Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Method 27 (3R, 5S)-3,5-Dimethyl-1-(4-nitrophenyl)piperazine; 1-Fluoro-4-nitrobenzene (lOg, 70. 87mmol) and (2R, 6S)-2, 6-dimethylpiperazine (17g, 148. 83mmol) were heated in acetonitrile (25ml) at 70°C for 2h. The solution was concentrated in vacuo, then the residue was partitioned between DCM and water + sat. sodium hydrogen carbonate. The organic extract was washed with water (4 times), brine, dried and concentrated to give the title compound as a yellow solid which was dried in vac oven overnight at 50°C (16.13g, 97percent). NMR (400MHz) 1.04 (d, 6H), 2.39 (m, 2H), 2.77 (m, 2H), 3.89 (dd, 2H), 7.02 (d, 2H), 8.03 (d, 2H); m/z 236.

21655-48-1, 21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/75461; (2005); 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.

In a three-neck round-bottomed flask, 1-(2-hydroxyethyl)piperazine (3.00 g, 23.05 mmol) was dissolved in 15 mL of water. A solution of benzylchloroformate (3.95 mL, 27.66 mmol) in 15 mL of acetonitrile was added dropwise via isobar cylindrical funnel. In order to maintain the pH around 9, a solution of 4N NaOH was added dropwise via a second isobar cylindrical funnel. The reaction mixture was stirred overnight at RT and then extracted with DCM (2 x 75 mL). The aqueous phase containing the final compound was acidified with 3N HCl and extracted with DCM (3 x 75 mL). Organic extracts were combined, washed with brine (150 mL), dried over anhyd. sodium sulfate and concentrated under vacuum. The crude was purified by flash chromatography (0 to 2% of MeOH in DCM) to afford 18 (5.41g, 90%) as a colorless oil. 1H-NMR (500 MHz, DMSO, delta): 7.37-7.29 (m, 5H, CH arom.), 5.05 (s, 2H, CH2Phi), 4.41 (s, 1H, OH), 3.49 (m, 2H, CH2OH), 3.35 (m, 4H, (CH2)2N(Z)), 2.36 (m, 6H, CH2N, CH2NCH2). 13C-NMR (100.6 MHz, DMSO, delta): 115.04, 137.59, 129.09, 128.49, 128.22, 66.81, 60.83, 59.14, 53.51, 44.16. MS (ESI) m/z 265.00 (M + H)+., 103-76-4

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

Reference：
Article; Denoyelle, Severine; Chen, Ting; Chen, Limo; Wang, Yibo; Klosi, Edvin; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 402 – 409;,
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.57260-71-6,tert-Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

57260-71-6, The production of compound No. 26 proceeds according to the sequence of reaction steps shown in the following schemes: The first sub-step shown above was performed at 20 C. during 2 hours with a molar excess of CH2N2 (about 2 molar equivalents) in dry ether, then in a second sub-step (shown below) performed at 5 C. HCl gas was bubbled into the reaction mixture for 15 minutes, and the desired intermediate was obtained in 71% yield. For the conversion from 3 to 4, the first sub-step shown above was performed at 20 C. during 1 hour with a molar excess of thio-carbonyldiimidazole (about 2 molar equivalents) in THF, then in a second sub-step performed at 20 C. for 12 hours a 25% aqueous NH3 solution was added, and the desired intermediate was obtained in 72% yield. The conversion from 4 to 5 was performed during 6 hours with 1 molar equivalent NaHCO3 at reflux in methanol, and the desired intermediate was obtained in 92% yield. The conversion from 5 to 6 was performed during 3 hours at 20 C., and the desired intermediate was obtained in 90% yield. The conversion from 6 to the final compound was performed during 6 hours at 20 C. in 1,2-dichloroethane (DCE) in the presence of a molar excess of triethylamine (1.2 molar equivalents).

As the paragraph descriping shows that 57260-71-6 is playing an increasingly important role.

Reference：
Patent; NV reMYND; US2010/197703; (2010); 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

To 188 (10 mg, 0.026 mmol) in DMF (800 mu) was added 1- methylpiperazin-2-one (14.8 mg, 0.130 mmol) and the reaction mixture was heated at 90 °C for 2 h. Solvent was removed under reduced pressure and the residue was purified by preparatory TLC (CH2Cl2:MeOH-NH3 (7 N), 20: 1 to afford 10 mg (83percent) of 189t. MS (m/z): [M+H]+ 462.1.

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

Reference：
Patent; MEMORIAL SLOAN KETTERING CANCER CENTER; CHIOSIS, Gabriela; KANG, Yanlong; PATEL, Hardik J.; PATEL, Maulik; OCHIANA, Stefan; RODINA, Anna; TALDONE, Tony; SHRESTHA, Liza; (288 pag.)WO2015/175707; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

39539-66-7, 4-Methylpiperazine-1-carbonyl chloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The 4′-OH was protected using methyl pipirazine carbonyl chloride (11 mg, 0.054 mMoles) in 2mL DCM, 200 muL Allyl alcohol and pyridine (21 muL) for 2 hours. The product was purified by silica gel column chromatography and Identified by Mass Spec, MS+1 = 654, 39539-66-7

As the paragraph descriping shows that 39539-66-7 is playing an increasingly important role.

Reference：
Patent; MEDAREX, INC.; WO2005/112919; (2005); 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.13754-38-6,1-Benzoylpiperazine,as a common compound, the synthetic route is as follows.

General procedure: A solution of 2-chloroalkyl/aryl substitutedwith or without N-substitution as well as with or without 5 and/or 6-substituted benzimidazole derivative (1.75g,0.01051mol) and 1-[(4-phenyl)carbonyl]piperazine (3g,0.0105mol) in N, N dimethylformamide was taken in a RBF.K2CO3(2gm,) was added to the reaction mixture. The reaction mixture was stirred for 8h at 80C on a magnetic stirrer (heat + stirring). The progress of the reaction was monitored by thin layer chromatography (TLC).Upon completion of the reaction, water was added to the reaction mixture and the product extracted by shaking the reaction mixture with dichloromethane in a separating funnel.The dichloromethane layer was washed successively with water and brine, dried over anhydrous sodium sulfate. Evaporation of the solvent gave theproduct. 11a-l Recrystallized with various solvent like chloroform, ethanol, methanol.

13754-38-6, The synthetic route of 13754-38-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Kankate, Rani S.; Gide, Parag S.; Belsare, Deepak P.; Oriental Journal of Chemistry; vol. 30; 4; (2014); p. 1855 – 1863;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

934-98-5, 2-(4-Methylpiperazin-1-yl)ethanamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 2-chloro-N-(3-chlorobenzyl)-6-(3,5-dimethylisoxazol-4-yl)quinazolin-4-amine (Example 1, 39.9 mg, 0.1 mmol) and 2-(4-methylpiperazin-1-yl)ethanamine (143 mg, 1.0mmol) was added EtOH (1 ml). The tube was sealed and heated at 90 00 for 16 h. After cooling to rt, the mixture was filtered through a filter, and submitted for purification to give N4-(3- chlorobenzyl)-6-(3,5-dimethylisoxazol-4-yl)-N2-(2-(4-methylpiperazin- 1 -yl)ethyl)quinazoline-2,4- diamine, 2TFA (28.6 mg, 0.039 mmol, 39.0 percent yield). 1H NMR (400 MHz, DMSO-d6) O 12.81 (5,1H), 10.07 (5, 1H), 9.62 (d, J= 141.1 Hz, 1H), 8.23 (d, J= 1.8 Hz, 1H), 7.82 (dd, J= 8.4, 1.7 Hz,1 H), 7.52 (d, J = 8.5 Hz, 1 H), 7.46 (t, J = 1.9 Hz, 1 H), 7.42 ? 7.27 (m, 3H), 4.83 (d, J = 5.7 Hz,2H), 4.43?2.67 (m, 15H), 2.42 (5, 3H), 2.25 (d, J= 1.4 Hz, 3H). (including 1 salt NH); MS(M+H)= 506., 934-98-5

The synthetic route of 934-98-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; STROVEL, Jeffrey William; YOSHIOKA, Makoto; MALONEY, David J.; YANG, Shyh Ming; JADHAV, Ajit; URBAN, Daniel Jason; (334 pag.)WO2017/91661; (2017); 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 2 A reaction was performed as described for Example 1, except that the amount of benzyl chlorocarbonate used was changed from 8.45 g to 9.25 g (= 0.0533 mole, 1.07 molar times). As a result, the reaction yield of 1-benzyloxycarbonyl-3-methylpiperazine was 91.7% (based on the amount of 2-methylpiperazine) after lapse of 2 hours at 0 to 5C. Furthermore, the reaction solution was stirred at room temperature for further 12 hours and analyzed. As a result, the reaction yield was 94.5%. From the obtained reaction solution, 1-butanol was distilled away, and 30 g of water was added to the concentrate. The pH was adjusted to 11.2 using 48% sodium hydroxide. To the solution, 40 g of toluene was added, and the lower layer was removed. Subsequently, the upper layer was concentrated under reduced pressure to distill away toluene, for obtaining 11.1 g of a recovered solution. The obtained recovered solution was analyzed, and as a result, the intended 1-bunzyloxycarbonyl-3-methylpiperazine occupied 87.2 area %, and as for impurities, benzyl alcohol occupied 0.52 area %, 1-benzyl-4-benzyloxycarbonyl-2-methylpiperazine, 0.01 area %, 1-benzyl-2-methylpiperazine, 0.10 area %, and 1,4-dibenzyloxycarbonyl-2-methylpiperazine, 11.9 area % (solvent toluene, 1.9 area %). Therefore, the total of impurities was 6 liquid chromatography area %. Example 12 The reaction solution obtained by the same operation as in Example 2 was concentrated and 31 g of 1-butanol was distilled away under reduced pressure, being followed by addition of 30 g of water. Subsequently 35% hydrochloric acid water was used for adjusting the pH to 0.8. Then, 22 g of toluene was added, and stirring was carried out for 30 minutes. The upper layer was then removed, and the same amount of toluene was added again. The same operation was repeated for carrying out washing operation. Subsequently 48% sodium hydroxide aqueous solution was used to keep the pH of the reaction solution at 11.5. In this case, white turbidity occurred due to liberated 1-benzyloxycarbonyl-3-methylpiperazine. To the white turbid solution, 40 g of toluene was added, and stirring was carried out for 30 minutes. The lower layer was then removed, and the upper layer was concentrated under reduced pressure at 60 to 70C in temperature. Then, toluene was distilled away to obtain 10.13 g of 1-benzyloxycarbonyl-3-methylpiperazine. The obtained compound was analyzed. As a result, the intended 1-benzyloxycarbonyl-3-methylpiperazine accounted for 98.0 liquid chromatography area %. The impurities showed 0.40 liquid chromatography area % for benzyl alcohol, 0.04 liquid chromatography area % for 1-benzyl-4-benzyloxycarbonyl-2-methylpiperazine, 0.10 liquid chromatography area % for 1-benzyl-2-methylpiperazine and no detection for 1,4-dibenzyloxycarbonyl-2-methylpiperazine (1.46 liquid chromatography area % for solvent toluene). Therefore, the total of impurities was 0.55 liquid chromatography area %.Example 13 The reaction solution obtained by the same operation as in Example 2 was concentrated and 28 g of 1-butanol was distilled away under reduced pressure, being followed by addition of 30 g of water. Subsequently 35% hydrochloric acid water was used for adjusting the pH to 0.7. Then, 22 g of toluene was added, and stirring was carried out for 30 minutes. The upper layer was then removed, and the same amount of toluene was added again. The same operation was repeated for carrying out washing operation. Subsequently 48% sodium hydroxide aqueous solution was used to keep the pH of the reaction solution at 11.8. In this case, white turbidity occurred due to liberated 1-benzyloxycarbonyl-3-methylpiperazine. To the white turbid solution, 40 g of toluene was added, and stirring was carried out for 30 minutes. The lower layer was then removed, and the upper layer was concentrated under reduced pressure at 60 to 70C in temperature. Then, toluene was distilled away. Ten point three two grams of the obtained 1-benzyloxycarbonyl-3-methylpiperazine was placed in a 10 ml heart flask and distilled in vacuum. When the oil bath reached 145C, the removal by distillation started, and the temperature was raised finally up to 170C. The internal pressure ranged from 40 to 53 Pa, and the temperature at the column top ranged from 131 to 140C. The obtained compound was analyzed. As a result, the intended 1-benzyloxycarbonyl-3-methylpiperazine accounted for 99.7 liquid chromatography area %. The impurities showed 0.03 liquid chromatography area % for benzyl alcohol, 0.18 liquid chromatography area % for 1-benzyl-4-benzyloxycarbonyl-2-methylpiperazine, 0.04 liquid chromatography area % for 1-benzyl-2-methylpiperazine and no detection for 1,4-dibenzyloxycarbonyl-2-methylpiperazine (for solvent toluene either). Therefore, the total of impurities was 0.25 liquid chromatography area %.

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

Reference：
Patent; Toray Fine Chemicals Co., Ltd.; EP1548010; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

59702-31-7, 1-Ethylpiperazine-2,3-dione is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

500 ml of ethylene glycol dimethyl ether and 28.4 g of 4-ethyl-2,3-bisperoxazine were sequentially added to a 1 L three-necked flask, and the mixture was evenly stirred. 4.6 g of sodium metal was added and the mixture was heated to reflux for 10 hours.Cooled to 5 C,Stirring in batches by adding a good configuration of the triphosgene solution,The reaction temperature was controlled not to exceed 10 C,Adding filtrate to remove the activated carbon, filter to remove activated carbon, the filtrate vacuum drying, drying, in a white solid, that is, N, N, N-dimethylformamide, N, N-dimethylformamide, Carbonyl-bis- (4-ethyl-2,3-bisperoxypyrazine) was obtained The preparation method was the same as that of Example 1 except that the reaction temperature of sodium bisoxypiperazine and triphosgene was -15 C, and the obtained N, N’-carbonyl-bis- (4-ethyl- Piperazine)The yield of 4-ethyl-2,3-bisperoxypiperazine was 95%. The purity was 98.5% by HPLC., 59702-31-7

59702-31-7 1-Ethylpiperazine-2,3-dione 108812, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Shandong Ai Fu Special Technology Co., Ltd.; Gao, Aihong; Feng, Weichun; Zhang, Jianwen; Ji, Xiaohong; Liu, Lixiu; Liu, Maoling; Wang, Liqin; (6 pag.)CN105524001; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

934-98-5, 2-(4-Methylpiperazin-1-yl)ethanamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

934-98-5, The dichloropyrimidine (3.29 gm, 0.01 moles) was dissolved in n-butanol (30 mL) and N-methyl-N’-(2-aminoethyl)piperazine (3.0 gm, 2.1 X 10″2 moles) was added. This mixture was heated to 1 15°C. forming a dark orange solution. After 2 hours, TLC (silica, 25percent methanol in methylene chloride) showed some remaining starting material along with a single product. Diisopropylethylamine (02.58 gm, 0.02 moles) was added along with additional N-methyl-N’- (2-aminoethyl)piperazine (1.0 gm, 7.0 X 10″3 moles) and this solution was heated at 1 15°C. for an additional 2 hours. After cooling the reaction was diluted with hexane (100 mL) and this solution was extracted with water (50 mL). The hexane solution was dried over magnesium sulfate, filtered and the solvents were removed under reduced pressure. The remaining orange solid was boiled in hexane (50 mL) and then cooled on ice. The solid was isolated by filtration, washed with hexane and dried. Yield was 3.0 gm, (55percent).

The synthetic route of 934-98-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANUS BIOTHERAPEUTICS, INC.; LIPFORD, Grayson, B.; ZEPP, Charles, M.; WO2012/167053; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics