Month: June 2021

132710-90-8, 1-Boc-4-(3-hydroxypropyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 250-mL round-bottom flask were added tert-butyl 4-(3- hydroxypropyl)piperazine-l-carboxylate (10 g, 40.93 mmol, 1 equiv) and TEA (12.4 g, 122.78 mmol, 3 equiv) in dichloromethane (150 mL), to which was added 4-methylbenzene-l-sulfonyl chloride (11.8 g, 61.80 mmol, 1.51 equiv) in multiple batches at room temperature. Then DMAP (0.5 g, 4.09 mmol, 0.1 equiv) was added, and the resulting mixture was stirred overnight, and then was concentrated under vacuum. The residue was purified by flash chromatography eluting with ethyl acetate to afford tert-butyl 4-[3-[(4-methylbenzenesulfonyl) oxy]propyl]piperazine-l- carboxylate (8.8 g, 49%) as a brown oil.

132710-90-8, The synthetic route of 132710-90-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ARVINAS OPERATIONS, INC.; CREW, Andrew P; DONG, Hanqing; BERLIN, Michael; SPARKS, Steven M.; (513 pag.)WO2020/41331; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

75336-86-6,75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 26A (3R)-3-methyl-1-pyridin-2-ylpiperazine (R)-(-)-2-Methylpiperazine (0.50 g, 0.005 mol, Aldrich) and 2-bromopyridine (5 mL, 0.05 mol) were combined and heated at 120° C. for 14 hours. The reaction mixture was allowed to cool to 23° C. and partitioned between a large volume of ethyl acetate and water. The layers were separated, and then additional water was added to the ethyl acetate solution. Drops of 1 N HCl solution were added to the water/ethyl acetate mixture with vigorous mixing. The layers were separated, and the combined aqueous phases were basified to pH ~11 with a solution of saturated sodium bicarbonate and solid sodium carbonate. Sodium chloride was added, and the saturated aqueous solution was extracted with chloroform containing a few drops of isopropyl alcohol (5*). The combined organic extracts were dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure to afford 0.79 g (89percent yield) of the title compound. 1H NMR (400 MHz, DMSO-d6) delta1.02 (d, J=6.0 Hz, 3H), 2.27 (dd, J=10, 12 Hz, 1), 2.67 (m, 3H), 2.92 (m, 1H), 4.07 (m, 2H), 6.58 (dd, J=6, 8 Hz, 1H), 6.77 (d, J=8 Hz, 1H), 7.49 (m, 1H), 8.08 (m, 1H); MS (ESI) m/e 178 (M+H)+.

75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Cowart, Marlon D.; Bhatia, Pramila A.; Daanen, Jerome F.; Stewart, Andrew O.; Patel, Meena V.; Kolasa, Teodozyj; Brioni, Jorge D.; Rohde, Jeffrey; US2002/169167; (2002); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4,70261-82-4, 4-(4-Methylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The Third Step: Preparation of 1-(4-isothiocyanatobenzyl)-4-methylpiperazine (F652-03) Triethylamine (5.1 mL, 36.6 mmol) was added to a solution of 4-(4-methylpiperazin-1-ylmethyl) phenylamine (F652-02, 3.14 g, 15.3 mmol) in tetrahydrofuran (250 mL), and after cooling by ice, thiophosgene (1.11 mL, 14.6 mmol) was added. After stirring at room temperature overnight, aqueous sodium hydrogencarbonate was added to the mixture. The reaction mixture was extracted with ethyl acetate, and the extract was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered to remove sodium sulfate, and the solvent was distilled off under reduced pressure to obtain brownish oil. The brown oil was purified by silica gel column chromatography (chloroform, methanol) to obtain 1-(4-isothiocyanatobenzyl)-4-methylpiperazine (F652-03, brownish oil, 2.64 g, 70%). LC/MS (Method 3): m/z(ESI, POS): 2.48[M+H]+; retention time: 2.87 minutes. 1H-NMR(400MHz, CDCl3)delta 2.29(s, 3H), 2.45(bs, 8H), 3.48(s, 2H), 7.17(d, J=8.4Hz, 2H), 7.31(d, J=8.4Hz, 2H).

The synthetic route of 70261-82-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NIPPON KAYAKU KABUSHIKI KAISHA; EP1857446; (2007); 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.1030377-21-9,(S)-1-Boc-2-(Hydroxymethyl)piperazine,as a common compound, the synthetic route is as follows.

To a solution of(s)-i -boc-2-(hydroxymethyl)piperazine (5.0 g, 23.12 mmol) in i,2-dichloroethane (100 mL) was added benzaldehyde (7.04 mL, 69.4mmol). The resulting mixture was then stirred at room temperature for 30 mm, and then sodium triacetoxyborohydride (6.85 mL, 46.2 mmol) was added. The resulting mixture was then stirred at room temperature overnight. Then, the mixture was quenched with saturated NaHCO3 (20 mL) and was stirred at room temperature for 10 mm. The organic layer was collected and aqueous layer wasextracted with EtOAc (1 x 30 mL). The combined organic extracts were then dried over Mg504 and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 0% to 100% EtOAc/heptane) provided (5)-tert-butyl 4- benzyl-2-(hydroxymethyl)piperazine- 1 -carboxylate (5.86 g, 19. 13 mmol, 83% yield) as an oil. MS (ESI, +ve ion) m/z 307.3 (M+H)., 1030377-21-9

The synthetic route of 1030377-21-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AMGEN INC.; HARRINGTON, Paul E.; ASHTON, Kate; BROWN, Sean P.; KALLER, Matthew R.; KOHN, Todd J.; LANMAN, Brian Alan; LI, Kexue; LI, Yunxiao; LOW, Jonathan D.; MINATTI, Ana Elena; PICKRELL, Alexander J.; STEC, Markian M.; TAYGERLY, Joshua; (991 pag.)WO2018/183418; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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 is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4′-chloro-5, 5-dimethyl-3.4.5.6-tetrahydro[l,l’-biphenyl]-2-yl)methyl)piperazin-l-yl)benzoic acid (2.0 g) in acetone (20 mL) was treated with p-toluenesulfonicacid monohydrate (1.33 g) and stirred at 20-30 degree Celsius for 4-5h. The resulting slurry was filtered, washed with acetone (10 mL) and the solid was dried under vacuum at 45-50 degree Celsius for 16 h to furnish 2-((lH-pyrrolo [2,3-b] pyridin-5-yl)oxy)-4 -(4-((4′-chloro-5,5-dimethyl- 3.4.5.6-tetrahydro[l,l’-bi phenyl]-2-yl) methyl)piperazin-l-yl) benzoic acid p – toluenesulfonic acid salt. Yield: 86.92 % (2.26 g) HPLC Purity: 97.88% 1H NMR (DMSO-d6): d q.95 (s, 6H), 1.43 (t, J=2.0, 2.4 Hz, 2H), 2.03 (s, 2H), 2.21 (t, br, 2H), 2.29 (s, 6H), 2.77 (m, 2H), 3.09 (m, 2H), 3.29 (m, 2H), 3.61 (m, 2H), 3.74 (m, 2H), 6.42 (m, 2H), 6.76 (dd, J=2.0 Hz, 2H), 7.09 (m, 6H), 7.39 (d, J=8.4 Hz, 2H), 7.50 (t, 5H), 7.78 (d, J=9.2 Hz, 1H), 8.03 (d, J=2.4 Hz, 1H), 11.74 (s, 1H, NH)., 1235865-77-6

The synthetic route of 1235865-77-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; FRESENIUS KABI ONCOLOGY LTD.; GUPTA, Chandan Kumar; DHIMAN, Navdeep; SANGHANI, Sunil; SINGH, Govind; LAHIRI, Saswata; CABRI, Walter; GUPTA, Nitin; (0 pag.)WO2020/3272; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl -bromo-l-benzothiophene-^-carboxylate (60 mg, 0.21 mmol), Cbz- piperazine (0.100 mL, 0.52 mmol) and K3PO4 (220 mg) in DMAc (1 mL) was degassed by the freeze- pump-thaw method. Next, Pd[P(tert-butyl)3]2 (20 mg) was added and the mixture stirred at 100°C overnight. The crude mixture was partitioned between EtOAc and sat’d NaCl, the organic layer dried (Na2SO4) and concentrated. Chromatography on SiO2 (EtOAc/CH2Cl2, 0:100 to 10:90) gave 42 mg (47percent) of the ethyl ester coupled product. A mixture of this ester in 2: 1: 1 THF/MeOH/water (2 mL) was treated with LiOH (10 mg, 0.24 mmol) and stirred overnight, then partitioned between EtOAc and 1 M citric acid. The organic layer was dried (Na2SO4) and concentrated. The residue was dissolved in DMF (1 mL) and treated with EDC (25 mg, 0.13 mmol), HOBt (15 mg, 0.11 mmol), and 1,2-phenylenediamine (25 mg, 0.23 mmol), then stirred overnight. The reaction mixture was partitioned between CH2Cl2 and sat’d NaHCO3, dried (Na2SO4), concentrated and finally triturated with ether to provide the desired product: 1H NMR (600 MHz, DMSO-^6) delta 9.75 (s, 1 H), 8.13 (s, 1 H), 7.77 (d, J = 8.8 Hz, 1 H), 7.45 (d, J = 2.1 Hz, 1 H), 7.36 (m, 5 H), 7.32 (m, 1 H), 7.17 (dd, J = 9.1, 2.3 Hz, 1 H), 6.95 (t, J = 7.8 Hz, 1 H), 6.75 (dd, J = 9.4, 1.2 Hz, 1 H), 6.57 (t, J = 7.6 Hz, 1 H), 5.10 (s, 2 H), 4.93 (s, 2 H), 3.55 (br, 4 H), 3.25 (br, 4 H); MS cal’d 487 (MH+), exp 487 (MH+)., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; ATON PHARMA, INC.; WO2006/115845; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

Step 4. 3-Iodo-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl) phenyl)benzamide 3-Iodo-4-methylbenzoyl chloride (1.06 g, 3.8 mmol), prepared from the reaction of 3-iodo-4-methylbenzoic acid and SOCl2, was added to a solution of 4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline (1.00 g, 3.6 mmol), Et3N (0.36 g 3.6 mmol), and a catalytic amount of DMAP in THF (20 mL). After stirring at rt for 2 hrs, 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 (eluent: 5% MeOH in CH2Cl2, MeOH was added 0.5% Et3N) to provide the desired product as an off-white solid (67.2%, 1.25 g). 1H NMR (300 MHz, CDCl3) delta: 8.29 (1H, s), 8.00 (1H, s), 7.85 ((1H, m), 7.73-7.76 ((2H, m), 7.31-7.34 ((1H, d, J=9.0 Hz), 3.64 (2H, s), 2.53 (8H, brs), 2.49 (3H, s), 2.33 (3H, s)., 694499-26-8

694499-26-8 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 46838908, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Astar Biotech LLC; YU, Chunrong; Huang, Haihong; Zhang, Dongfeng; Li, Peng; US2014/31354; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

611225-86-6, 4-(4-Ethylpiperazin-1-ylmethyl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

611225-86-6, General procedure: Compound 5 (1.0 eq.) and amine derivative (1.0 eq.) were dissolvedin dioxane (5 mL) and then Pd2(dba)3 (0.2 eq.), BINAP(0.2eq), Cesium carbonate (1.0eq.) were added. The reactionmixture was stirred at 100 C until the reaction was done. Theresultant mixture was concentrated, and the residue was purifiedby silica gel column chromatography to give the correspondingproducts 6a-r.

As the paragraph descriping shows that 611225-86-6 is playing an increasingly important role.

Reference：
Article; Chen, Yang; Cheng, Zhongyu; Huang, Xin; Jiang, Yaoxuan; Qiao, Hui; Xie, Jiahao; Yang, Linlin; Yu, Bin; Zhao, Wen; Zhou, Wenjuan; European Journal of Medicinal Chemistry; vol. 199; (2020);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-01-3, 1-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A) Production of tert-butyl 4-methylpiperazine-1-carboxylate A mixture of 1-methylpiperazine (15 g), triethylamine (22.7 mL) and tetrahydrofuran (300 mL) was cooled to 0C, and di-tert-butyl dicarbonate (22 g) was added with stirring. Thereafter, the reaction system was stirred at room temperature for 3 hr. The reaction mixture was concentrated under reduced pressure, 4M aqueous sodium hydroxide solution (100 mL) was added to the residue, and the mixture was extracted with ethyl acetate (300 mL). The extract was washed with water (200 mL) and dried over anhydrous sodium sulfate. Insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (25.5 g) as a yellow oil. 1H-NMR(CDCl3) delta 1.40(9H,s), 2.25(3H,s), 2.31(4H,t,J=4.8Hz), 3.40(4H,t,J=4.8Hz).

109-01-3, The synthetic route of 109-01-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP2540728; (2013); 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.

EXAMPLE 41 4-(3-Methyl-1-piperazinyl)-1-(2-methylbenzenesulfonyl)-1H-indole (Scheme 1) The compound was prepared from 4-bromo-1-(2-methyl-benzenesulfonyl)-1H-indole and 3-methylpiperazine according to Method 1 to give 110 mg (38%) of a white solid: 1H-NMR (CD3OD) delta 7.92-6.82 (m, 9H), 3.64-3.39 (m, 5H), 3.12-3.03 (m, 1H), 2.92-2.83 (m, 1H), 2.47 (s, 3H), 1.40 (d, J=7 Hz, 3H); MS (ESI) 370.0 (M+H)+; Purity (HPLC) 94%.

109-07-9, 109-07-9 2-Methylpiperazine 66057, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Caldirola, Patrizia; Nilsson, Bjorn M.; Johansson, Gary; US2002/165251; (2002); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics