Month: June 2021

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of N-(benzyloxycarbonyl)piperazine (220 mg, 1 mmol) in dichloromethane (10 mL) was slowly added to the stirred solution of triphosgene (110 g, 0.37 mmol) in dichloromethane (2 mL) over a period of 30 min using a syringe pump. After 30 further min of stirring, a solution of 2 (398 mg, 1.2 mmol) and diisopropylethylamine (DIEA, 0.38 mL, 2.2 mmol) in DCM/EtOH (120 mL, 4:1) was added in one portion. The reaction mixture was stirred for 2 hours at room temperature. After evaporation of solvent under vacuum, the residue was purified by silica gel chromatography to give 3 (318 mg, 55percent).

31166-44-6, 31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Chen, Po-Ting; Lin, Wen-Po; Lee, An-Rong; Hu, Ming-Kuan; Molecules; vol. 18; 7; (2013); p. 7557 – 7569;,
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.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.

To a stirring solution of piperazine-2-carboxylic acid dihydrochloride (SMI) (5 g, 24.6 mmol) in 1,4-dioxane (40 mL) were added 5 N NaOH solution (3.5 g, 88.6 mmol) and Boc-anhydride (12.9 mL, 56.6 mmol) at 0 C and the reaction mixture was stirred at RT for 16 h. After consumption of the starting material (by TLC), volatiles were evaporated under reduced pressure. Obtained crude was dissolved in water (50 mL) and extracted with Et20 (2 x 100 mL). Organic layer was acidified with 1 N HC1 solution and extracted with EtOAc (2 x 100 mL). Combined organic layer was dried over Na2S04 and concentrated under reduced pressure to afford crude compound which was triturated with n-pentane to obtain compound 1 (6 g, 74%) as white solid. 1H-NMR: (400 MHz, DMSO-rfe): delta 12.91 (br s, 1H), 4.42 (d, / = 24.8 Hz, 1H), 4.35-4.27 (dd, / = 20.4, 13.6 Hz, 1H),3.82 (s, 1H), 3.66 (d, / = 13.2 Hz, 1H), 2.99-2.79 (m, 2H), 2.79 (br s, 1H), 1.37 (s, 18H). LCMS (m/z): 329.3 [M+-l], 3022-15-9

As the paragraph descriping shows that 3022-15-9 is playing an increasingly important role.

Reference：
Patent; APTINYX INC.; KHAN, M., Amin; (75 pag.)WO2018/26782; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1001180-21-7, (R)-tert-Butyl 4-(5-methyl-7-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 9: Triethylamine (4.33 mL, 31.1 mmol) (degassed with nitrogen 30 minutes prior to use) and formic acid (1.36 mL, 36.1 mmol) (degassed with nitrogen 30 minutes prior to use) were added to a solution of (R)-tert-butyl 4-(5-methyl-7-oxo-6,7-dihydro-5H- cyclopenta[d]pyrimidin-4-yl)piperazine-l -carboxylate (9.75 g, 29.3 mmol) in DCM (210 mL; degassed with nitrogen 30 minutes prior to use). The reaction mixture was stirred for 5 minutes, and then a Ru catalyst (0.0933 g, 0.147 mmol) was added. The reaction was stirred under positive nitrogen pressure overnight (18 hours). The reaction mixture was concentrated to dryness and dried on a high vacuum. 1H NMR of the crude looked like 85% diastereoselectivity. The crude was flashed on Biotage 65M (loaded 1:1 DCM:ethyl acetate 500 mL flushed, then 1:4 DCM:ethyl acetate until product (2nd spot), then gradient to neat ethyl acetate, then 25:1 DCM:MeOH eluted rest of product. The fractions were combined and concentrated on a rotary evaporator. The residue was concentrated again from DCM/hexanes to give a mixture of tert-butyl 4-((5R,7R)-7-hydroxy-5- methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-l -carboxylate (major) and tert- butyl 4-((5R,7S)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-l- carboxylate (minor) (9.35 g, 95.3% yield) as a beige foam. LC/MS (APCI+) m/z 335 [M+H]+. 1U NMR (CDC13) shows 88% diastereoselectivity by integration of carbinol methine., 1001180-21-7

1001180-21-7 (R)-tert-Butyl 4-(5-methyl-7-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate 59580350, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; MITCHELL, Ian S.; BLAKE, James F.; XU, Rui; KALLAN, Nicholas C.; XIAO, Dengming; SPENCER, Keith Lee; BENCSIK, Josef R.; LIANG, Jun; SAFINA, Brian; LI, Jun; CHABOT, Christine; WO2008/6032; (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.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.

The intermediate N-(5-chloro-1,3-benzodioxolane-4-yl)-7-hydroxy-5-[(tetrahydro-2H-pyran-4-yl)oxy]- 4-quinazolinamine 10 (9.26 g, 1.13 mol) was mixed with 4-methyl-1-piperazinyl-ethanol 11 (10.5 g, 1.5 mol), mixed and stirred in the presence of 80percent concentrated sulfuric acid (100 ml) and rapidly heat to 140°C, an intermolecular dehydration reaction occurs to produce N-(5-chloro-1,3-benzodioxolane-4-yl)-7-[2-(4-methyl-1-piperazinyl)ethoxy]-5-[(4- Hydrogen-2H-pyran-4-yl)oxy]-4-quinazolinamine 12 (16.1 g, 1.86 mol)., 5464-12-0

Big data shows that 5464-12-0 is playing an increasingly important role.

Reference：
Patent; Hu Zhangyan; (10 pag.)CN107814793; (2018); A;,
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.120737-78-2,tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(RS) tert-butyl 4-(3,5-dichloropyridin-4-yl)-2-methyl-piperazine-l-carboxylate(RS) tert-butyl 2-methylpiperazine-l-carboxylate (2.2Og, 10.98 mmol) and 3,4,5 trichloropyridine were combined and heated at 100 0C for 64 hours. The reaction mixture was cooled to ambient temperature and purified by flash column chromatography (4Og silica column, eluting with DCM containing 0 – 10% of methanol) to give the title compound as a brown oil, 5.87 g, 100 %, 1H NMR (400 MHz, DMSOd6) delta 1.22 (3H, d), 1.42 (9H, s), 2.74- 3.09 (5H, m), 3.76 – 3.77 (2H, m), 7.96 (2H, s), m/z 346 (M+H)+ [I]., 120737-78-2

120737-78-2 tert-Butyl 2-methylpiperazine-1-carboxylate 15087784, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/135427; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

216144-45-5, 4-(4-Methylpiperazin-1-yl)benzylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 8-bromo-2-(chloromethyl)benzofuro[3,2-d]pyrimidin-4(3H)-one 6 (70 mg, 0.22 mmol) in 1.5 mL anhydrous DMF was added (4-(4- methylpiperazin-l-yl)phenyl)methanamine (50 mg, 0.22 mmol) and Cs2CO3 (143 mg, 0.44 mmol). The reaction mixture was heated to 85 0C at 150 W for 10 minutes in a CEM-Discover microwave reactor. The reaction mixture was filtered and concentrated in vacuo. Purification by preparative HPLC, followed by concentration in vacuo and lyophilization afforded the title compound (18.2 mg, 17%) as a white solid. 1H NMR (400 MHz, d6-DMSO): 8.16 (m, IH), 7.79 (m, 2H), 7.19 (d, 2H), 6.86 (d, 2H), 3.72 (s, 2H), 3.68 (s, 2H), 3.07 (m, 4H), 2.50 (m, 4H), 2.21 (s, 3H), 1.90 (s, 3H); MS (EI) for C23H24BrN5O2: 482 (MH+)., 216144-45-5

As the paragraph descriping shows that 216144-45-5 is playing an increasingly important role.

Reference：
Patent; EXELIXIS, INC.; WO2009/86264; (2009); A1;,
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

100 mg of intermediate I-24 was dissolved in resulfured dry DMF,Twelve mg of palladium acetate and 36 mg of DPPP (1,3-bis(diphenylphosphino)propane) were added under nitrogen protection.After stirring for 5 minutes,Withdrawal of nitrogen,Charge CO,After multiple replacements,400 mul of triethylamine and 186 mg of 2-(4-methylpiperazin-1-yl)ethanamine are added,Stir overnight at 80 °C in an oil bath.TLC showed that after the reaction,Take CO,Evaporate the reaction solution under reduced pressureTo the residue was added 30 ml of ethyl acetate and 20 ml of water.Insoluble material was removed by filtration.The filtrate is extracted and separated from the organic layer.dry,Column chromatography after concentration gave 83 mg of compound C-4 (oil, yield 61percent).

934-98-5 2-(4-Methylpiperazin-1-yl)ethanamine 70284, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Hu Youhong; Geng Meiyu; Xing Weiqiang; Ding Jian; Ai Jing; (86 pag.)CN103664895; (2018); B;,
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.53788-49-1,tert-Butyl 4-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 2,4-dichloropyrimidine (50g, 336mmol), tert-butyl 4-methylpiperazine-1-carboxylate (67.2g, 336mmol), and toluene (500mL) was stirred at 110 C overnight. The mixture was poured into water, and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-EtOAc) to give 10 (109g, 73%) as a colorless powder. 1H NMR (300MHz, CDCl3) delta: 1.49 (9H, s), 3.44-3.53 (4H, m), 3.75-3.84 (4H, m), 6.53 (1H, d, J=5.1Hz), 8.16 (1H, d, J=5.1Hz). MS (ESI): m/z 299 [M+H]+., 53788-49-1

53788-49-1 tert-Butyl 4-methylpiperazine-1-carboxylate 11401394, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Kono, Mitsunori; Matsumoto, Takahiro; Imaeda, Toshihiro; Kawamura, Toru; Fujimoto, Shinji; Kosugi, Yohei; Odani, Tomoyuki; Shimizu, Yuji; Matsui, Hideki; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1468 – 1478;,
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.934-98-5,2-(4-Methylpiperazin-1-yl)ethanamine,as a common compound, the synthetic route is as follows.

934-98-5, General procedure: General Procedure 5: [000565] The compounds of the application with the general formula shown below can be prepared according to the synthetic scheme shown in Scheme 5. Scheme 5 [000566] To a solution of compound (II) or (II?) (1 equivalent) in N,N-dimethyl-formamide (DMF) is added 2 equivalents of N,N-diisopropylethylamine (DIPEA) and 2.2 equivalent of 2-(4- methylpiperazin-1-yl)ethanamine (VIa). The reaction mixture is stirred at about 15 oC to about 28 oC for about 6 hours to about 24 hours. The reaction mixture is diluted with water, washed with ethyl acetate, washed with brine, dried over Mg2SO4, filtered and evaporated to give a crude compound which is then purified by silica gel column using a mixture of Chloroform:Methanol (9:1) as eluent. The product is collected under reduced pressure to provide the compound with the general formula shown in Scheme 5. [000567] Compounds 47-65, 101, 107-110, and 114-117 were prepared according to General Procedure 5 substituting (II) or (II?) with the appropriate substituted compound. Example 116: [000568] Synthesis of 2-benzamido-N-(2-(4-methylpiperazin-1-yl)ethyl)benzamide (47) [000569] Compound 47 was obtained as a white powder in 88percent yield. 1H-NMR (500MHz, CDCl3): delta 12.28 (s, 1H, ArNHCO), 8.86 (dd, J = 8.5, 0.8 1H, CONHCH2), 8.07 (dd, J = 8.2, 1.3, 2H), 7.58-7.51 (m, 5H), 7.16 (td, J = 7.6, 0.9, 1H), 7.07 (s, 1H), 3.57 (q, J = 5.45, 2H, NHCH2CH2), 2.66 (t, J = 5.45, 2H, NHCH2CH2), 2.64-2.38 (m, 8H), 2.34 (s, 3H, CH3). 13C- NMR (126 MHz, CDCl3): delta 169.11 (ArC=O), 165.57 (ArC=O), 140.17 (ArC), 134.92 (ArC), 132.69 (ArCH), 131.78 (ArCH), 128.75 (ArCH), 127.41 (ArCH), 126.56 (ArCH), 122.84 (ArCH), 121.62 (ArCH), 120.42 (ArC), 55.90 (CH2), 55.10 (CH2), 52.66 (CH2), 45.92 (CH3), 36.27 (CH2). MS (ESI): 367.2 [M+1]. m.p. (from ethanol/water): 80 oC.

As the paragraph descriping shows that 934-98-5 is playing an increasingly important role.

Reference：
Patent; UNIVERSITY COLLEGE CARDIFF CONSULTANTS LIMITED; WESTWELL, Andrew, David; BRANCALE, Andrea; CLARKSON, Richard, William Ernest; (247 pag.)WO2016/16728; (2016); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1403898-64-5, (2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 5: (2R,5R)-4-Benzyl-5-hydroxymethyl-2-methyl-pi perazi ne-I -carboxyl icacid tert-butyl esterA mixture of (2 R,5R)-5-hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid tert-butyl ester (3.48 g, 15.1 mmol), benzaldehyde (1.76 g, 16.6 mmol), sodium triacetoxyborohydride (3.84 g, 18.1 mmol) and 1 ,2-dichloroethane (30 mL) was stirred at 20 c for 18 h, then partitionedbetween saturated aqueous NaHCO3 (150 mL) and DCM (3 x 50 mL). Combined organic extracts were dried (Na2SO4) then evaporated in vacuo to give an oil. Chromatography (Si02, 0 – 30% EtOAc in petrol) gave the title compound (4.588 g, 74%) as a colourless solid. MS: [M+H] = 321.

1403898-64-5, 1403898-64-5 (2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate 71003242, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTEX THERAPEUTICS LIMITED; CHESSARI, Gianni; JOHNSON, Christopher Norbert; PAGE, Lee William; BUCK, Ildiko Maria; DAY, James Edward Harvey; HOWARD, Steven; SAXTY, Gordon; MURRAY, Christopher William; WO2014/60770; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics