Tag: M.W:200-300

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);,
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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;,
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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;,
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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;,
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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;,
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Piperazines – an overview | ScienceDirect Topics

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;,
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Piperazines – an overview | ScienceDirect Topics

154590-35-9, tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3-4-3 Preparation of 2-[3-fluoro-4-(BOC-piperazino)]phenylamino-6-chloro-3-nitropyridine To 100ml of methanol were added 2.75g (14.2mmol) of 2,6-dichloronitropyridine and 2.38ml (17.0mmol) of triethylamine and 4.2g (14.2mmol) of [3-fluoro-4-(BOC-piperazino)]aniline obtained in Preparation Example 3-4-2 was then added thereto, followed by reaction at room temperature (20 to 30C) for about 24 hours. After the reaction was complete, the reactant was filtered, washed with 20ml of methanol and then dried under vacuum at about 40C to afford 4.47g (yield: 70%) of the desired compound. Mass (M+): 452.0 1H-NMR (DMSO-d6): 1.42(s, 9H), 2.96(t, 4H), 3.48(m, 4H), 7.01(d, 1H), 7.07(t, 1H), 7.34(d, 1H), 7.53(d, 1H), 8.53(d, 1H), 10.08(s, 1H)., 154590-35-9

154590-35-9 tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate 16203630, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Dong Wha Pharm. Co., Ltd.; EP2394993; (2011); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

197638-83-8, 1-Boc-4-(4-Formylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 11 terf-Butyl 4-(4-(6-chloro-7-(4-((6-(trifluoromethyl)pyridin-3-yl)methyl)piperazin-1-yl)- 3H-imidazo[4,5-/3]pyridin-2-yl)phenyl)piperazine-1-carboxylate To a mixture of 5-chloro-3-nitro-4-(4-((6-(trifluoromethyl)pyridin-3- yl)methyl)piperazin-1-yl)pyridin-2-amine (0.100 g, 0.24 mmol, 1 eq), EtOH (4.3 mL) and DMF (0.57 mL), te/t-butyl-4-(4-formylphenyl)tetrahydro-1-(2H)pyrazine carboxylate (0.077 g, 0.26 mmol, 1.1 eq) was added followed by a freshly prepared aqueous solution of Na2S2O4 (1 M; 0.72 mL, 0.72 mmol). The reaction mixture was heated at 85C for 24 h, then allowed to cool to room temperature and diluted with DCM and a few drops of aqueous NH3 until complete dissolution was observed. This solution was deposited on two preparative silica TLC plates and eluted with DCM/MeOH (v/v; 94:6). The title compound was obtained after trituration with diethyl ether as an off-white solid (0.042 g, 27%); 1H-NMR (500Mz, DMSO-c/6): 1.43 (s, 9H, C(CH3J3), 2.60-2.67 (m, 4H, piperazine N(CH2J2), 3.27 (t, 4H, J = 5.2 Hz, piperazine N(CH2)2), 3.45-3.51 (m, 4H, piperazine N(CH2J2), 3.66-3.72 (m, 4H, piperazine N(CH2)2), 3.73 (s, 2H, NCH2), 7.06 (d, J = 9.0 Hz, 2H, ArH, C6H4), 7.90 (dd, 1H, pyridine H), 8.03 (d, J = 9.0 Hz, 2H, ArH1 C6H4), 8.04 (s, 1 H, imidazo[4,5-]pyridine 5- H), 8.06-8.11 (m, 1H, pyridine H ), 8.75-8.78 (m, 1H, pyridine H), 13.19 (br s, 1H, imidazo[4,5-ib]pyridine N-H); LC (Method B) – MS (ESI, m/z) 4.93 min – 657/659 [(M+H)+, Cl isotopic pattern]; ESI-HRMS: Found: 657.2675, calculated for C32H37CIF3N8O2 (M+H)+: 657.2671.

197638-83-8, The synthetic route of 197638-83-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (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.923565-99-5,(R)-1-Cbz-2-methylpiperazine,as a common compound, the synthetic route is as follows.,923565-99-5

To a room temperature solution of (iotaR)-benzyl 2-methylpiperazine-l-carboxylate (1.7 g, 7.2 mmol, 1.0 equiv) and and 3-amino-2-fluorobenzaldehyde (1.0 g, 7.2 mmol, 1.0 equiv) in THF (10 mL) was added NaHB(OAc)3 (3.84 g, 18.1 mmol, 2.5 equiv) as a solid in one portion. After stirring at room temperature for 1.5 h, the reaction was complete, as determined by LCMS. The remaining reducing reagent was quenched by the careful addition of aq. satd. NaHCtheta3, and the mixture was diluted with EtOAc. The layers were separated and the organic layer was washed with aq. satd. NaHCtheta3 and brine, dried over sodium sulfate and concentrated in vacuo to provide (/?)-benzyl 4-(3-amino-2-fluorobenzyl)-2-methylpiperazine- 1-carboxylate (2.8 g, >100% mass recovery). The material was used without further purification. LCMS m/z (APCI) = 358.5 (M+H).

923565-99-5 (R)-1-Cbz-2-methylpiperazine 40424346, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CYTOKINETICS, INC.; WO2007/70683; (2007); 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.154590-35-9,tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step A. 4-{2-Fluoro-4-[(R-tetrahvdro-furan-3-carbonyl)-amino1-phenyl)- piperazine-1-carboxylic acid tert-butyl ester. A mixture of 4-(4-Amino-2-fluoro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.7 g, 2.4 mmol), (R)-tetrahydro-furan-3-carboxylic acid (0.33 g, 2.9 mmol) and HATU (1.1 g, 2.9 mmol) was dissolved into DMF (15.0 ml.) and stirred for 1 h at room temperature. The resulting mixture was diluted with ethyl acetate (200 mL) and washed with 1 N NaOH (30 mL) and then with water (2x 200 mL), dried (Na2SO4), filtered and concentrated to dryness to yield a residue. Chromatography of the residue (SiO2, 0-5 % acetone/DCM) yielded the title compound. MS (ESI) mass calculated for C20H28FN3O4, 393.46, m/z measured, 394.6 [M+H]+1H NMR (CDCI3): 7.50-7.40 (m, 2H), 7.1 1-7.06 (m, 1 H), 6.86 (t, J = 9.0, 1 H), 4.09-3.98 (m, 2H), 3.97-3.90 (m, 1 H), 3.88-3.80 (m, 1 H), 3.62-3.54 (m, 4H), 3.08-2.92 (m, 5H), 2.30-2.20 (m, 2H), 1.48 (s, 9H).

154590-35-9, As the paragraph descriping shows that 154590-35-9 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2009/79597; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics