Heterocyclic Building Blocks-piperazine

350684-49-0, tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate (4.98mmol, 1.52Og) was dissolved in dichloromethane and trifluoroacetic acid added. The reaction was left overnight and then treated to SCX purification. The intermediate amine was combined with 2-(4-(bromomethyl)phenyl)-1 ,1 ,1 ,3,3,3-hexafluoropropan-2-ol (4.98mmol, 1.678g) and potassium carbonate (4.98mmol, 0.688g) in acetonitrile (3OmL) and stirred overnight. The reaction was concentrated under reduced pressure and the residue partitioned between water and ethyl acetate. The organic layer was separated and concentrated under reduced pressure. Purification by SCX column chromatography and silica chromatography (eluting with ethyl acetate) gave the title compound (1.25g). MS (ESI) m/z 462.5 [M+H]+

350684-49-0, The synthetic route of 350684-49-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; N.V. ORGANON; WO2009/138438; (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.1235865-77-6,2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

A mixture of intermediate 1 (2.42 g, 4.28 mmol)DMAP (1.05 g, 8.59 mmoL),EDCI (1.07 g, 5.58 mmoL) andDichloromethane (30.0 mL) was added to the reaction flask 1.A solution of 4- [4 – [[2- (4-chlorophenyl) -4,4-dimethyl-1-cyclohexen-1-yl] methyl] -1-piperazine] 1H-pyrrolo [2,3-b] pyridin-5-yloxy) benzoic acid (2.5 g, 4.4 mmoL)Triethylamine (0.87 g) andDichloromethane (12.0 mL) was added to the reaction flask 2. [The solution in the reaction flask 2 was slowly added dropwise to the reaction flask 1,After the dropwise addition was stirred overnight, the TLC monitored the reaction completely.N, N’-dimethylethylenediamine (0.94 g) was added,Oil bath to 55 ,Then add 10% acetic acid (18.5 mL) and stir overnight.Cooling, liquid separation. The organic phase was washed once with 10% acetic acid (18.5 mL).Dichloromethane (7.5 mL) was added to the organic phase.Followed by 5% aqueous sodium bicarbonate (18.5 mL) and5% sodium chloride (18.5 mL).The solvent was evaporated under reduced pressure and the residue was separated by flash column chromatography. The elution solvent was dichloromethane / methanol = 10/1,2.4 g of a white solid, yield 63%., 1235865-77-6

1235865-77-6 2-((1H-Pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid 66713100, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Suzhou Guokuang Pharmaceutical Technology Co., Ltd.; Mei Desheng; Liu Aifeng; (50 pag.)CN106608895; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(c) (R)-4-[5-(4-Bromo-2-chloro-5-trifluoromethoxy-phenylcarbamol)-pyridin-2-yl]-3-methyl-piperazine-1-carboxylic acid tert-butyl ester To a reaction mixture of the product of the previous step (999 mg, 2.42 mmol) in a mixture of N,N-diisopropylethylamine (0.84 mL, 4.83 mmol); and DMSO (0.86 mL, 12.08 mmol) was added (R)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (726 mg, 3.62 mmol) and the reaction mixture was heated at 120 C. overnight and extracted with ethyl acetate/water. The organic layer was dried over sodium sulfate and concentrated under vacuum. The dark oil was dissolved in a small amount of DCM and purified by silica gel chromatography (24 g column, 0-40% ethyl acetate:hexanes) to produce the title intermediate as a white solid (916 mg, 64% yield). (m/z): [M+H]+ calcd for C23H25BrClF3N4O4 593.07, 595.07 found 595.4., 163765-44-4

As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.

Reference：
Patent; McKinnell, Robert Murray; Long, Daniel D.; US2013/287731; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

140447-78-5, 1-(2-N-Boc-Aminoethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 5 10- { 3-[4-(N-Boc-2-amino)ethylpiperazinyl]propyl } -2-trifluoromethylphenothiazineTo a stirred suspension of the chloropropyl derivative 2 (1.2 g, 3.5 mmol) , potassium carbonate (1.5 g, 10.86 mmol), l-(2-N-Boc- aminoethyl)piperazine (0.78g, 3.5 mmol) in methyl ethyl ketone (30 mL), was added sodium Iodide (0.9 g, 6 mmol). The reaction mixture was stirred for 24 h at reflux under an atmosphere of argon. The reaction mixture was filtered, and filtrate was concentrated under vacuum.The residue was partitioned between ethyl acetate (30 mL) and brine (15 mL). The organic layer was dried over anhydrous sodium sulphate, filtered and evaporated. The resulting residue was purified by silica gel chromatography (9:1 CH2C^MeOH) to give 5 (1.2 g, 64%) as a foam. MS(ESI): m/z 537 (M+H).

140447-78-5, The synthetic route of 140447-78-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; IMMUNE CONTROL, INC.; WO2008/27521; (2008); 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.21043-40-3,1-Cyclopentylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: 5.1.4. Example A.6.1: general procedure 3 (GP3). The amine (1.0equiv) in ethanol (1mL per mmol amine) was added to the alkyl halide (1.1equiv) and sodium carbonate (3equiv) in ethanol (2mL per mmol amine). The reaction was heated to reflux then water (5mL per mmol amine) and aqueous sodium carbonate (1M, 5mL per mmol amine) were added. The product was extracted with ethyl acetate (3 times, 10mL per mmol amine) and the combined organic layers were dried over MgSO4, filtered and concentrated. The crude material was purified using the Combiflash (A buffer Et2O, B buffer 0.1M NH3 in 1:1 MeOH/Et2O) and the relevant fractions combined and concentrated to give the product., 21043-40-3

21043-40-3 1-Cyclopentylpiperazine 806421, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Kelly, Nicholas M.; Wellejus, Anja; Elbr°nd-Bek, Heidi; Weidner, Morten Sloth; J°rgensen, Signe Humle; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 3334 – 3347;,
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.132710-90-8,1-Boc-4-(3-hydroxypropyl)piperazine,as a common compound, the synthetic route is as follows.

Triphenylphosphine (2.059 g, 7.85 mmol), tert-buty 4-(3-hydroxypropyl)piperazine-l- carboxylate (1.692 g, 6.93 mmol) and diisopropyl (E)-diazene-l,2-dicarboxylate (1.587 g, 7.85 mmol) were mixed in THF (20 mL) at 0 C, and then 4-chloro-3-hydroxy-5-nitrobenzamide (1 g, 4.62 mmol) was added. The reaction solution was maintained at RT for 16 hrs then the brown reaction solution was partitioned between sat. NaHC03 (aq) and EtOAc. The organic layer was washed with brine, dried over MgSCM, concentrated and purified on silica gel (20 %- 80 % (3:1 EtOAc/EtOH) / Hexane, with 2% NH4OH; 330 g RediSep column). Desired fractions were combined and concentrated to give the title compound as a white solid (970 mg, 47 % yield). *H NMR (400 MHz, DMSO-t) delta ppm 8.30 (s, 1 H), 8.05 (d, 3=1.77 Hz, 1 H), 7.88 (d, J=1.77 Hz, 1 H), 7.80 (s, 1 H), 4.28 (t, J=6.21 Hz, 2 H), 3.31 (br. s., 4 H), 2.48 (t, J=7.10 Hz, 2 H), 2.33 (t, J=4.94 Hz, 4 H), 1.96 (t, J=6.59 Hz, 2 H), 1.40 (s, 9 H). LCMS (LCMS Method K): Rt = 0.69 min, [M+H]+ = 443.4.

132710-90-8, As the paragraph descriping shows that 132710-90-8 is playing an increasingly important role.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHARNLEY, Adam Kenneth; DARCY, Michael G.; DODSON, Jason W.; DONG, Xiaoyang; HUGHES, Terry V.; KANG, Jianxing; LEISTER, Lara Kathryn; LIAN, Yiqian; LI, Yue; MEHLMANN, John F.; NEVINS, Neysa; RAMANJULU, Joshi M.; ROMANO, Joseph J.; WANG, Gren Z.; YE, Guosen; ZHANG, Daohua; (451 pag.)WO2017/175147; (2017); 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.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

A solution of 4-(4-formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (1.3 g, 4.47 mmol) in THF (50 mL) was mixed with LAH (0.7 g, 17.87 mmol) and stirred at reflux for 14 h. The reaction was quenched at room temperature by adding KOH aqueous (14 N, 20 mL). The supernatant was decanted and combined with DCM washings, then diluted with water (50 mL). The mixture was extracted with DCM (3×50 mL) followed by concentration using a rotary evaporator to give [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 89%). To a solution of DMSO (0.56 mL, 7.96 mmol) in DCM (50 mL) at -78 C. was added oxalyl chloride (0.7 mL, 7.96 mmol) and the resulting mixture was stirred at -78 C. for 0.5 h. A solution of [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol (0.82 g, 3.98 mmol) in DCM (20 mL) was slowly added. The reaction was stirred at -78 C. for 1.5 h. Triethylamine (1.7 mL, 11.94 mmol) was added and the reaction was allowed to gradually warm up to room temperature. After stirring for 4 h the reaction was quenched by adding sodium bicarbonate aqueous (1 N, 50 mL). The mixture was extracted with DCM (3×50 mL) followed by concentration to afford a residue, which was further purified by column chromatography to yield 4-(4-methyl-piperazin-1-yl)-benzaldehyde (0.5 g, 61%).5,7-Dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)quinazolin-4(3H)-one was synthesized from 2-amino-4,6-dimethoxybenzamide and 4-(4-methyl-piperazin-1-yl)-benzaldehyde, using the method described for 5,7-dimethoxy-2-(pyridin-2-yl)quinazolin-4(3H)-one. 5,7-Dimethoxy-2-(4-(4-methylpiperazin-1-yl)phenyl)quinazolin-4(3H)-one (120 mg, 41%) was converted to the corresponding hydrochloride (a yellow solid). Selected data: MS (m/z): 381.11; MP 252.4-254.2 C. (di-hydrochloride).

197638-83-8, 197638-83-8 1-Boc-4-(4-Formylphenyl)piperazine 2795509, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Wong, Norman C.W.; Tucker, Joseph E.L.; Hansen, Henrik C.; Chiacchia, Fabrizio S.; McCaffrey, David; US2008/188467; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate (1.5 g) was dissolved in DMF (50 mL). Potassium carbonate (1.7 g) and N-(4-chloromethyl-3-methyl-1,3-thiazol-2(3H)-ylidene)-N-methylamine hydrochloride (1.4 g) were added thereto, and the mixture was mixed at 80C overnight. The solvent was distilled off, the residue was poured into water, extracted with a mixed solution of chloroform-methanol, and the extract was dried over anhydrous magnesium sulfate. The solvent was distilled off to give tert-butyl 4-(((2Z)-3-methyl-2-(methylimino)-2,3-dihydro-1,3-thiazol-4-yl)methyl)-3-oxopiperazine-1-carboxylate (1.2 g) as a pale brown oily matter. The resulting oily matter was dissolved in trifluoroacetic acid (10 mL) and mixed at room temperature for 1 hour. The mixture was dissolved in dichloromethane (50 mL), and triethylamine (0.87 mL) was added thereto. With ice cooling, 3-((6-chloro-2-naphthyl)sulfonyl)propionic acid (0.97 g), HOBt (0.53 g) and WSC (0.65 g) were added thereto, and the mixture was mixed at room temperature for 16 hours. The reaction solution was basified with an aqueous potassium carbonate solution, then extracted with chloroform, and the extract was dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified with a basic silica gel column to give the title compound (1.8 g) as a white powder. NMR (CDCl3) delta: 2.38-2.52 (1H, m), 2.83-2.91 (3.7H, m), 2.94 (3H, s), 3.23-3.40 (3.7H, m), 3.29 (3H, s), 3.48-3.66 (6.3H, m), 4.06-4.29 (1H, m), 4.77-4.96 (0.3H, m), 5.71 (0.3H, s), 7.73 (0.7H, s), 7.49-7.55 (1H, m), 7.88-7.94 (4H, m), 8.43 (1H, m)., 129799-08-2

The synthetic route of 129799-08-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1669352; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 1 equiv of piperazinyl amine was dissolved in pyridine (20 ml/g)and stirred at 0 C under inert atmosphere. 1.2 equiv of cinnamoylchloride derivative was dissolved in dry DCM (10 ml/g) and addeddropwise to above stirred solution at 0 C. The reaction mixturewasstirred for 3 h and was monitored by TLC. After completion of thereaction, the reaction mixturewas diluted withwater (20 ml/g) andethyl acetate (30 ml/g) followed by 2 N HCl to make it acidic. Theprecipitate came out which was filtered as yellow solid and furtherwashed with 2 N HCl and then water. The precipitate was suspendedin saturated bicarbonate solution and stirred vigorously toremove acid impurities. The crude compound was purified eitherby column chromatography or by recrystallization from ethyl acetateand hexane., 115619-01-7

As the paragraph descriping shows that 115619-01-7 is playing an increasingly important role.

Reference：
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57260-71-6,tert-Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 4-aminobenzoic acid (411 mg, 3.00 mmol) in DMF (3.0 mL) at room temperature was added EDC (862 mg, 4.50 mmol), HOBt (608 mg, 4.50 mmol), triethylamine (606 mg, 0.835 mL, 6.00 mmol) and tert-butyl piperazinecarboxylate (671 mg, 3.60 mmol). The mixture was stirred for 22 h, and then 2 N aq. NaOH was added to adjust the PH>10. The mixture was extracted with ethyl acetate, and the organic layer was dried over MgSO4, concentrated. The residue was purified by silica gel column chromatograghy eluted with EtOAc:hexanes (50 to 90% EtOAc) to give 4-(4-amino-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester (796 mg, 87%) as a colorless oil. MS (ES+): m/z = 306.2, 57260-71-6

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/46120; (2004); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics