Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.350684-49-0,tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: The mixture of compound 10a-10e (3.24 mmol), compound 9(1.04 g, 3.4 mmol), Pd(OAc)2 (0.11 g, 0.5 mmol), Xantphos (0.28 g,0.5 mmol), and K3PO41.38 g, 6.48 mmolin DMF (8 mL) was heated 22 h at 125 C under argon followed by cooling to roomtemperature.The mixture was extracted with dichloromethane(20 mL x 3), the combined organic phase was washed with water(15mL x 2), dried over anhydrous Na2SO4 and concentrated toafford the crude product. The crude product was purified by columnchromatography to obtain compounds 11a-11e., 350684-49-0

As the paragraph descriping shows that 350684-49-0 is playing an increasingly important role.

Reference：
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
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.13889-98-0,1-Acetylpiperazine,as a common compound, the synthetic route is as follows.

6-Bromopyridine-2-carboxaldehyde (2.0 g, 10.75 mmol) and 1-acetylpiperazine (6.9 g, 53.75 mmol) were dissolved in THF (120 ml). Upon cooling to O0C1 sodium triacetoxyborohydride (11.39 g, 53.74 mmol) was added to the reaction solution with a catalytic amount of HOAc. The mixture was slowly warmed to room temperature and was stirred at room temperature overnight. The suspension was filtered, and the filtrate was diluted with dichloromethane, washed with saturated aqueous sodium bicarbonate, dried over MgSO4 and concentrated to give a light color syrup. The syrup was purified by column chromatography, eluting with 10- 15% gradient of methanol in dichloromethane, to give 2.36 g (88%) of 1-acetyl-4-[(6- bromopyridin-2-yl)methyl]piperazine as a light color syrup. MS 298.1 (M+H); HPLC rt = 3.6 min [a].

13889-98-0, The synthetic route of 13889-98-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WYETH; WO2009/76602; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5625-67-2, Piperazin-2-one is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5625-67-2

A 2-L Erlenmeyer flask was charged with 2-piperazinone (36.5 g, 364 mmol, Sigma- Aldrich, St. Louis, MO), sodium carbonate (116 g, 1093 mmol), 600 mL of dioxane, and 150 mL of water. To this was slowly added benzyl chloroformate (62.1 g, 364 mmol, Sigma-Aldrich, St. Louis, MO) at room temperature over 20 min. After the addition was complete, the mixture was stirred for 2 h and then diluted with water and extracted with EtOAc (2 L). The combined organic extracts were dried (MgS04), filtered, and concentrated to give a white solid. To this solid was added 500 mL of DCM, triethylamine (128 mL, 911 mmol), DMAP (4.45 g, 36.4 mmol), and di-tert-butyl dicarbonate (119 g, 546 mmol, Sigma-Aldrich, St. Louis, MO). After 1 h at room temperature, the mixture was diluted with water and the organics were separated. The organics were dried (MgS04), filtered, and concentrated to give a brown oil. To this oil was added 100 mL of DCM followed by 1 L of hexane. The resulting white solid was collected by filtration to give 4-benzyl 1-tert-butyl 2-oxo-l,4- piperazinedicarboxylate (101 g).

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

Reference：
Patent; AMGEN INC.; ASHTON, Kate; BOURBEAU, Matthew, Paul; HONG, Fang-Tsao; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; POON, Steve, F.; STEC, Markian, M.; ST. JEAN, David, J., JR; TAMAYO, Nuria, A.; YANG, Kevin, C.; WO2013/123444; (2013); A1;,
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 58 te/f-Butyl 4-(4-(6-bromo-7-(4-((6-(trifluoromethyl)pyridin-3-yl)methyl)piperazin-1-yl)- 3H-imidazo[4,5-ib]pyridin-2-yl)phenyl)piperazine-1-carboxylateThis was prepared using the same procedure as for 4-(6-bromo-2-(4- (dimethylamino)phenyl)-3H-imidazo[4,5-/?]pyridin-7-yl)-lambda/-phenylpiperazine-1- carboxamide (example 39 of PCT/GB2006/004854), but here using 5-bromo-3-nitro- 4-(4-((6-(trifluoromethyl)pyridin-3-yl)methyl)piperazin-1-yl)pyridin-2-amine (75 mg, 0.16 mmol), DMF (0.2 mL), ethanol (1.3 ml_), 1 M Na2S2O4 (3 eq, 0.48 mmol, 0.48 ml_) and 4-(4-formylphenyl)piperazine-1-carboxylic acid tert-butyl ester (1.1 eq, 0.18 mmol, 52 mg). After 6 h, concentration in vacuo and purification by preparative tic (CH2CI2-MeOH, 95:5) gave the product (25 mg, 22%) as a colourless solid; deltaH (500 MHz, DMSO-d6) 1.42 (s, 9H, C(CH3J3), 2.63 (s, br, 4H, piperazine N(CH2J2), 3.26 (t, J = 4.4 Hz, 4H, piperazine N(CH2J2), 3.47 (s, br, 4H, piperazine N(CH2)2), 3.65 (s, br, 4H, piperazine N(CH2J2), 3.73 (s, 2H, NCH2), 7.07 (d, J = 9.0 Hz, 2H, phenyl H-3 & H- 5), 7.91 (d, J = 8.0 Hz, 1H, pyridine H-5), 8.04 (d, J = 8.8 Hz, 2H, phenyl H-2 & H-Q), 8.08 (dd, J = 8.1 , 1.4 Hz, 1 H, pyridine H-A), 8.18 (s, 1 H, imidazo[4,5-b]pyridine H-5), 8.77 (s, br, 1H, pyridine H-2), 13.28 (s, br, 1H, imidazo[4,5-6]pyridine NH); LC (Method B) – MS (ESI, m/z): Rt = 5.05 min – 701 , 703 [(M+H)+, Br isotopic pattern. ESI-HRMS: Found: 701.2167, calculated for C32H37BrF3N8O2 (M+H)+: 701.2170.

197638-83-8, As the paragraph descriping shows that 197638-83-8 is playing an increasingly important role.

Reference：
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

181955-79-3, 1,4-Di-Boc-piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1 ,4-bis(tert-butoxycarbonyl)piperazine-2-carboxylic acid (2.5g, 7.56 mol) in acetonitrile (25 mL) was CS2CO3 (3.93g, 12.06 mol) with stirring at RT. After 15 min, Mel (2.34g, 16.48 mol) was added. The reaction mixture was stirred at rt for 14h. The reaction was monitored by TLC. When SM was finished, reaction mixture was filtered through celite pad and filtrate was concentrated. Column chromatography of crude material afforded product 1 ,4-di-tert-butyl 2-methyl piperazine-l,2,4-tricarboxylate (29) as white solid (2.35g, 90%). NMR: delta (, 400 MHz, CDC13): 1.45 (18H, s), 2.6-3.5 (4H, m), 3.74 (3H, s), 3.8-5.0 (3H, m)., 181955-79-3

181955-79-3 1,4-Di-Boc-piperazine-2-carboxylic acid 11255979, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CEPHALON, INC.; BRESLIN, Henry J.; CURRY, Matthew A.; GINGRICH, Diane E.; LEARN, Keith S.; OTT, Gregory R.; WAGNER, Jason C.; WO2013/116291; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

(3R)-3-methvM-(phenylcarbonothioyl)piperazine; A mixture of 2.8 grams (28 mmol) of (f?J-2-methylpiperaziotane and 6.0 grams (28. mmol) of S-(thiobenzoyl)thioglycolic acid was suspended in a solution of 1.6 g (40 mmol) NaOH in 50 mL of distilled water. The mixture was stirred for 5 minutes at 25 0C, and then for 5 minutes at 60 0C. The mixture was copied to 25 0C, and the ivory precipitate was collected by filtration. It was washed with distilled water, and dried in a stream of air. After further drying under high vacuum overnight there was obtained 5.1 grams of a white solid (80percent). 1HNMR (CDCI3): 7.35 – 7.20 (m, 5 H),.6.50 – 5.45 (m. 1 H), 4.80 – 4.65 (m, 1 H), 3.90 – 3.70 (m, 1 H), 3.30 – 2.70 (m, 5H)1 1.20 (d, J = 7 Hz, 1.5 H), 0.95 (d, J = 7 Hz, 1.5H).

75336-86-6, As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference：
Patent; TRIMERIS, INC.; WO2007/103456; (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.21043-40-3,1-Cyclopentylpiperazine,as a common compound, the synthetic route is as follows.

Step 1: 6-(4-Cyclopentyl-piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester A mixture of 1 g (3.7 mmol) 6-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester (prepared according to the method described in WO 2003/064423 A1) and 2.8 g (18.6 mmol) 1-cyclopentyl-piperazine (commercially available) was heated to 140 C. for 1 h. The mixture was absorbed on isolute and purified by flash column chromatography on silica eluting with a gradient formed from n-heptane and ethyl acetate (0.1% NEt3). Evaporation of the product fractions yielded 501 mg (39%) of the title compound as white solid. MS: (m/e): 343.4 (MH+)., 21043-40-3

As the paragraph descriping shows that 21043-40-3 is playing an increasingly important role.

Reference：
Patent; Nettekoven, Matthias; Roche, Olivier; US2007/142358; (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.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.

100 mg (0.32 mmol) of 5,5′-diallyl-3- (chloromethyl)-[1,1′-biphenyl] -2,2′-diol (Intermediate 4),59mg (0.38mmol) 1-cyclopropanoylpiperazine,140.44mg (0.43mmol) of cesium carbonate, a catalytic amount of potassium iodide was added to a 10ml round bottom flask, acetonitrile was added to dissolve, heated to 80 C, and reacted overnight. After the reaction was completed, the reaction solution was cooled to room temperature, and then poured into water. It was extracted with ethyl acetate, washed with saturated brine, dried over anhydrous sodium sulfate, spin-dried, and passed through a column (dichloromethane-methanol = 20/1) to obtain 98 mg of an off-white powdery solid with a yield of 70.9%., 59878-57-8

As the paragraph descriping shows that 59878-57-8 is playing an increasingly important role.

Reference：
Patent; Sichuan University; Chen Lijuan; Wei Yuquan; Ye Haoyu; (42 pag.)CN110343033; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 3: 1-[4-((3R,5S)-3,4,5-trimethyI-piperazin-1-yI)-phenyI]-ethanone; STEP A; A mixture of 4-fluoro-benzonitrile (1.12 g, 9.25 mmol), (2R,6S)-2,6-dimethyl- piperazine (1.58 g, 13.9 mmol) and K2CO3 (3.20 g, 23.12 mmol) in DMSO (50 ml) was stirred at 1300C for 24 h. The mixture was then partitioned between water and AcOEt and the organic phase was washed twice with water. The organic layer was then dried over Na2SO4 and evaporated in vacuo. The residue was taken up with Et2O, treated with HCI/Et2O and the resulting precipitate was filtered to give 2.2 g of 4-((3R,5S)-3I5-dimethyl-piperazin-1-yl)-benzonitrile hydrochloride as a yellow powder. Y= 94percent, 21655-48-1

As the paragraph descriping shows that 21655-48-1 is playing an increasingly important role.

Reference：
Patent; DAC S.R.L.; WO2007/113249; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5317-33-9, 3-(4-Methylpiperazin-1-yl)propan-1-ol is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5317-33-9

The 4-CHLORO-3-CYANO-6-METHOXY-7- [3- (4-METHYLPIPERAZIN-1-YL) PROPOXY] QUINOLINE used as a starting material was prepared as follows:- A mixture of 3-bromopropanol (20 ml), N-METHYLPIPERAZINE (29 ml), potassium carbonate (83 g) and ethanol (200 ml) was stirred and heated to reflux for 20 hours. The mixture was cooled to ambient temperature and filtered. The filtrate was evaporated and the residue was triturated under diethyl ether. The resultant mixture was filtered and the filtrate was evaporated. The residue was purified by distillation at about 60-70C under about 0.2 mm Hg to give 1- (3-HYDROXYPROPYL)-4-METHYLPIPERAZINE (17 g); NMR Spectrum : (CDC13) 1.72 (m, 2H), 2.3 (s, 3H), 2.2-2. 8 (m, 8H), 2.6 (t, 2H), 3.8 (t, 2H), 5.3 (br s, 1H). A solution OF DIISOPROPYL AZODICARBOXYLATE (12.1 ml) in methylene chloride (50 ml) was added dropwise during 30 minutes to a stirred mixture OF 4-CHLORO-3-CYANO-7-HYDROXY- 6-methoxyquinoline (12 g), 1- (3-HYDROXYPROPYL)-4-METHYLPIPERAZINE (9.7 g), triphenylphosphine (16.1 g) and methylene chloride (200 ml) that had been cooled to 5C. The resultant mixture was allowed to warm to ambient temperature and was then stirred for 1 hour. Further portions of diisopropyl azodicarboxylate (1.2 ml) and triphenylphosphine (1.6 g) were added and the mixture was stirred at ambient temperature for a further 1 hour. The mixture was poured into water and the organic layer was separated, washed with a saturated brine solution, dried over magnesium sulphate and evaporated. The material so obtained was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and methanol as eluent. There was thus obtained the required starting material as a solid (14.5 g); NMR Spectrum : (DMSOd6) 1.95 (m, 2H), 2.13 (s, 3H), 2.24-2. 5 (m, 10H), 4.0 (s, 3H), 4.25 (t, 2H), 7.43 (s, 1H), 7.51 (s, 1H), 8.95 (s, 1H) ; Mass Spectrum : MASS 375 and 377.

5317-33-9 3-(4-Methylpiperazin-1-yl)propan-1-ol 79208, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/41811; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics