Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1072027-36-1,4-(4-Boc-1-piperazinyl)-5-bromo-7H-pyrrolo[2,3-d]pyrimidine,as a common compound, the synthetic route is as follows.

Description 16; 1,1 -Dimethylethyl 4-{5-bromo-7-[2-(ethyloxy)-2-oxoethyl]-7H-pyrrolo[2,3- d]pyrimidin-4-yl}-1 -piperazinecarboxylate (D16)1 ,1-Dimethylethyl 4-(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1- piperazinecarboxylate (D15, 552 mg, 1.444 mmol) was dissolved in N, N- dimethylformamide (14 ml_), cooled in an ice bath and treated with sodium hydride (60% by weight, 69.3 mg, 1.733 mmol) portionwise and stirred under argon for 15 minutes. The reaction mixture was allowed to warm to room temperature and stirred for 1 hour. Ethyl bromoacetate (0.160 ml_, 1.444 mmol) was added and the resulting mixture stirred for 1 hour. The solvent was removed under reduced pressure. The residue taken up in water, neutralised using saturated ammonium chloride and extracted with ethyl acetate (x 3). The ethyl acetate layers were combined, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography eluting with a gradient of 0-50 % ethyl acetate/iso-hexane. Product containing fractions were combined and evaporated under reduced pressure to give the title compound as a white solid. LC/MS (ES+ve): [M+H]+ at m/z 468, 470 (Ci9H26BrN5O4 requires [M+H]+ at m/z 468, 470).

1072027-36-1, As the paragraph descriping shows that 1072027-36-1 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; WO2009/80682; (2009); 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.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

General procedure: General procedure for the synthesis of 15b-15u. To a solution ofcompound 13a (0.41 g, 1.06 mmol) in 2-butanol (5 mL), 1-(2-(dimethylamino)ethyl)-1H-pyrazol-4-amine (0.196 g, 1.27 mmol)and trifluoroacetic acid (94 mL) were added in a sealed tube. Thereactionwas heated at 95 C for 18 h. The reaction mixturewas thenallowed to cool to room temperature. The mixture was transferredto a round-bottom flask and then the solvent was removed underreduced pressure. The residue was dissolved in DCM (2.0 mL) andTFA (2.0 mL), and the resulting mixture was stirred for 5 h at roomtemperature. The solvent was removed under reduced pressure,and the residue was neutralized with saturated NaHCO3 aqueoussolution. The water layer was extracted with DCM. The organiclayer was combined and washed with brine, dried over Na2SO4,filtered, concentrated, and purified by silica gel chromatography toafford 15a as a yellow solid (0.264 g, 65% for two steps).

122833-04-9, As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference：
Article; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1228780-72-0, Combined 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-bromobenzonitrile (6.6 g) and 1-((4’chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[ 1,1 ‘-biphenyl]-2-yl)methyl)piperazine (7. 7 g) intetrahydrofuran (200 mL). To the reaction mixture sodium tert. Butoxide (6.0 g) and ( 4-(N,N-Dimethylamino)phenyl)di-tert-butyl phosphine (A-phos) (445 mg) were added at30C and degassed with Argon for 30 minutes under stirring at the same temperature.Tris(dibenzylideneacetone)dipalladium(O)-chloroform adduct (870 mg) was added anddegassed for 5 minutes at 30C. The reaction mixture was heated to 70C and stirred for15 hours at the same temperature. The reaction mixture was cooled and filtered on celitebed. The celite bed was washed with tetrahydrofuran (2 x 50 mL) and evaporated thesolvent in the filtrate. The crude product was dissolved in the ethyl acetate (100 mL) andwashed with water (100 mL), saturated sodium bicarbonate solution (70 mL), 10%solution of L-cysteine (100 mL) and brine solution (60 mL). The organic solution wasdried over sodium sulfate and evaporated the solvent under reduced pressure. The crudeproduct was purified by column chromatography using 100-200 mesh silica gel and 40-50% ethyl acetate-hexane as eluent to obtain the title compound as yellow solid. Yield:9.5 g; Purity by HPLC: 98.30%

The synthetic route of 1228780-72-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DR. REDDY?S LABORATORIES LIMITED; PEDDIREDDY, Subba Reddy; KOTTUR, Mohan Kumar; JURUPULA, Ramprasad; BAIG, Mohammed Azeezulla; CHAKKA, Ramesh; THIPPARABOINA, Rajesh; PEDDY, Vishweshwar; RAO, Pallavi; ORUGANTI, Srinivas; DAHANUKAR, Vilas Hareshwar; (88 pag.)WO2017/212431; (2017); A1;,
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Piperazines – an overview | ScienceDirect Topics

694499-26-8,694499-26-8, 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-lodo-4-methylbenzoyl chloride (0.48 g, 1.7 mmol), prepared from the reaction of 3-iodo-4-methylbenzoic acid and SOCI2 (as previously described), was added to a solution of 4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (0.47 g, 1.7 mmol), lambda/./V- diisopropylethylami?e (0.26 g, 2.0 mmol), and a catalytic amount of DMAP in THF (10 mL). After stirring at rt for 2 h, the reaction was quenched with water. EtOAc was added and the layers separated. The combined organic layers were concentrated to dryness and purified by silica gel chromatography (eluted with 5% MeOH/DCM, MeOH was pre-saturated with ammonia gas), to provide 0.51 g of product as an off-white solid.

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ARIAD PHARMACEUTICALS, INC.; WO2007/75869; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

112257-12-2, tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Commercially available imidazole (0.33 g, 4.9 mmol) was dissolved in 2 mL of freshly distilled DMF, under N2, and cooled to 0 C. Sodium hydride (0.14 g, 5.9 mmol) was added to the reaction and stirred for 30 min before a dropwise addition of tert-butyl 4-(2-bromoacetyl)piperazine-1-carboxylate (1.50 g, 4.9 mmol) dissolved in 2 mL of DMF. The mixture was slowly warmed to room temperature and stirred overnight. Addition of 10 mL of water caused a white precipitate to form. The solid was filtered and dried under reduced pressure overnight to afford tert-butyl 4-(2-(1H-imidazol-1-yl)acetyl)piperazine-1-carboxylate 8a (0.97 g,3.3 mmol, 67%); mp: 147-149 C. 1H NMR (400 MHz, CDCl3) delta 7.53(s, 1H), 7.11 (s, 1H), 6.96 (s,1H), 4.80 (s, 2H), 3.62 (bs, 2H), 3.48 (bs,6H), 1.47 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 165.0, 154.5, 138.1, 129.7, 120.2, 80.8, 48.2, 45.1, 43.5, 42.2, 28.5; HRMS (ESI TOF): [M+H]+Calc’d for C14H23N4O3 m/z 295.1770. Found, m/z 295.1751.

112257-12-2, As the paragraph descriping shows that 112257-12-2 is playing an increasingly important role.

Reference：
Article; Abuteen, Akram; Zhou, Feifei; Dietz, Christopher; Mohammad, Innus; Smith, Michael B.; Zhu, Quing; Dyes and Pigments; vol. 126; (2016); p. 251 – 260;,
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.154590-35-9,tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of the product of EXAMPLE 13A (70 mg, 0.21 mmol), tert-butyl 4-(4-amino-2-fluorophenyl)pip- erazine-1 -carboxylate (61 mg, 0.21 mmol) and catalytic p-toluenesulfonic acid (5mg) inn-butanol (3 mL) was heated100C. for 18 hours. After cooling to ambient temperature, the mixture was poured into saturated aqueous sodium bicarbonate (50 mL). The resulting solution was extracted with ethyl acetate (3×30 mL), and the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by preparative thin layer chromatography using 20:1 dichloromethane/methanol to afford the crude title compound which was used in the next step without further purification. MS: 598 (M+Hj., 154590-35-9

154590-35-9 tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate 16203630, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ABBVIE INC.; Vasudevan, Anil; Penning, Thomas Dale; Chen, Huanming; Liang, Bo; Wang, Shaohui; Zhao, Zhongqiang; Chai, Dikun; Yang, Leifu; Gao, Yingxiang; Pliushchev, Marina; US2014/171429; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

325145-35-5, (S)-tert-Butyl 2-ethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Chloride 3 (5.35 g, 24.4 mmol) was dissolved in DMF (50 mL, dried over molsieves). Piperazine 4 (5.0 g, 23.3 mmol) was added, followed by the addition of K2CO3 (8.0 gr, 58 mmol). The mixture was stirred overnight at 80°C. The DMF was evaporated under reduced pressure. The residue was dissolved in DCM (100 mL) and washed with water (50 mL). The organic layer was dried over Na2SO4, filtered and concentrated under vacuum to give crude Boc-protected product. This was dissolved in DCM (50 mL) and CF3COOH (5 mL) was added dropwise. The mixture was stirred for 1 hour at room temperature and subsequently concentrated under vacuum. The residue was dissolved in DCM (25 mL) and washed with 1.0M aq. NaOH (25 mL) and water (25 mL). The organic layer was dried over Na2SO4, filtered and concentrated under vacuum. Column chromatography (gradient: EtOAc/Et3N 99/1 toEtOAc/MeOH/Et3N 80/20/1) afforded the product as a white solid (3.35 g, 46 percent).LC-MS purity: 98+ percent. 1H-NMR (CDCl3, 400 MHz) delta 8.48 (d, 1H, J=2.1 Hz), 7.97 (d, 1H, J=2.1Hz), 6.09 (br t, 1H), 4.00-3.89 (m, 2H), 3.48 (dq, 2H, J1=7.3 Hz), 3.11-2.89 (m, 3H), 2.82-2.72(m, 1H), 2.58 (dd, 1H, J1=12.4 Hz, J2=10.0 Hz), 1.52-1.35 (m, 2H), 1.23 (t, 3H, J=7.3 Hz),0.97 (t, 3H, J=7.5 Hz).

325145-35-5, The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Scholten, Danny J.; Roumen, Luc; Wijtmans, Maikel; Verkade-Vreeker, Marlies C. A.; Custers, Hans; Lai, Michael; De Hooge, Daniela; Canals, Meritxell; De Esch, Iwan J. P.; Smit, Martine J.; De Graaf, Chris; Leurs, Rob; Molecular Pharmacology; vol. 85; 1; (2014); p. 116 – 126;,
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.304897-49-2,tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

In a round bottomed flask under nitrogen atmosphere commercially available benzoic acid (1.1 mmol) or sulphonyl chloride was suspended in 75 ml of anhydrous DCM. Then HOBt (1.4 mmol) and EDO HCI (1.1 mmol) were added and the resulting mixture stirred at room temperature for 2 hours. Then a solution of intermediates (X) (compounds of examples 4-6 of Table 2) (1.1 mmol) in 75 ml of dry DCM was addedand the mixture stirred at 40 00 upon completion. The reaction mixture was left to cool to room temperature, washed with a saturated aqueous solution of NH4CI, then aqueous HCI 0.5M, aqueous NaOH 1 M and finally with a saturated aqueous solution of NaHCO3. The organic layer was separated, dried over sodium sulphate, filtered and evaporated under vacuum. The resulting crude product was purified by flashchromatography on silica gel, eluting with a gradient from cyclohexane/AcOEt 1/1 to100% AcOEt. The collected fractions were evaporated to give the compounds of examples 7-10,14., 304897-49-2

As the paragraph descriping shows that 304897-49-2 is playing an increasingly important role.

Reference：
Patent; ROTTAPHARM BIOTECH S.R.L.; ARTUSI, Roberto; CASELLI, Gianfranco; ROVATI, Lucio; (78 pag.)WO2016/146220; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59878-57-8, 1-(Cyclopropylcarbonyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59878-57-8, (d) Library Synthesis (5a-h)To a solution of 3-(4-oxo-3,4,5,6,7,8-hexahydro-phthalazin-1-ylmethyl)-benzoic acid (4) (20 mg, 0.07 mmol), in DCM (1 ml) was added HBTU (53 mg, 0.140 mmol), triethylamine (20 muL, 0.140 mol) and amine (0.140 mmol). The reaction mixture was stirred for 18 hours at room temperature and concentrated in vacuo. The crude samples were submitted for preparative HPLC purification.

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference：
Patent; Javaid, Muhammad Hashim; Menear, Keith Allan; Martin, Niall Morrison Barr; Smith, Graeme Cameron Murray; Rudge, David Alan; Roberts, Craig Anthony; US2009/23727; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122833-04-9, 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Int-12 (100 mg, 0.312 mmol) and 2-methoxy-4-(4-methylpiperazin-l-yl)aniline (75 mg, 0.343 mmol) in 2-methoxyethanol (2 mL) was added 4 M HC1 in dioxane (0.086 mL, 0.343 mmol). The solution was stirred and heated at 110 C for 14 h. Then, additional 2-methoxy-4-(4-methylpiperazin-l-yl)aniline (18 mg, 0.081 mmol) and 1 drop of 4 M HC1 (aq) were added and the mixture was further irradiated under microwave conditions for 15 minutes at 160 C. The solution was concentrated under reduced pressure and partitioned between saturated NaHCC and DCM (20 mL each). The aqueous layer was re-extracted with DCM (20 mL). The organic layers were combined, dried (Na2S04), filtered, and concentrated under reduced pressure. The resulting crude mixture was purified by flash chromatography (Si02) eluting with DCM in MeOH (0% to 10%) to provide the title compound as a brown foam (75 mg, 48%). HPLC: 98% [tR = 8.7 min, 45% MeOH, 55% water (with 0.1% TFA), 20 min. lH NMR (400 MHz, DMSO-ifc): delta 7.87 (d, / = 8.8 Hz, 1H), 7.84 (s, 1H), 7.33-7.22 (m, 4H; 1H disappeared on D20 shake), 7.19-7.11 (m, 1H), 6.60 (d, J = 2.5 Hz, 1H), 6.42 (dd, / = 8.8, 2.5 Hz, 1H), 3.81 (s, 3H), 3.58 (q, / = 6.6 Hz, 2H), 3.10-3.05 (m, 4H), 3.03 (t, J = 6.6 Hz, 2H), 2.46-2.42 (m, 4H), 2.21 (s, 3H). HPLC-MS (ESI+): m/z 507.2 [45%, (M35C137C1+H)+], 505.2 [50%, (M35C135C1+H)+], 254.2 [60%, (M35C137C1+2H)2+], 253.2 [100%, (M35C135C1+2H)2+]. LC-MS (ESI+): 505.2 [100%, (M35C135C1+H)]. HRMS (ESI+): m/z calcd for C24H27C12FN60S (M+H)+ 505.1680, found 505.1683.

122833-04-9, The synthetic route of 122833-04-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE; MAHAJAN, Nupam P.; MAHAJAN, Kiran N.; LAWRENCE, Nicholas J.; LAWRENCE, Hirshani R.; (85 pag.)WO2017/23899; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics