Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.34334-28-6,4-(4-Methylpiperazin-1-yl)benzonitrile,as a common compound, the synthetic route is as follows.

4-Fluorobenzonitrile (12 g, 99 mmol, 1 eq.) and 100 mL of DMF are placed in a 250 mL round-bottomed flask. N-Methylpiperazine (16 mL, 1.6 eq., 123 mmol) is added to this solution. The orange solution is heated at a temperature in the region of 90 C. for 15 hours. The solvent is then evaporated to dryness and the residue is diluted with 500 mL of diethyl ether. The solution is washed with sodium hydrogen carbonate solution (2*100 mL) and then with saturated sodium chloride solution (100 mL). After evaporation, the 4-(4-methylpiperazin-1-yl)benzonitrile (orange solid, 10 g, 77%) is used without further purification in the following hydrolysis step. It is added at a temperature in the region of 0 C. to a solution of 98% sulfuric acid (25 mL) and 5 mL of water. The purple solution is then heated at a temperature in the region of 100 C. for 8 hours. The solution is cooled and then hydrolyzed by pouring onto ice. The pH is adjusted to 9-10 with sodium hydroxide pellets. The precipitate obtained is filtered off and washed thoroughly with water and then with tetrahydrofuran, which partially dissolves the product. The water is separated out by settling. After evaporating the organic phase to dryness, a solid is obtained, which is purified by chromatography on silica gel, eluding with a methanol/dichloromethane mixture (15/85 by volume). 4-(4-Methylpiperazin-1-yl)benzamide (8.7 g, 80%) is thus obtained in the form of a white solid, which is used directly in the following step., 34334-28-6

The synthetic route of 34334-28-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Aventis Pharma S.A.; US2008/146542; (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.129799-08-2,1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate,as a common compound, the synthetic route is as follows.

[0253] 4-(fe/7-Butoxycarbonyl)-l-(4-(tert-butoxycarbonyl)-l-(4-((4-((8A,l 1/?,13L’,- 14L’, 1 IS)- 17-hyd roxy- 13-methy 1-3-oxo- 17-(p rop- 1 -yn-1 -yl)- 2,3,6,7,8,ll,12,13,14,15,16,17-dodecahydro-l -cyclopenta[fl]phenanthren-ll- yl)phenyl)(methyl)amino)butanoyl)piperazine-2-carbonyl)piperazine-2-carboxylic acid (0380) To a solution of Intermediate C (132 mg, 0.263 mmol) and 1 -(tert-butyl) 3-methyl piperazine-l,3-dicarboxylate in DMF (1 ml) were added iPnNEt (0.092 ml, 0.526 mmol) and HATU (110 mg, 0.289 mmol) and the resulting mixture was stirred at room temperature for 12 h. The reaction mixture was diluted with EtOAc (20 mL) and washed with sat NH4CI (20 mL), water (20 mL x 3), and brine (20 mL). The organic layer was dried over Na2S04, filtered and concentrated under reduced pressure. The residue was dissolved in 1.0 mL of THF and 0.4 mL of water and treated with LiOH and stirred at room temperature for 1 hour. The residue was purified by reverse phase preparative HPLC (Mobile phase: A = 0.1% TFA/H2O, B = 0.1% TFA/MeCN; Gradient: B = 10 – 90%; 20 min) to give the title compound (13.1 mg, 0.014 mmol, 5.38 % yield) as a brown amorphous material.

129799-08-2, 129799-08-2 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate 2756819, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; LINK, James, T.; LISSANU DERIBE, Yonathan; (91 pag.)WO2019/200217; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.196811-66-2,tert-Butyl 4-carbamothioylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a suspension of 4-thiocarbamoyl-piperazine-1-carboxylic acid tert-butyl ester (13.3 mmol) in ethanol (60 mi) was added 4- (2-bromoacetyl)-benzoic acid (13.3 mmol) and 4- methylmorpholine (13.9 mmol). The reaction was heated at reflux for 2. 5 h. The reaction was concentrated in vacuo and the solid washed with water (200 ml) to yield the title compound as a white solid (3.9 g). 1H NMR (400MHz, CDCI3) 1.45 (9H, s), 3.58 (8H, m), 4.86 (1H, s), 6.95 (1H, s), 7.97 (2H, d, J 8 Hz), 8.1 (2H, d, J8Hz).

196811-66-2, The synthetic route of 196811-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEDIVIR AB; WO2005/66180; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78818-15-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Reference Example 17 4-Benzyloxycarbonyl-1-[4-(tert-butoxycarbonylamino)benzyl]-2-piperazinone According to a similar method described in Reference Example 2, the title compound of pale yellow amorphous was obtained from 4-benzyloxycarbonyl-2-piperazinone and 4-(tert-butoxycarbonylamino)benzylbromide. 1H-NMR (CDCl3) delta: 1.51 (9H, s), 3.23 (2H, t, J=5.2 Hz), 3.63 (2H, t, J=5.3 Hz), 4.22 (2H, s), 4.55 (2H, s), 5.15 (2H, s), 7.10-7.40 (10H, m). IR (KBr): 1707, 1655, 1530, 1235, 1163 cm-1.

As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US6403595; (2002); B1;,
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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.674792-05-3,(S)-1-Boc-2-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

674792-05-3, [00356] A mixture of (5)-tert-butyl 2-isopropylpiperazine-1-carboxylate (1 g, 4.4 mmol), NaHCO3 (1.1 g, 13.2 mmol), CbzCl (1.1 g, 6.6 mmol) in water (2 mL) and THF (6 mL) was stirred at rt overnight. The mixture was added with water (20 mL) and extracted with EtOAc (3 X 20 mL). The combined organic layers were dried over anhydrous Na2504, filtered, concentrated under reduced pressure. The residue was purified by chromatography column on silica gel with eluting with petroleum ether / EtOAc 50/1 to afford crude (S)-4-benzyl 1- tert-butyl 2-isopropylpiperazine-1,4-dicarboxylate (1.8 g, 90%) as a colorless oil, which was used for the next step directly without further purification. LC-MS tR = 1.276 mm in 2 mm chromatography, m/z 263.2 [M+H-Boc] +

The synthetic route of 674792-05-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen, D.; SINGH, Suresh, B.; TICE, Colin, M.; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; (185 pag.)WO2016/22521; (2016); A1;,
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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.

3-4-3: Preparation of 2-[3-fluoro-4-(BOC-piperazino)]phenylamino-6-chloro-3-nitropyridine; To 100 ml of methanol were added 2.75 g (14.2 mmol) of 2,6-dichloronitropyridine and 2.38 ml (17.0 mmol) of triethylamine and 4.2 g (14.2 mmol) 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 30) for about 24 hours. After the reaction was complete, the reactant was filtered, washed with 20 ml of methanol and then dried under vacuum at about 40 to afford 4.47 g (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, The synthetic route of 154590-35-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ryu, Jei Man; Lee, Jin Soo; Park, Whui Jung; Hwang, Yun Ha; Kim, Ki Yoon; US2011/306606; (2011); A1;,
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515162-19-3, 3-(4-Methylpiperazin-1-ylmethyl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 3-cyanobenzaldeliyde (3.25 mmol) was added iV-metliyl piperizine (3.25 mmol) followed by NaB(OAc)3H (4.25 (mmol). The mixture was stirred for 4 h and concentrated. The residual material was partitioned between CH2Cl2 and NaHCC>3 (sat.) and the organic phase was then collected. The organic phase was concentrated (0.70 g, 3.25 mmol) and dissolved in THF (5 mL). The solution was cooled in an ice bath, and to this was added lithium aluminum hydride (1.0 M in THF, 4.8 mL, 4.88 mmol). The solution was warmed to room temperature and stirred for 2 h. The reaction was quenched with excess sodium sulfate decahydrate (~1 g), and then filtered through diatomaceous earth. The material was concentrated to give a clear oil of the benzylamine which was used without further purification. 4-Phenoxy benzoic acid was dissolved in CH2Cl2 (2 mL) and to titiis was added EDCI (0.107 g, 0.56 mmol) followed by DIEA (0.048 mL, 0.56 mmol) and the benzyl amine obtained from the previous step (0.10 g, 0.50 mmol). The reaction was stirred for 2 h, and then partitioned between CH2Cl2 and NaHCO3 (sat.). The organic layer was concentrated and the residual oil chromatographed (SiO2, CH2Cl2/5% NH3 in MeOH, 95:5) to give the title compound as a white solid.1HNMR (CDCl3, 300 MHz) delta 2.30 (s, 3H), 2.49 (br s, 8H), 3.51 (s, 2H), 4.63 (d, 2H, J = 5.4 Hz), 6.27 (s, IH), 6.96-7.05 (m, 4H), 7.16 (t, IH, J = 7.5 Hz), 7.25 (m, IH), 7.30-7.39 (m, 5H), 7.75-7.78 (d, 2H, J = 7.8 Hz)., 515162-19-3

The synthetic route of 515162-19-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; WO2006/130075; (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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step A: (S)-tert-butyl 4-((S)-2-hydroxy-2-( 4-methyl-1-oxo-1 ,3-dihydroisobenzofuran-5-yl)ethyl)-3-(hydroxymethyl)piperazine-1-carboxylate: (S)-4-Methyl-5-( oxiran-2-yl)isobenzofuran-1 (3H)one(0.75g, 3.95 mmol) and (S)-tert-butyl3-(hydroxymethyl)piperazine-1-carboxylate (1.02 g,4.73 mmol) in ethanol (12 mL) were heated in microwave at 150 oc for 1.5 h. The reaction solution was concentrated and the residue was purified by MPLC on a Biotage system using 40-100% ethyl acetate/hexane to give the title compound. LC/MS: (M+1)+: 407.15., 314741-40-7

As the paragraph descriping shows that 314741-40-7 is playing an increasingly important role.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

[Referential Example 21] 3,4-Dimethylpiperazine-1-carboxylic acid tert-butyl ester 10percent Palladium-carbon (0.59 g), 35percent aqueous formalin (9.7 mL), and 1M HCl-ethanol (31.3 mL) were added to a solution of 3-methylpiperazine-1-carboxylic acid tert-butyl ester (5.70 g) obtained in Referential Example 20 in methanol (100 mL) at room temperature, and the mixture was stirred for 15 hours in a hydrogen atmosphere. The reaction mixture was purged with nitrogen, and insoluble matter was removed through filtration. The solvent of the filtrate was removed under reduced pressure, and chloroform-methanol (9percent) was added to the residue. The mixture was alkalified with aqueous sodium hydroxide and then partitioned. The aqueous layer was extracted with chloroform – methanol (9percent), and the organic layers were combined, washed with saturated brine, and dried over sodium sulfate anhydrate. After a filtration step, the solvent was removed under reduced pressure, and the residue was purified through silica gel column chromatography (chloroform – methanol), to thereby give the title compound as an oil (3.10 g, 51percent). 1H-NMR (400MHz, CDCl3) delta: 1.04 (3H, d, J=6. 3Hz), 1.46(9H,s), 1.95-2.20(2H,m), 2.28(3H,s), 2.50-2.78(2H,br), 2. 90-3.05 (1H,br), 3.88 (1H, br). MS (ESI)m/z:215 (M+H)+.

120737-59-9, The synthetic route of 120737-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1621537; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

414910-15-9, tert-Butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

S2: 20L four-neck flask with mechanical stirring and thermometer, nitrogen protection,Add tert-butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate (2.40 kg, 9.44 mol),Sodium borohydride (0.71 kg, 18.88 mol), THF 5.06 Kg, cooled to 10 C,Boron trifluoride etherate (2.02 kg, 14.16 mol) was slowly added dropwise, and the temperature was controlled from 0 C to 10 C.After the dropwise addition is completed, the reaction is carried out at 10 C to 25 C for 4 h.The reaction solution was slowly poured into ice water of 5 kg of ice and 5 kg of water, and extracted with methyl tert-butyl ether (4 kg * 2).The methyl tert-butyl ether phase was combined and washed once with 5 kg of saturated sodium chloride solution.Concentration and removal of methyl tert-butyl ether gave a pale-yellow solid, N-Boc-4-(cyclopropylmethyl)piperazine, 2.13 kg, yield 94%.The nuclear magnetic warp alignment is consistent with the standard map.

414910-15-9, 414910-15-9 tert-Butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate 968936, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Suzhou Laikeshide Pharmaceutical Co., Ltd.; Liu Tongchang; Yu Jurong; (6 pag.)CN108341792; (2018); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics