Heterocyclic Building Blocks-piperazine

74879-18-8, (S)-(+)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

74879-18-8, (S)+-2-methylpiperazine (10 g) was dissolved in acetonitrile (140 ml) and cooled to 5-100C whereupon triethylamine (35 ml) was added, followed by drop wise addition of a solution of trityl chloride 27.9 (g) in DCM (80 ml). The reaction was stirred for 1 h at room temperature. The resulting slurry was cooled to approximately 00C then filtered. The filtrate was evaporated in vacuo and the residue was purified by chromatography (silica, 1-4% MeOH/ DCM as eluent) to give the sub-title compound (29 g).

74879-18-8 (S)-(+)-2-Methylpiperazine 2734219, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/56752; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate (500.0 g), l-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[l,l’-biphenyl]-2-yl)- methyljpiperazine (1114.0 g) and N,N-diisopropylethylamine (225.8 g) in dimethylsulphoxide (1500 mL) was heated to 90 to 105 degree Celsius for 26h. The reaction mixture was diluted with ethyl acetate (2500 ml) and washed with water (2500 mL). The organic layer was concentrated under vacuum. The residue was taken up in methanol (2500 mL) at 60 to 65 degree Celsius and cooled to 20 to 30 degree Celsius and stirred for 4h, followed by 0 to 5 degree Celsius for 3h. The resulting slurry was filtered and washed with cold methanol (500 mL). The filtered solid was treated with concentrated hydrochloric acid (218.3 g) in methanol (3200 mL) followed by addition of water (1600 mL). The resulting slurry was cooled to 0 to 5 degree Celsius, filtered and washed with a 2:1 mixture of methanol-water and the solid dried under vacuum at 50 to 60 degree Celsius for 16 h to provide methyl 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- l)methyl)piperazin- 1 -yl)-benzoate. HC1. Yield: 74.14% (805g) HPLC Purity: -99.3% 1H NMR data-(DMS 0-d6) : d 0.942 (s, 6H), 1.444 (t, J=6.4 Hz, 2H), 2.014 (s, 2H), 2.366 (t, br, 2H), 2.723 (d, 2H), 3.281 (m, 4H), 3.702 (m, 2H), (m, d, J=12.8 Hz, 8H), 3.542 (s, 2H), 3.659 (s, 3H), 6.385 (dd, J= 1.6, 2.0, 3.2, 3.6Hz, 1H), 6.414-6.420 (d, =2.4Hz, 1H), 6.776 (dd, J=2.4, 9.2Hz, 1H), 7.105 (d, J=8.4Hz, 2H), 7.395( d, J=8.4Hz, 2H), 7.438 (d, J=2.0, 1H), 7.483 (t, J=2.8Hz, 1H), 7.781 (d, J=9.2Hz, 1H), 7.999 (d, J=2.8Hz, 1H), 10.752 (s, br, 1H), 11.666 (s,lH)., 1228780-72-0

1228780-72-0 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine 66713599, apiperazines compound, is more and more widely used in various fields.

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
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170911-92-9, tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,4-Dichloro-5-(trifluoromethyl)pyrimidine (2.39 g, 11.0 mmol) was stirred in a 1 :1 t- BuOH:1 ,2-dichloroethane mixture (80 mL) at 0 C and a 1.0 M ZnCI2 solution in diethyl ether (12.6 mL, 12.6 mmol) was added cautiously over 20 minutes and the reaction was left stirring at 0 C for 30 minutes. A solution of tert-butyl 4- (4- aminophenyl)piperazine-1-carboxylate (12) (2.92 g, 10.5 mmol) in 1 : 1 f-BuOH:1 ,2- dichloroethane (40 mL) was added drop-wise over 15 minutes at 0 C followed by a solution of triethyiamine (1.76 mL, 12.6 mmol) in 1 : 1 ?-BuOH: 1 ,2-dichloroethane (40 mL) and the reaction was allowed to warm to room temperature and was stirred for 18 hours. The organic solvents were evaporated in vacuo and the crude yellow oily solid was suspended in water (400 mL), the suspension was sonicated for 30 minutes and the product was collected by filtration, the solid was washed with water (10 x 20 mL) and dried under a high vacuum to give the title compound (13) (4.75 g, 98% yield) as a beige solid; 1H NMR (400 MHz, cfe-DMSO) delta 10.45 (s, 1 H), 8.72 (s, 1 H), 7.50 (d, J = 8.5 Hz, 2H), 6.96 (d, J = 9.0 Hz, 2H), 3.50 – 3.42 (m, 4H), 3.09 – 3.02 (m, 4H), 1.42 (s, 9H). LCMS Method C: rt 6.56 min; m/z 456.2, 458.1 [M-H]’., 170911-92-9

170911-92-9 tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate 11011301, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (2014); A1;,
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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

Triphenylphosphine (2.059 g, 7.85 mmol), fert-butyl 4-(3- hydroxypropyl)piperazine-l-carboxylate ( 1.692 g, 6.93 mmol) and diisopropyl (E)- diazene-l,2-dicarboxylate (1.587 g, 7.85 mmol) were mixed in THF (20 mL) at 0 C, and then 4-chloro-3-hydroxy-5-nitrobenzamide (1 g, 4.62 mmol) was added. The reaction solution was maintained at RT for 16 hrs then the brown reaction solution was partitioned between sat. NaHCC (aq) and EtOAc. The organic layer was washed with brine, dried over MgSC , concentrated and purified on silica gel (20 %-80 % (3 : 1 EtOAc/EtOH) / Hexane, with 2% NH4OH; 330 g RediSep column). Desired fractions were combined and concentrated to give the title compound as a white solid (970 mg, 47 % yield). NMR (400 MHz, OMSO-de) delta ppm 8.30 (s, 1 H), 8.05 (d, J=1.77 Hz, 1 H), 7.88 (d, J=1.77 Hz, 1 H), 7.80 (s, 1 H), 4.28 (t, J=6.21 Hz, 2 H), 3.31 (br. s., 4 H), 2.48 (t, J=7.10 Hz, 2 H), 2.33 (t, J=4.94 Hz, 4 H), 1.96 (t, J=6.59 Hz, 2 H), 1.40 (s, 9 H). LCMS (LCMS Method K): Rt = 0.69 min, [M+H]+ = 443.4.

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

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; PESIRIDIS, George Scott; RAMANJULU, Joshi M.; TRAN, Jean-Luc; YANG, Jingsong; (157 pag.)WO2019/69275; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78551-60-7, tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78551-60-7, Preparation 46: (‘S)-2-[?S2S)-2-amino-l-hvdroxy-3-phenylpropyl”|-4-benzyl-3-oxo-piperazine-l- carboxylic acid t-butyl ester Step A: (S)-4-benzyl-2-|Tl S,2SV2-(dibenzylamino)-l-hvdroxy-3-phenylpropyl]-3-oxo-piperazine- 1-carboxylic acid t-butyl esterDsopropylamine (1.42 mL, 10.08 mmol) was dissolved in anhydrous tetrahydrofuran (10 mL) and the mixture was cooled to -78 C. n-butyl Miium (2.5 M n-hexane solution, 3.9 mL) was added dropwise to the resulting solution. The mixture was stirred for 5 min and then stirred on an ice bath for 30 min. The reaction mixture was cooled to -78 C, and a solution of t-butyl 4-benzyl- 3-oxopiperazine-l-carboxylate (B) (2.44 g, 8.40 mmol) in 15 mL of anhydrous tetrahydrofuran was added dropwise thereto, followed by stirring at that temperature for 1.5 hours. Thereafter, a solution of 2(S)-2-(dibenzylamino)-3-phenylpropanal (A) (2.99 g, 9.07 mmol) in anhydrous tetrahydrofuran (15 mL) was added to the reaction mixture which was gradually warmed to room temperature. After stirring at room temperature for 16 hours, the reaction was terminated with addition of water, followed by extraction with saturated ammonium chloride (aqueous) and diethyl ether. The organic layer was taken, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (EtOAc/n-Hex = 1/5) to afford the title compound (1.92 g, 24%).

The synthetic route of 78551-60-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; LG LIFE SCIENCES, LTD.; WO2009/38411; (2009); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

30459-17-7, 1-(4-Trifluoromethylphenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Compounds 1a-l and compounds 15-19 were synthesized in the same reaction: In a dichloromethane solution (2-3 mL) of chloroacetylchloride(1.1 eq), a dichloromethane solution (8-10 mL) of the appropriate piperazine (1 eq) and triethylamine (2.5 eq) was added dropwise and the reaction mixture was stirred overnight at room temperature under a nitrogen atmosphere. The reaction mixture was evaporated and the residue was extracted with ethylacetate-brine. The organic layer was dried over Na2SO4 and chromatographed on silica preparative TLC to give the desired products.When the reaction was run for 2 h, compounds 1a-l were the mainproducts (>90%).

30459-17-7, As the paragraph descriping shows that 30459-17-7 is playing an increasingly important role.

Reference：
Article; Papadopoulou, Maria V.; Bloomer, William D.; Rosenzweig, Howard S.; O’Shea, Ivan P.; Wilkinson, Shane R.; Kaiser, Marcel; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 325 – 334;,
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,21655-48-1

A solution of 4e (732mg, 4.38mmol), HATU (2.50g, 6.57mmol) and DIEA (1.13g, 8.8mmol) in DMF (20mL) was stirred at r.t. for 0.5 hour, then added dropwise to a solution of 9a (l.Og, 8.8mmol) in DMF (50mL) under 0°C for 1 hour. After the reaction was complete, the mixture was evaporated and the residue was dissolved in DCM (50mL) and washed with sat. Na2C03. The organic layer was separated, dried over anhydrous MgS04 and evaporated to give 9b (808mg, 70percent).

The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; XCOVERY HOLDING COMPANY, LLC; LIANG, Congxin; WO2012/48259; (2012); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

2762-32-5, Piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATIVE EXAMPLE 2.9; Step A; N Yco H Step B CN C02H N COSY ) 10 N N P w H 1-YN H N I HO2C O OH H02C 0 OH O OH btep A 2-Piperazinecarboxylic acid and 2-chloro-1, 3-pyrimidine were stirred with triethylamine and MeOH. After stirring overnight at reflux, the mixture was filtered and concentrated in vacuo to give the desired compound which was used directly in Step B (MH+ = 209)., 2762-32-5

2762-32-5 Piperazine-2-carboxylic acid 2723758, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/66147; (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.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

5747-48-8, Step 4 (E)-2-(4-(Dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl)ethanol:; A mixture of (E)-11-(piperazin-1-yl)dibenzo[b,f][1,4]thiazepine (1.00 g, 3.385 mmol), 2-bromoethanol (0.500 g, 4.00 mmol), anhydrous potassium carbonate (0.468 g, 3.386 mmol), sodium iodide (0.250 g, 1.67 mmol) and 1-butanol (20 mL) was heated at reflux for about 24 hours. The reaction mixture was filtered and the solid was washed with methanol. The combined filtrate and washings were concentrated to provide a crude residue. The residue was purified by chromatography on neutral alumina (2% methanol in dichloromethane) to afford the title product as an off-white solid (0.990 g, 86%). m.p. 57-60 C.; 1H NMR (400 MHz, pyridine-d5, 60 C.) delta 2.53-2.60 (m, 2H), 2.63-2.70 (m, 2H), 2.67 (t, J=5.9 Hz, 2H), 3.46-3.68 (m, 4H), 3.89 (t, J=5.9 Hz, 2H), 6.86-7.59 (m, 8H); IR (film) nu 3134, 1598, 1405, 1265 cm-1; MS 340 (M+1).

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AUSPEX PHARMACEUTICALS, INC.; US2010/69356; (2010); 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.171504-98-6,Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 1 ,4-di-tert-butyl 2-methyl piperazine-l,2,4-tricarboxylate 29 (l.Og, 2.9 mmol) in DCM (20mL) was added TFA (2.3 lg, 20.3 mmol) at 0C. The reaction mixture was stirred at RT for 4h. TLC analysis indicated complete conversion of SM. Reaction was concentrated to remove excess of TFA and sticky solid so obtained was taken in DCM (20 mL). To this suspension, HATU (1.65g, 4.34 mmol), NMM (293 mg, 2.9 mmol), 3- formylbenzoic acid (435 mg, 2.9 mmol), and DMAP (lOmg) were added. Reaction mixture was stirred at RT for 16 h. The reaction was monitored by LCMS. The reaction mixture was diluted with DCM and washed with water; organic layer was separated, dried over Na2SC>4 and concentrated under reduced pressure. The sticky solid so obtained was added to a solution of NaOH (65mg, 1.6 mmol) in MeOH (5mL). Reaction mixture was stirred at rt for 7h. The reaction was monitored by TLC. When SM was completely consumed, reaction mixture was concentrated under vacuum. The solid was suspended in water and acidified to pH 6 using 1 N HC1. The suspension was filtered and the precipitate was triturated with ethanol to give 766 mg (20%) of 4-(3-formylbenzoyl)piperazine-2- carboxylic acid 32 as sticky solid. LCMS (254nm): [M+H]+ 276.95 (100%).

171504-98-6, The synthetic route of 171504-98-6 has been constantly updated, and we look forward to future research findings.

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