Month: June 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl (3R)-3-methylpiperazine-1-carboxylate (500 mg, 2.5mmol), 6-chloropyridine-3-carbonitrile (415 mg, 3 mmol) in DMSO (10 mL), potassiumcarbonate (690 mg, 5 mmol), Cu (MeCN)4PF6(18 mg, 0.05 mmol) were added at RT. Thereaction mixture was heated at 140 C for 4 h (TLC indicated complete consumption of thestarting materials), brought toRT, diluted with water (30 mL) and extracted with EtOAc (3 x40 mL). The combined organic extracts were washed with water (30 mL), brine (40 mL),dried over Na2S04 and concentrated under reduced pressure to afford the crude compound.The crude material was purified by column chromatography (100-200 mesh silica gel, 7 g,30% EtOAc-hexane) to afford tert-butyl (3R)-4-(5-cyano-2-pyridyl)-3-methyl-piperazine-1-carboxylate (415 mg, 55%) as an off-white solid.1H NMR [300 MHz, CDCh]: J 8.39 (d, J = 2.4 Hz, 1H), 7.62-7.58 (m, 1H), 6.54 (d, J = 9.0Hz, 1H), 4.51 (brs, 1H), 4.13-3.89 (m, 3H), 3.27-3.13 (m, 2H), 3.00 (brs, 1H), 1.45 (s, 9H),1.23-1.16 (m, 3H).LCMS: m/z: 247.46 [M-tBu] +., 163765-44-4

163765-44-4 (R)-1-Boc-3-Methylpiperazine 2756811, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; MITOBRIDGE, INC.; TAKAHASHI, Taisuke; KLUGE, Arthur; LAGU, Bharat; JI, Nan; (162 pag.)WO2018/125961; (2018); 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.67455-41-8,4-(Piperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

Amine (2.5 mmol) was added to the mixture of bis-chloride (1) (0.419 g, 1 mmol) in10 mL of dry pyridine and the whole was mixed at 70 C for 12 h. The mixture was cooled down toroom temperature and the formed precipitate was filtered off and washed with ether. The raw productwas purified through recrystallization from ethanol., 67455-41-8

The synthetic route of 67455-41-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Zieba, Andrzej; Latocha, Ma?gorzata; Sochanik, Aleksander; Nycz, Anna; Ku?mierz, Dariusz; Molecules; vol. 21; 11; (2016);,
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.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.

Racemic 2-piperazinecarboxylic acid dihydrochloride (1) (0.78 g,6 mmol) was dissolved in aqueous sodium hydroxide (0.96 g,40 mmol) solution. Then a solution of di-tert-butyl dicarbonate (3.9 g, 17.9 mmol) in dioxane (25 mL) was added slowly. The reaction mixture was stirred overnight at room temperature. Subsequently,1 M hydrochloric acid was added to the reaction system to adjust the pH of the reaction solution to about 4. It was extracted with ethyl acetate (3 20 mL), and the organic phase was combined and dried over anhydrous sodium sulfate. The mixture was concentrated under vacuum to afford 0.88 g (2.67 mmol, 45% yield) 2 as a white solid and used directly in the next reaction. 1H NMR (500 MHz, DMSO-d6) delta 12.73 (s, 1H), 4.43 (m, 1H), 4.32 (m, 1H), 3.83(m, 1H), 3.66 (m, 1H), 3.05 (m, 2H), 2.78 (m, 1H), 1.38 (s, 18H). 13C NMR (126 MHz, DMSO-d6) delta 171.71, 171.53, 154.91, 154.68, 79.63,79.45, 79.18, 54.39, 53.07, 27.87. ESI-HRMS Calculated forC15H27N2O6 [M+H]+: 331.1869, Found: 331.1872., 3022-15-9

3022-15-9 Piperazine-2-carboxylic acid dihydrochloride 2723757, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Chen, Hongli; Huang, Rong; Jiang, Biao; Sheng, Yao; Wei, Ding; Yu, Jianghui; European Journal of Medicinal Chemistry; vol. 190; (2020);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5625-67-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5625-67-2,Piperazin-2-one,as a common compound, the synthetic route is as follows.

To a mixture of rhoirhoerazin-2-one (200 mg, 2.00 mmol) and 37% aqueous HCHO (0.300 niL, 4.00 mmol) in dioxane (8 mL) and HOAc (0.100 mL) at room temperature, NaBH3CN (252 mg, 4.00 mmol) was added. After being stirred at room temperature overnight, the mixture was concentrated in vacuo. The residue was partitioned between H2O and n-BuOH. The n-BuOH phase was separated, washed with 5% NaHCO3, then concentrated in vacuo to give the 4-methyl-2-piperazinone (211 mg). MS 115.5 (M+H).

5625-67-2 Piperazin-2-one 231360, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2006/55951; (2006); A2;,
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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

Take 5.12 L of pyridine in a 30 L reactor,640 g of the 3- (2-pyrrolo [2,3-b] pyrazine-3-ethynyl) -4-methylbenzoic acid obtained in Example 6,575 g of 3-trifluoromethyl-4- (4-methylpiperazin-1-ylmethyl) aniline and 484 g of EDCI,30 reaction 24h.After the reaction,The solvent was distilled off under reduced pressure,After adding 4.5L DMF dissolved,Slowly poured into 10L of water,filter,Drying gave the title compound,Yield 92%., 694499-26-8

As the paragraph descriping shows that 694499-26-8 is playing an increasingly important role.

Reference：
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Sha Xiangyang; Li Erna; Zhao Liwen; (10 pag.)CN106632347; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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 mixture of SK1-008 (8b, Scheme 3) (0.176 g, 0.6 mmol) and tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (0.167 g, 0.6 mmol) in 2-propanol (3 mL) was heated at 80 C in sealed tube for 40 h (monitored with HPLC-MS). The resulting precipitate was filtered upon cooling, and washed with 2- propanol (2 mL x 2), then dried under high vacuum to afford the title compound as a light greensolid (0.300 g, 88%). Mp.: 124 C (dec.); HPLC 98.5% (tR = 7.51 mm, 60% CH3OH in 0.1% TFA water, 20 mm); ?H NMR (400 MHz, DMSO-d6): oe 9.00 (s, 1H disappear on D20 shake), 7.94 (s, 1H), 7.53(d, J= 8.8 Hz, 2H), 6.84 (d, J= 8.8 Hz, 2H), 6.77 (brt, J= 5.6 Hz, 1H disappear on D20 shake), 4.10-4.03 (m, 1H), 3.78-3.73 (m, 1H), 3.63-3.58 (m, 1H), 3.43-3.40 (m, 6H), 2.96 (t, J= 4.8 Hz, 4H), 1.90-1.77 (m, 3H), 1.62-1.56 (m, 1H), 1.40 (s, 9H); LC-MS(ESI+) m/z 533.19, 535.19 (Br isotope); (M+H) HRMS (ESI+) m/z calculated for C24H34BrN6O3 (M+H) 533.1870, found 533.1862., 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：
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; MAHAJAN, Nupam, P.; MAHAJAN, Kiran, N.; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; WO2015/21149; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

131 6-(“(“3S.5RV3.5-Dimethyl-4-pyridin-2-ylmethyl-pirhoerazin-l-ylmethylV2-(lH- indazol-4-ylV4-mophiholin-4-yl-thienor3,2-dlpyrimidine.Via 2-Chloro-6-((3S,5R)-3,5-dimethyl-4-pyridin-2-ylmethyl-piperazin-l- ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine, prepared from (2S,6R)-2,6- dimethyl- l-pyridin-2-ylmethyl-piperazine. Amine preparation: (3R,5S)-3,5- dimethyl-piperazine-1-carboxylic acid tert-butyl ester (845mg), 2-(bromomethyl)- pyridine hydrobromide (Ig) and potassium carbonate (1.15g) was heated to reflux in MeCN (1OmL). After heating for 24 h the reaction mixture was diluted with DCM, washed with sodium bicarbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to yield (3S,5R)-3,5- dimethyl-4-pyridin-2-ylmethyl-piperazine-l-carboxylic acid tert-butyl ester (867mg). Treatment of this compound with HCl in DCM/MeOH yielded the desired amine, which was isolated as the hydrochloride salt. 1H NMR (400MHz, CDCl3) 1.00 (d, J=6.0Hz, 6H), 1.54 (s, 2H), 2.05 (m, 2H), 2.84 (m, 4H), 3.81 (s, 2H), 3.92 (m, 4H), 4.10 (m, 4H), 7.11 (m, IH), 7.38 (s, IH), 7.51 (m, IH), 7.61 (m, 3H), 8.29 (d, J=7.4Hz, IH), 8.51 (d, J=4.5Hz, IH), 9.03 (s, IH); MS (ESI+) 555 (MH+).

129779-30-2, 129779-30-2 (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate 10822535, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of (S)-tert-butyl 2-methylpiperazine-1- carboxylate (1.42 g, 7.09 mmol), 1-fluoro-4-nitrobenzene(1 g, 7.09 mmol) and potassium carbonate (1.47 g, 10.6 mmol) in DMF (6 mL) was heated at 50 C for 20 h. The reaction mixture was cooled to room temperature and diluted with water (50 mL) . The resulting precipitate was collected by filtration and washed with water to give thetitle compound (1.83 g, 80%) . LCMS (Method A) : = 1.45 mi m/z = 266 [M+H-tBu]., 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALMAC DISCOVERY LIMITED; HARRISON, Timothy; TREVITT, Graham; HEWITT, Peter Robin; O’DOWD, Colin Roderick; BURKAMP, Frank; WILKINSON, Andrew John; SHEPHERD, Steven D.; MIEL, Hugues; WO2015/92431; (2015); 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.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

A mixture of 7-methoxy-8- (1-methyl-1H-pyrazol-3-yl) -1- (thiophen-3-yl) -1, 4-dihydrochromeno [4, 3-c] pyrazole-3-carboxylic acid (50 mg, 0.123 mmol) , HATU (51 mg, 0.135 mmol) , tert-butyl 3, 3-dimethylpiperazine-1-carboxylate (34 mg, 0.135 mmol) and DIPEA (48 mg, 0.369 mmol) in DMF (3 ml) was was stirred at RT overnight. Then the mixture was purified by Combi-Flash (mobile phase: acetonitrile/water (10 mM NH4HCO3) to afford tert-butyl 4- (7-methoxy-8- (1-methyl-1H-pyrazol-3-yl) -1- (thiophen-3-yl) -1, 4-dihydrochromeno [4, 3-c] pyrazole-3-carbonyl) -3, 3-dimethylpiperazine-1-carboxylate (55 mg, 37.2) as a white solid. LCMS m/z605 [M+H] +., 259808-67-8

The synthetic route of 259808-67-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TOCOPHERX, INC.; YU, Henry; QI, Changhe; TEMPEST, Paul; NATARAJA, Selvaraj G.; PALMER, Stephen S.; WO2015/196759; (2015); 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.187669-60-9,1-(4-(Methylsulfonyl)phenyl)piperazine,as a common compound, the synthetic route is as follows.

Example 1; 4-[4-(4-Mcthancsulfonylphcnyl)pipcrazin-l -ylmcthyljpipcridinc-l -carboxylic acid tert-butyl ester; EPO To a solution of l-(4-methanesulfonylphenyl)piperazine (0.41 mmol) and 4- formylpiperidine-1-carboxylic acid tert-mty ester (1.2 mmol) in DCM (3 mL) was added sodium triacetoxyborohydride (0.53 mmol). The resulting suspension was stirred at rt for 17 h. Polymer-supported isocyante scavenger resin (MP-NCO) (0.29 g, 1.44 mmol/g) was added and shaking continued until LCMS showed complete consumption of starting amine. The mixture was diluted with further DCM, shaken with water, and the organic layer separated using a hydrophobic frit. The crude mixture was purified via ion-exchange using an SCX column, to afford the title compound. deltaH (400 MHz, CHCl3) 1.14 (2H, m), 1.50 (9H, s), 1.70 (IH, m), 1.79 (2H, m), 2.26 (2H, d), 2.58 (4H, t), 2.74 (2H, m), 3.04 (3H, s), 3.38 (4H, t), 4.14 (2H, m), 6.96 (2H, d), 7.80 (2H, d)., 187669-60-9

187669-60-9 1-(4-(Methylsulfonyl)phenyl)piperazine 735904, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PROSIDION LIMITED; WO2007/3964; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics