Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 25 2-(2,8-dimethylimidazo[l,2-b]pyridazin-6-yl)-9-methyl-7-[(3R)-3-methylpiperazin-l- yl]pyrido[l,2-a]pyrimidin-4-one In a sealed tube, 2-(2,8-dimethylimidazo[l,2-b]pyridazin-6-yl)-7-fluoro-9-methyl- pyrido[l,2-a]pyrimidin-4-one (Intermediate 4; 50 mg, 0.155 mmol) and (R)-2-methylpiperazine (62 mg, 0.619 mmol, 4.0 eq.) were stirred in DMSO (2 mL) at 125C overnight. The solvent was removed under high vacuum. The residue was taken up in CH2CI2 and washed with an aqueous saturated solution of NaHC03. The organic layer was separated and dried over Na2S04 and concentrated in vacuo. The crude was purified by column chromatography (S1O2, CH2Cl2/MeOH=95/5 to 90/10) to afford the title product (40 mg, 70%) as a light yellow solid. MS m/z 404.3 [M+H+].

75336-86-6, As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PTC THERAPEUTICS INC.; RATNI, Hasane; GREEN, Luke; NARYSHKIN, Nikolai A.; WEETALL, Marla L.; (80 pag.)WO2015/173181; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

20327-23-5, 1-Cyclopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3 (General procedure A); 2-(4-Cyclopropylpiperazin-1-yl)-6-methoxybenzothiazole, hydrochloride; A mixture of 2-chloro-6-methoxybenzothiazole (0.20 g, 1.0 mmol) and 1-cyclopropyl- piperazine (0.25 g, 2.0 mmol) was stirred at 120 0C overnight. The reaction mixture was allowed to cool and dissolved in a mixture of ethyl acetate a NaHCO3 solution. The phases were separated and the organic phase was washed with water (3 x) and then extracted with 0.25 M hydrochloric acid (20 ml_). The acidic aqueous extract was concentrated and re- evaporated with ethanol. The residue was crystallized from a mixture of ethanol and ethyl acetate to give 60 mg (18 %) of 2-(4-cyclopropylpiperazin-1-yl)-6-methoxybenzothiazole, hydrochloride. 1H-NMR (400MHz, DMSO-d6) delta 11.3 (brs, 1 H), 7.48 (d, 1 H), 7.45 (d, 1 H), 6.93 (dd, 1 H), 4.18-4.06 (m, 2H), 3.89-3.75 (m, 5H), 3.68-3.52 (m, 2H), 3.44-3.33 (m, 2H), 2.94-2.86 (m, 1 H), 1.21-1.15 (m, 2H), 0.85-0.79 (m, 2H).

20327-23-5, 20327-23-5 1-Cyclopropylpiperazine 4742004, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; NOVO NORDISK A/S; WO2007/110364; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55276-43-2, 1-Methanesulfonylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-Bromo-1-chlorophthalazine (18 mg, 74 umol) and 1-(methylsulfonyl)piperazine (91 mg, 554 mumol) were dissolved in dichloromethane/methanol when the reaction mixture was concentrated by evaporation under a nitrogen line. The concentrate was heated to 120 C. for 6 h to give the title compound. MS (ES+): 373 (M+H)+., 55276-43-2

As the paragraph descriping shows that 55276-43-2 is playing an increasingly important role.

Reference：
Patent; Amgen Inc.; US2006/199817; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21043-40-3, 1-Cyclopentylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7H-Indolo[2,1-a][2]benzazepine-10-carboxamide, 6-[1-cyclobutyl-4-(1-cyclopentylpiperazin-4-ylcarbonyl)-1H-pyrazol-5-yl]-13-cyclohexyl-3-methoxy-N-[(1-methylethyl)sulfonyl]- A 2 dram vial was charged with 1H-pyrazole-4-carboxylic acid, 1-cyclobutyl-5-[13-cyclohexyl-3-methoxy-10-[[[(1-methylethyl)sulfonyl]amino]carbonyl]-7H-indolo[2,1-a][2]benzazepin-6-yl]-(60 mg, 0.091 mmol), DMF (1 mL), 4-methylmorpholine (0.030 mL, 0.274 mmol), 1-cyclopentylpiperazine (15.50 mg, 0.100 mmol) and o-benzotriazol-1-yl-N,N,N’,N’-tetramethyluronium tetrafluoroborate (TBTU) (32.3 mg, 0.100 mmol). The rxn was stirred for 1 hour. LCMS indicates the rxn was complete, 766.36 at 4.11 minutes. It was diluted with ether, washed with saturated ammonium chloride then brine, dried (MgSO4) and evaporated giving a yellow solid. The solid was dissolved in DCM, the solution was added to a Thomson silica gel column and the column was eluted with DCM/methanol (0% to 5%). The appropriate fractions (TLC) were combined and evaporated giving a light yellow solid. The solid was triturated in ether/hexane giving the product (52 mg, 0.065 mmol, 71.5% yield) as a light yellow powder. HPLC: 99.6%. LCMS: 793.43 at 3.77 minutes., 21043-40-3

The synthetic route of 21043-40-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; US2009/280083; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

67455-41-8, 4-(Piperazin-1-yl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of amine (1 mmol) and alpha,beta-unsaturated nitriles or carbonyl compounds (1.2 mmol) was added to SWCNT-TEAP (1 mg) and the mixture was stirred at 25 C for 1 min. The completion of the reactions was monitored using TLC. The product formed in the one-phase system, was extracted with diethyl ether. The resulting organic phase extract was washed with a saturated aqueous NaHCO3 solution, and then dried over anhydrous Na2SO4. The solvent was removed and the residue was further purified by recrystallization or silica gel chromatography. The reaction products were analyzed with 1H and 13C NMR spectroscopy. 1H and 13C NMR of entry 1-5 are given below:

67455-41-8, As the paragraph descriping shows that 67455-41-8 is playing an increasingly important role.

Reference：
Article; Attri, Pankaj; Choi, Eun Ha; Kwon, Gi-Chung; Bhatia, Rohit; Gaur, Jitender; Arora, Bharti; Kim, In Tae; Bulletin of the Korean Chemical Society; vol. 35; 10; (2014); p. 3035 – 3040;,
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.13484-40-7,1-(2-Methoxyethyl)piperazine,as a common compound, the synthetic route is as follows.

Example 18; iV”-(2-Ammophenyl)-4-(3-chloro-5-{[4-(2-methoxyethyl)piperazin-l-yl]niethyl}pyridin-2- yl)benzamide; A solution of tert-bvyl (2-{[4-(3-chloro-5-formylpyridin-2- yl)benzoyl]amino}phenyl)carbamate (Method 1; 181 mg, 0.40 mmol) in dichloromethane (4 ml) was added to l-(2-methoxyethyl)piperazine (102 mg, 0.70 mmol). The reaction mixture was stirred for 5 minutes before addition of titanium (IV) isopropoxide (240 mul, 0.8 mmol). The reaction was allowed to stir at ambient temperature for 2 hours then sodium borohydride (61 mg, 1.60 mmol), added followed by methanol (0.4 ml). The reaction mixture was stirred for 2 hours then a further portion of sodium borohydride (61 mg, 1.60 mmol) added the reaction mixture was left to stir overnight (20 hours). Saturated aqueous sodium hydrogencarbonate solution (5 ml) was added, followed by water (5 ml) and dichloromethane (5 ml). The mixture was stirred for 30 minutes and the organic phase separated by filtration through an 1ST phase separating cartridge, and the aqueous extracted again with dichloromethane. The combined organic extracts were evaporated to dryness and the residue purified by flash chromatography on silica eluting with ethyl acetate followed by a rising gradient of methanol in ethyl acetate (0-20% v/v) to afford the protected product. This was taken up in dichloromethane (3 ml) and treated with trifiuoroacetic acid (1 ml) then at ambient temperature for 22 hrs. The reaction mixture was diluted with dichloromethane and poured onto an SCX-2 cartridge (5g). The cartridge was washed with dichloromethane (25 ml) and methanol (50 ml) before eluting products with a 2M solution of ammonia in methanol (50 ml). The ammoniacal fraction was evaporated to dryness and the resultant residue triturated with diethyl ether/isohexane to afford the title compound (78 mg, 41%); MMR Spectrum: (CDCl3) delta 2.61 (m, 10H), 3.35 (s, 3H), 3.53 (t, 2H), 3.58 (s, 2H), 3.88 (s, 2H), 6.87 (m, 2H), 7.11 (m, IH), 7.38 (d, IH), 7.84 (d, 2H), 7.88 (s, 2H), 8.00 (d, 2H), 8.53 (s, IH); Mass Spectrum: M+H+ (35Cl) 480.

13484-40-7, The synthetic route of 13484-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/75160; (2006); 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.109-07-9,2-Methylpiperazine,as a common compound, the synthetic route is as follows.

1-(t-Butoxycarbonyl)-3-methylpiperazine To a cold (-5° C.) solution of 2-methylpiperazine (5.00 g, 0.05 mole) in 200 mL of CH2 Cl2 under Ar was added a solution of di-t-butyl dicarbonate (10.9 g, 0.05 mole) in 100 mL of CH2 Cl2 over 1 h. The resulting mixture was stirred at -5° C. for 1 h and then at r.t. for 2 h. The solution was then washed (H2 O), dried (Na2 SO4) and evaporated to give an oil which was chromatographed (SiO2 /ethyl acetate then ethyl acetate-MeOH-NH4 OH 10:1:0.1) to give the product (4.30 g, 43percent) as an oil. This material was used without further purification: 1 H nmr (200 MHz, CDCl3) delta 4.15-3.75 (br s, 2H), 3.0-2.6 (m, 4H), 2.47-2.35 (m, 1H), 1.48 (s, 9H), 1.08 (d, J=6.7 Hz, 3H).

109-07-9, The synthetic route of 109-07-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; US5434154; (1995); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5308-25-8, 1-Ethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 4 Preparation of 1-ethyl-4-(6-nitropyridin-3-yl)piperazine A mixture of 5-bromo-2-nitropyridine (1.02 g, 5.02 mmol) and 1-ethylpiperazine (1.71 g, 15.0 mmol) in N-methyl-2-pyrrolidinone (5 mL) was stirred at 120 C. for 3 h. After this time, the reaction was cooled to room temperature, poured into water (100 mL) and extracted with methylene chloride (2*100 mL). The combined organic layers were dried over sodium sulfate, filtered and the filtrate concentrated under reduced pressure. The resulting residue was purified by chromatography (silica, gradient, 1:49 methanol/methylene chloride to 1:9 methanol/methylene chloride) to afford 1-ethyl-4-(6-nitropyridin-3-yl)piperazine as a yellow solid: 1H NMR (400 MHz, DMSO-d6.) d 8.25 (d, J=2.8 Hz, 1H), 8.14 (d, J=9.2 Hz, 1H), 7.48 (dd, J=9.2, 2.8 Hz, 1H), 3.50-3.46 (m, 4H), 2.50-2.38 (m, 4H, merged with DMSO peak), 2.37 (q, J=7.2 Hz, 2H), 1.02 (t, J=7.2 Hz, 3H)., 5308-25-8

The synthetic route of 5308-25-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Gilead Connecticut, Inc.; Blomgren, Peter A.; Currie, Kevin S.; Kropf, Jeffrey E.; Lee, Seung H.; Mitchell, Scott A.; Schmitt, Aaron C.; Xu, Jianjun; Zhao, Zhongdong; US2014/148430; (2014); 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.13484-40-7,1-(2-Methoxyethyl)piperazine,as a common compound, the synthetic route is as follows.

A mixture of 5-chloro-2-nitroaniline (1.4 g, 8.1 mmol), l-(2-methoxy-iethyl)- piperazine (2.0 g, 14.0 mmol) and anhydrous potassium carbonate (1.38 g, 10.0 mmol) in N,N-dimethylacetamide (3 ml) was stirred at 120-130 C under nitrogen for 1 day. Sample NMR analysis showed complete conversion of the starting material. The resultant mixture was then cooled to room temperature, poured into cold water (15 ml) and stirred vigorously. The resulting yellow brown precipitate was collected by filtration, washed well with water then dried on the filter funnel. The resulting yellow brown solid was slurried in diethyl ether (20 mL) , filtered, washed with additional diethyl ether, dried to afford 5-[4-(2-memoxy-emyl)-piperaan-l-yl]-2-nitro-phenylamine (1.7 g, 75 %) as a yellow brown powder. NMR (400 MHz, DMSO-d6) delta 2.40-2.50, m, 6H; 3.19, s, 3H; 3.25, m, 4H; 3.41, t (J=5.9 Hz), 2H; 6.16, d (J=2.7 Hz), 1H; 6.34, dd (J=2.54, 7.23 Hz), 1H, 7.20 broad s , 2H; 7.76, d (J=9.8 Hz), 1H -, 13484-40-7

13484-40-7 1-(2-Methoxyethyl)piperazine 2734638, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PETER MACCALLUM CANCER INSTITUTE; MARTIN, Roger, Francis; WHITE, Jonathan; LOBACHEVSKY, Pavel; WINKLER, David; SKENE, Colin; MARCUCCIO, Sebastian; WO2011/123890; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5464-12-0

To a solution of 70 mg (0.15 mmol) of 4-({2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]butanoyl}amino)benzoic acid (enantiomer 2) in 2 ml of dichloromethane were added, under argon at -20° C., 27 mg (0.19 mmol, 1.25 eq.) of 2-(4-methylpiperazin-1-yl)ethanol, 18 mg (0.15 mmol, 1.0 eq.) of 4-dimethylaminopyridine, 33 mul (0.19 mmol, 1.25 eq.) of N,N-diisopropylethylamine and, finally, 36 mg (0.19 mmol, 1.25 eq.) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride. The reaction mixture was stirred at -20° C. for 20 min and allowed to come to RT, and stirred at RT overnight. After addition of water/dichloromethane and phase separation, the aqueous phase was extracted twice with dichloromethane. The combined organic phases were dried (sodium sulphate), filtered and concentrated under reduced pressure. The residue was purified by means of RP-HPLC (Reprosil C18, acetonitrile/water gradient). Yield: 54 mg (61percent of theory) LC/MS [Method 1]: Rt=0.76 min; MS (ESIpos): m/z=592 (M+H)+, 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=10.83 (s, 1H), 8.00 (d, 1H), 7.93 (d, 2H), 7.78 (d, 2H), 7.76-7.70 (m, 2H), 7.49 (s, 1H), 6.54 (s, 1H), 5.64 (dd, 1H), 4.34 (t, 2H), 3.69 (s, 3H), 2.66 (t, 2H), 2.48-2.40 (m, 4H), 2.35-2.24 (m, 4H), 2.24-2.15 (m, 2H), 2.13 (s, 3H), 0,91 (t, 3H).

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference：
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; US2018/346424; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics