Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34770-60-0,4-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.

General procedure: A mixture of aryl bromide (1.0 mmol), 4-methylpiperazin-2-one (for compounds 15-17)/morpholin-3-one (for compounds 18-20) (2.0 mmol), N,N0-dimethylethylene diamine (0.1 mmol), K2CO3 (2.0 mmol) and CuI (0.05 mmol) in anhydrous toluene was heated to reflux with stirring for 6 h. Then the reaction mixture was cooled to room temperature, poured into water, stirred vigorously and extracted thrice with ethyl acetate, dried over anhydrous Na2SO4, concentrated under reduced pressure and purified by flash chromatography to afford compounds 14a-f in 54-68% yields. 6.1.16 4-Methyl-1-(4-vinylphenyl)piperazin-2-one (14a) A mixture of 1-bromo-4-vinylbenzene 9 (1.0 g, 5.46 mmol), 4-methylpiperazin-2-one (1.24 g, 10.93 mmol), N,N’-dimethylethylene diamine (0.04 g, 0.54 mmol), K2CO3 (1.51 g, 10.93 mmol) and CuI (0.05 g, 0.27 mmol) in anhydrous toluene was heated to reflux and the reaction was continued as described in general procedure IV to afford 14a (0.7 g) in 60% yield. 1H NMR (400 MHz, CDCl3): delta 7.39-7.48 (m, 2H), 7.24-7.27 (m, 2H), 6.70 (dd, J = 17.6, 10.9 Hz, 1H), 5.73 (dt, J = 17.6, 0.9 Hz, 1H), 5.26 (dt, J = 10.9, 0.9 Hz, 1H), 3.65-3.75 (m, 2H), 3.28 (s, 2H), 2.75-2.83 (m, 2H), 2.41 (s, 3H); LC-MS: 217 (M++1)., 34770-60-0

As the paragraph descriping shows that 34770-60-0 is playing an increasingly important role.

Reference£º
Article; Rakesh; Bruhn, David; Maddox, Marcus; Lee, Robin B.; Yang, Lei; Lee, Richard E.; Madhura, Dora B.; Trivedi, Ashit; Meibohm, Bernd; Scherman, Michael S.; Gilliland, Janet C.; Gruppo, Veronica; McNeil, Michael R.; Lenaerts, Anne J.; Bioorganic and medicinal chemistry; vol. 20; 20; (2012); p. 6063 – 6072,10;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1284243-44-2, tert-Butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: 1-(4-fluorophenyl)piperazin-2-one To the solution of tert-butyl 4-(4-fluorophenyl)-3-oxopiperazine-1-carboxylate (2 g, 6.80 mmol) in dichloromethane (5 ml) was added slowly hydrogenchloride in 1,4-dioxane (16.99 ml, 68.0 mmol) at 0 C. and reaction was stirred for 3 h at 25 C. After completion of the reaction, the solvent was evaporated under reduced pressure to obtained salt was triturated with diethyl ether (2*10 ml) decanted it and dried to give 1-(4-fluorophenyl)piperazin-2-one hydrochloride (1.2 g, 5.20 mmol, 77%) 1H NMR (400 MHz, DMSO-d6) delta 9.90 (bs, 1H, D2O exchangeable), 7.38-7.34 (m, 4H), 3.85-3.72 (m, 4H), 3.55-3.50 (m, 2H). MS: m/z 195 (M+1)., 1284243-44-2

The synthetic route of 1284243-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LUPIN LIMITED; Jana, Gourhari; Kurhade, Sanjay Pralhad; Jagdale, Arun Rangnath; Kukreja, Gagan; Sinha, Neelima; Palle, Venkata P.; Kamboj, Rajender Kumar; US2015/152118; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2; In a reaction vessel, a mixture of 1 l-piperazinyldibenzo[b,fj[l,4]-thiazepine ( 10 Kg), 2- (2-chloroethoxy)ethanol (6.33 kg), sodium carbonate (21.55 kg), 1 kg tetrabutyl ammonium bromide and 0.2 kg sodium iodide was heated in 30 liters of water to about 100 0C. The reaction mixture was maintained at about 100 to 1050C for about 5 hours. EPO Starting l l-piperazinyldibenzo[b,f][l,4]-thiazepine was about 0.3 % by HPLC. Maintained for another 2 hours till the l l-piperazinyldibenzo[b,f][l,4]-thiazepme was about less than 0.08 % by HPLC analysis. The reaction mass was cooled to about 30 0C and aqueous layer extracted with methylenedichloride(100 liters). The organic layer was washed with water and concentrated under reduced pressure. The oily residue was so obtained was suspended in 100 litres of ethanol ( commercial) and 4.1 kg fumaric acid was added. The mixture was stirred for about 4 hours and cooled to about 1O0C. The precipitated quetiapine hemi-fumarate salt was filtered and dried to give 12Kg ( yield 80 % & purity 99.8% by HPLC analysis), 5747-48-8

Big data shows that 5747-48-8 is playing an increasingly important role.

Reference£º
Patent; IPCA LABORATORIES LIMITED; WO2006/77602; (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.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.

EXAMPLE 46 5-(3,4-Dimethoxybenzylamino)-2-(2-furyl)-8-[4-(4-trifluoromethylphenyl)piperazin-1-ylmethyl][1,2,4]triazolo[1,5-c]pyrimidine (Compound 46) The subject compound (quantitative) was obtained as a pale brown oily matter from 5-(3,4-dimethoxybenzylamino)-8-formyl-2-(2-furyl)[1,2,4]triazolo[1,5-c]pyrimidine and 1-(4-trifluoromethylphenyl)piperazine in a manner similar to that in Example 1. 1H NMR (CDCl3, delta, ppm): 2.75 (t, J=5.0 Hz, 4H), 3.31 (t, J=5.0 Hz, 4H), 3.88 (s, 3H), 3.88 (s, 3H), 3.90 (s, 2H), 4.76 (d, J=5.6 Hz, 2H), 6.44 (t, J=5.6 Hz, 1H), 6.57 (dd, J=1.7, 3.3 Hz, 1H), 6.85 (d, J=8.0 Hz, 1H), 6.90 (d, J=8.9 Hz, 2H), 6.95 (s, 1H), 6.96 (d, J=8.0 Hz, 1H), 7.22 (d, J=3.3 Hz, 1H), 7.45 (d, J=8.9 Hz, 2H), 7.60 (d, J=1.7 Hz, 1H), 7.96 (s, 1H)

30459-17-7, As the paragraph descriping shows that 30459-17-7 is playing an increasingly important role.

Reference£º
Patent; Uesaka, Noriaki; Imma, Hironori; Kashima, Hajime; Kurokawa, Masako; Nonaka, Hiromi; Kanda, Tomoyuki; Kuwana, Yoshihisa; Toki, Shinichiro; Shimada, Junichi; US2004/110826; (2004); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step D: tert-butyl (3S)-4-[2-(3-cyano-4-fluoro-2-methylphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine~1~carboxylate: 6-Fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile (12.0g, 67.7 mmol) and (S)-4-N-BOC-2-hydroxymethylpiperazine (22.0 g. 102 mmol) were suspendedin ethanol (100 mL) then heated in a microwave apparatus for 30 minutes at 150 C. Thereaction mixture was cooled and evaporated dryness. The residue was purified by MPLC chromatography through a 330g Redi-sep column eluting with 5%MeOH/95% EtOAc solventsystem to yield the title compound. LC-MS: M+ 1 = 394., 314741-40-7

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; WO2013/28474; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

76003-29-7, 1-Boc-3-Oxopiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution [OF TERT-BUTYL 3-OXOPIPERAZINE-1-CARBOXYLATE] (0.500 mg, 2. [50] mmol) in 10 mL of DMF at [0 C] was added NaH as a 60% dispersion in mineral oil (2.62 mmol), and the reaction was stirred for 45 minutes. [4-BROMO-1-BUTENE] was added (0.280 mL, 2.75 mmol) dropwise as a solution in 1 mL of THF. The solution was stirred overnight, allowing it to warm to room temperature. The reaction was partitioned between EtOAc and saturated [NAHC03] solution. The organic phase was washed with brine, dried [(NA2S04),] filtered, and concentrated in vacuo to give the titled compound. Proton NMR for the product was consistent with the titled compound. ESI+MS : 255.1 [[M+H]] [+.], 76003-29-7

As the paragraph descriping shows that 76003-29-7 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2004/14851; (2004); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At 0C under nitrogen, 366mg of commercially available 2-chloropyridine-4-carbonyl chloride dissolved in 2ml of dichloromethane were added dropwise to a solution of 530mg of commercially available 4-(1 -piperazinyl)-2-trifluoromethylbenzonitrile in 5ml ofdichloromethane and 630mg of Et3N. The reaction mixture was stirred overnight at room temperature, poured over a stirred mixture of 100ml EtOAc and 40ml of water. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over MgS04, filtered, concentrated under vacuum and purified by column chromatography on silica gel to isolate 620mg of 4-{4-[(2-chloropyridin-4-yl)carbonyl]piperazin-1 -yl}-2- (trifluoromethyl)benzonitrile. 99mg of this material were then added to a degased mixture of 85mg of commercially available 1 -(4-trifluoromethylphenyl)piperazine, 6mg of Pd(OAc)2, 23mg of RuPhos, 163mg of Cs2C03, and 1 .5ml of ie/f-Butanol then, heated to 85 C overnight. The reaction mixture was then poured at room temperature over a stirred mixture of 50ml of EtOAc and 10ml of water. The aqueous layer was extracted with 10ml EtOAc. The combined organic layers were washed with brine, dried over MgS04, filtered, concentrated under vacuum and purified by column chromatography to isolate 60mg of compound No. 32 in Table 2., 30459-17-7

30459-17-7 1-(4-Trifluoromethylphenyl)piperazine 121718, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS TIERGESUNDHEIT AG; GAUVRY, Noelle; PAUTRAT, Francois; WO2015/71417; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59702-07-7, 1-Methylpiperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59702-07-7, A solution of N [5-bromo-7- (3-methoxybut-1-yn-1-yl)-1, 3-benzodioxol-4-yl]-7- (3- chloropropoxy) -6-methoxyquinazolin-4-amine (0.12g, 0. 22mmol), 1-methylpiperazin-2-one (0.125g, l. lmmol) and triethylamine (0. 15ml, l. lmmol) in 2-methoxyethanol (2ml) was heated to 80 C overnight followed by heating to 100 C for a further 24 hours. The solvent was evaporated under reduced pressure and the residue was partitioned between dichloromethane and water. The organic layer was separated, dried over magnesium sulfate and evaporated under reduced pressure. Flash chromatography on silica eluting with increasingly polar solutions of methanol (0-8percent) in dichloromethane followed by trituration with diethyl ether gave the product as a racemate and in the form of a cream coloured solid (0.052g). NMR Spectrum : (d6DMSO) 1.43 (d, 3H), 1.96-1. 99 (m, 2H), 2.50-2. 55 (m, 2H), 2.64-2. 69 (m, 2H), 2.82 (s, 3H), 3.01 (s, 2H), 3.25-3. 29 (m, 2H), 3.36 (s, 3H), 3.94 (s, 3H), 4.16-4. 21 (m, 2H), 4.40 (q, 1H), 6.16 (s, 2H), 7.19 (s, 1H), 7.29 (s, 1H), 7.84 (s, 1H), 8.32 (s, 1H), 9.50 (s, 1H). Mass Spectrum : M+HF 626/628.

The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/4732; (2004); 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.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

Example 1: synthesis of 2-(4-(6-chloro-2-methylpyrimidin-4-yl) piperazin-1-yl) ethanol (Compound 4); 1-(2-hydroxyethyl) piperazine (Compound 3) (16.6g, 127.6mmol)) and 2-methyl-4,6-dichloropyrimidine (Compound 2) (10.4g, 63.8mmol) were mixed with methylene dichloride (80mL) in reaction flask to be stirred for 2.5h at 30C, and then triethylamine (1.8mL) was added with the reaction overnight in thermal insulation. After vacuum filtration, the cake was rinsed by methylene dichloride. The filtrate was vacuum condensed to dry, and then n-hexane (40mL) was added to grow the grains for 1h by stirring. After vacuum filtration, the cake was rinsed by n-hexane (20mL) and dried at 40C to constant weight to give white solid target Compound 4 (14.7g, yield: 89.8%). Element analysis: C11H17ClN4O, Calculated: C, 51.46; H, 6.67; N, 21.82; Found: C, 51.45; H, 6.69; N, 21.82.

103-76-4, As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference£º
Patent; Nanjing Cavendish Bio-Engineering Technology Co., Ltd.; Yan, Rong; EP2532662; (2012); 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.278788-60-6,(R)-1-Boc-Piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(2R)-l-(fc/^-Butoxycarbonyl)-4-isopropyIpiperazine-2-carboxylic acidTo (2i?)-l-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (4.5 g) and Na2CO3 (8.32 g) was added dry EtOH (135 ml) and isopropyl iodide (2.16 ml) and the mixture heated at reflux for 18 hours under argon. The solvent was then removed under reduced pressure, 5percentMeO?/DCM (50 ml) added, the mixture stirred for 1 hour in a stoppered flask, filtered and washed through with DCM (2 x 10ml). The filtrate was applied directly to a 12Og- silica Redisep cartridge and purified using 10-70percent MeOH/DCM. After evaporation, the product was isolated as a white foam (4.50 g), which was used without further purification. 1H NMR (400.132 MHz, DMSO) 0.95 (m, 6H), 1.40 (2x s, 9H), 2.30 (m, 2H), 2.75 (m, 2H), 2.95 (t, IH), 3.12 (t, IH,), 3.70 (m, IH), 4.48 (d, IH), 12.60 (br. s, IH).

278788-60-6, As the paragraph descriping shows that 278788-60-6 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/71952; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics