.0 mg, 26%) as a yellow solid. LCMS (Method A) : = 1.33 mi m/z = 563 [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£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