Month: June 2021

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

l54-Di(tert-butoxycarbonyl)piperazine-2-carboxylic acid (14.45 g, 43.7 mmol) was dissolved in THF (200 mL), and borane-THF complex (1.0 M solution in THF, 100 mL, 100 mmol) was added slowly. Upon complete addition, the reaction mixture was heated to 50 0C. After 2 h, the reaction mixture was allowed to cool to rt and was slowly quenched by the dropwise addition of MeOH (50 mL). After gas evolution ceased, the reaction mixture was heated to 50 0C for 1 h. Upon cooling to rt, the reaction mixture was concentrated under reduced pressure. The material was dissolved in THF (200 mL) and NaH (60% dispersion in mineral oil, 1.75 g, 43.7 mmol) was added portion wise. The reaction mixture was heated to 50 0C overnight. Upon cooling to rt, the reaction mixture was quenched with H2O (300 mL) and extracted with EtOAc (3 x 400 mL). The combined organics were dried over Na2SO4, filtered, and concentrated under reduced pressure. The material was purified by column chromatography (10 to 40% EtOAc in Hexanes gradient) to give 6.31 g (59%) of the desired product as a white solid. Rf = 0.43 in 80% EtOAc in Hexanes. 1.10 g (8%) of di-tert-butyl 2- (hydroxymethyl)piperazine-l,4-dicarboxylate was also isolated. Rf= 0.63 in 80% EtOAc in Hexanes.; Borane-THF complex (1.0 M solution in THF, 200 mL, 200 mmol) was added slowly to a solution of l,4-bis(tert-butoxycarbonyl)piperazine-2-carboxylic acid (30.3 g, 91.7 mmol) in THF (100 mL). Upon complete addition, the reaction mixture was heated to 50 0C for 2 h. Upon cooling to rt, the reaction mixture was carefully quenched by the dropwise addition of MeOH. After gas evolution ceased, the reaction mixture was concentrated under reduced pressure. The material was dissolved in EtOAc (300 mL) and washed with 1 N NaOH (2 x 200 mL) and brine (200 mL). The organics were dried over Na2SO4, filtered, and concentrated under reduced pressure. The material was twice dissolved in THF (50 mL) and concentrated under reduced pressure. The material was dissolved in THF (200 mL) and NaH (60% dispersion in mineral oil, 0.366 g, 0.916 mmol) was added portionwise. The reaction mixture was heated to reflux. After 1 h, the reaction mixture was allowed to cool to rt and was concentrated under reduced pressure. The material was dissolved in EtOAc (300 mL), washed with water (2 x 200 mL) and brine (200 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting solid was dissolved in EtOAc (200 mL) with heating, diluted with hexanes (200 mL) and allowed to cool to rt. The white, crystalline solid was collected by filtration after 5 h, washed with hexanes (2 x), and dried under vacuum. This gave 13.29 g (60%) of the product. The filtrate was concentrated under reduced pressure, dissolved in EtOAc (50 mL) with heating, and diluted with hexanes (200 mL). This was allowed to cool to rt and sit over the weekend. The white, crystalline solid was collected by filtration, washed with hexanes (2 x), and dried under vacuum. This gave an additional 4.49 g (20%) of the product. Analytical data: Rf = 0.43 in 80% EtOAc / Hexanes; 1H NMR (400 MHz, CDC13) delta 4.41 (t, J = 8.4 Hz, IH), 4.35-3.98 (br, 2H), 3.92 (dd, J = 5.6 and 8.8 Hz, IH), 3.80-3.72 (m, 2H), 2.98 (dt, J = 3.6 and 12.4 Hz, IH), 2.86-2.70 (br, IH), 2.70-2.55, (br, IH), 1.45 (s, 9H); 13C NMR (100 MHz, CDC13) delta 156.7, 154.2, 81.1, 65.5, 52.9, 47.7 (br), 43.4 (br), 41.1, 28.7. LC-MS: RT = 6.46 min; [M+Na]+ = 264.9. Anal. Calcd for CnH18N2O4: C3 54.53; H, 7.49; N, 11.56. Found: C, 54.38; H, 7.44; N, 1 1.35.

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; CRITICAL THERAPEUTICS, INC.; WO2007/146066; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-82-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.70261-82-4,4-(4-Methylpiperazin-1-ylmethyl)phenylamine,as a common compound, the synthetic route is as follows.

EXAMPLE 119: 1 -(4-methoxybenzyl)-3-methyl-N-(4-((4-methylpiperazin- 1 – yl)methyl)phenyl)-lH-pyrazolor3,4-b1pyridin-5-amineA stirred solution of 5-bromo-l-(4-methoxybenzyl)-3-methyl-lH-pyrazolo[3,4-b]pyridine (7) (50 mg, 0.150 mmol) and 4-((4-methylpiperazin-l-yl)methyl)aniline (165) (30 mg, 0.165 mmol, 1.1 eq) in 1,4-dioxane (10 mL) was degassed and purged with N2 for 10 min. tert- uOK (50 mg, 0.451 mmol, 3.0 eq) was added and the reaction mixture was purged and degassed again. To this reaction mixture was added +/-BINAP (1.8 mg, 0.00301 mmol, 0.01 eq) and Pd2(dba)3 (5 mg, 0.0012 mmol, 0.04 eq) and the resulting reaction was heated at 90C for 12 hrs in sealed tube condition. After completion of the reaction the contents were cooled and diluted with CHC13 and filtered through Celite bed. The CHC13 layer was completely distilled off to get the crude product. The crude was passed through 100-200 mesh silica gel, eluting the pure compound 1- (4-methoxybenzyl)-3 -methyl-N-(4-((4-methylpiperazin- 1 -yl)methyl)phenyl)- lH-pyrazolo [3 ,4- b]pyridin-5 -amine 166 obtained with 6% MeOH in CH2C12 as an off-white coloured solid in 30 mg quantity.

The synthetic route of 70261-82-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ARRIEN PHARMAEUTICALS LLC; VANKAYALAPATI, Hariprasad; APPALANENI, Rajendra, P.; REDDY, Y., Venkata Krishna; WO2012/135631; (2012); 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.169447-70-5,(S)-tert-Butyl 2-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 1: (S)-tert-butyl-4-(2-cyano-3-fluorophenyl)-2-methylpiperazine-1-carboxylate To a solution of 2,6-difluorobenzonitrile (0.8 g, 5.7 mmol) in DMF (10 mL) was added (S)-tert-butyl 2-methylpiperazine-1-carboxylate (1.14 g, 5.7 mmol) and K2CO3 (2.35 g, 17.1 mmol). The solution was stirred for 17 hrs at 100 C., then concentrated to give the crude. The crude was purified by chromatography (silica, EtOAc/PE=1/10) to afford (S)-tert-butyl-4-(2-cyano-3-fluorophenyl)-2-methylpiperazine-1-carboxylate (0.6 g, 1.88 mmol, 33%) as a white solid. MS (EI+, m/z): 320 [M+H]+.

169447-70-5, The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (136 pag.)US2019/389843; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-70-5, tert-Butyl 4-benzylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57260-70-5, [Referential Example 159] 1-Benzylpiperazine hydrochloride To 1-benzyl-4-tert-butoxycarbonylpiperazine (3.12 g), saturated ethanol hydrochloride was added, followed by stirring for 90 minutes at room temperature. The solvent was distilled off under reduced pressure, followed by drying, whereby the title compound (2.73 g, 97%) was obtained as white powder. 1H-NMR (DMSO-d6) delta: 3.05-3.67(9H,m), 4.38(2H,br), 7.35-7.70(5H,m), 9.61(1H,br). MS (EI) m/z: 176M+. Elementary analysis for C11H16N2·2HCl·0.2H2O Calculated: C, 52.27; H, 7.34; Cl, 28.05; N, 11.27. Found: C, 52.04; H, 7.36; Cl, 27.89; N, 11.24.

57260-70-5 tert-Butyl 4-benzylpiperazine-1-carboxylate 584330, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1104754; (2001); 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.262368-30-9,N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide,as a common compound, the synthetic route is as follows.

Method 2; A suspension of methyl-3-[methoxy(phenyl)methylene]-2-oxoindoline-6- carboxylate (20,0 g; 0,064 mol) and N-(4-aminophenyl)-N-methyl-2-(4- methylpiperazin-1-yl)acetamide (17,1 g; 0,065 mol) in methanol (180 ml) is heated to reflux for 7,5 h. The resulting suspension is cooled down to 10 0C within 1 h and stirring is maintained for 1 h. After filtration, the solid is washed with ice cold methanol (80 ml) and dried to afford 31 ,0 g (89,0 %) of the “anilino” compound as yellow crystals., 262368-30-9

262368-30-9 N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide 21927707, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/71523; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

192130-34-0, tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 48; 4-{2-[5-(3-Trifluoromethoxy-phenyl)-imidazo[2,1-b][1 ,3,4]thiadiazol-2- ylamino]-ethyl}-piperazine-1-carboxylic acid tert-butyl ester; A mixture of 2-methanesulfonyl-5-(3-trifluoromethoxy-phenyl)-imidazo[2, 1- b][1 ,3,4]thiadiazole (1 16 mg, 0.319 mmol), 4-N-(2-aminoethyl)-1 -N-boc- piperazine (1 10 mg, 0.479 mmol) and Et3N (0.089 mL, 0.639 mmol) in ‘PrOH (5 mL) was heated in a sealed tube at 1 10°C for 16 hours. On cooling, DCM was added and the mixture was washed with H20. The organic layer was dried (sodium sulfate), filtered and concentrated. The residue was purified by column chromatography (Isolute/Flash, Sill, 0percent to 20percent MeOH in DCM) to give the desired product (4-{2-[5-(3-trifluoromethoxy-phenyl)-imidazo[2, 1 – b][1 ,3,4]thiadiazol-2-ylamino]-ethyl}-piperazine-1 -carboxylic acid tert-butyl ester) (20 mg, 12percent yield).HPLC-MS (method 1): Rt= 3.99 min, [M+1f m/z 513.2.H NMR (300 MHz, MeOD) delta 8.04 (s, 1 H), 7.90 (m, 1 H), 7.52 (s, 1 H), 7.51 (t, J = 8.1 Hz, 1 H), 7.19 (m, 1 H), 3.62 (t, J = 6.4 Hz, 2H), 3.44 (m, 4H), 2.72 (t, J = 6.4 Hz, 2H), 2.54 (m, 4H), 1.46 (s, 9H).

192130-34-0, As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference：
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; GARCIA COLLAZO, Ana, Maria; NOYA MARINO, Beatriz; GONZALEZ CANTALAPIEDRA, Esther; WO2012/20217; (2012); 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.129722-25-4,7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2(1H)-one,as a common compound, the synthetic route is as follows.

To a solution of dehydro-Aripiprazole (1.0 g, 2.24 mmol) in 2-methyltetrahydroffiran (25 mE) was added silver carbonate (0.864 g, 3.13 mmol) and iodomethyl octanoate (0.764 g, 2.68 mmol) at room temperature. The reaction was stirred for5 days. The reaction was quenched with H20 (30 mE) and filtered through celite. The reaction was extracted with ethyl acetate (3×20 mE), washed with 5% w/v sodium sulfite solution (15 mE), brine (20 mE), dried over MgSO4 and concentrated. The product was purified by column chromatography on silica eluting with 0-70% ethyl acetate in heptane to provide Compound 1206 (0.602 g) as a pale orange oil.?H-NMR (300 MHz, CDC13) oe 7.95 (1H, d), 7.60 (1H, d),7.21 (1H, m), 7.14 (2H, m), 7.07 (1H, dd), 6.95 (1H, m), 6.79(1H, d), 6.24 (2H, s), 4.12 (2H, m), 3.09 (4H, m), 2.68 (4H,m), 2.54 (2H, m), 2.36 (2H, t), 1.90 (2H, m), 1.77 (2H, m),1.61 (4H, m), 1.23 (6H, m), 0.83 (3H, t). [M+H]=602.2

129722-25-4, 129722-25-4 7-(4-(4-(2,3-Dichlorophenyl)piperazin-1-yl)butoxy)quinolin-2(1H)-one 10114519, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Alkermes Pharma Ireland Limited; Blumberg, Laura Cook; Remenar, Julius F.; Almarsson, Orn; Zeidan, Tarek A.; US9102618; (2015); B2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-15-1, Methyl 1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

129799-15-1, EXAMPLE 20 Preparation of 1-tert-butyl 2-methyl 4-(4-chlorophthalazin-1-yl)piperazine-1,2-dicarboxylate (JK-16) 1,4-dichlorophthalazine (741 mg, 3.72 mmol), 1-tert-butyl 2-methyl piperazine-1,2-dicarboxylate (1.00 g, 4.09 mmol), N,N-diisopropylethylamine (0.972 mL), and 4-methyl-2-pentanone (6 mL) were heated at 120 for 16 hours. The solvent was removed and the residue purified by chromatography over silica using a gradient of hexanes/0-70% ethyl acetate. The compound was obtained as a white solid. MS (M+H)+=407.1.

129799-15-1 Methyl 1-Boc-piperazine-2-carboxylate 2756818, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Amgen Inc.; US2009/48259; (2009); 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.161357-89-7,1-(Methylsulfonyl)piperazine hydrochloride,as a common compound, the synthetic route is as follows.

2-Chloro-4-morpholinofuro[3,2-d]pyrimidine-6-carbaldehyde 39 prepared following Example 20 (65 mg, 1.0 eq) was dissolved in 1 ,2-dichloroethane (9.7 ml) and treated with hydrochloride salt of 1-methanesulfonylpiperazine (69 mg, 1.4 eq), sodium acetate (28 mg, 1.4 eq) and trimethyl orthoformate (0.27 ml, 10 eq). Reaction mixture was stirred at r.t. for 12 h. Sodium triacetoxyborohydride (62 mg, 1.2 eq) was added and reaction mixture was stirred at r.t. for 8 h. Reaction mixture was quenched with saturated aq. NaHCO3 and extracted with dichloromethane. The combined organic layers were dried (Na2SO4) and concentrated. The crude reaction mixture was purified by flash chromatography to yield 2- chloro-6-((4-(methylsulfonyl)piperazin- 1 -yl)methyl)-4-morpholmofuro [3 ,2-d]pyrimidine(70 mg, 68%) : MS (Ql) 416 (M)+., 161357-89-7

161357-89-7 1-(Methylsulfonyl)piperazine hydrochloride 16265612, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PIRAMED LIMITED; GENENTECH, INC.; BAYLISS, Tracy; CHUCKOWREE, Irina; FOLKES, Adrian; OXENFORD, Sally; WAN, Nan, Chi; CASTANEDO, Georgette; GOLDSMITH, Richard; GUNZNER, Janet; HEFFRON, Tim; MATHIEU, Simon; OLIVERO, Alan; STABEN, Steven; SUTHERLIN, Daniel, P.; ZHU, Bing-Yan; WO2008/70740; (2008); 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

Example 58: 2-[2-( 4-methvl-piperazin-1-vl)-ethvlami no l-N-[3-( 5-thiophen-3-vl-pvrimidin-2-vlamino )- phenyl] acetamide; To a stirring solution of U (200 mg, 0.58 mmol) in CH3CN (100 mL) was added J (486 mg, 3.48 mmol) followed by diisopropylethylamine (300 muL, 1.74 mmol). The solution was brought to reflux and monitored by tic analysis. After 13 hours the solvent was removed in vacuo and the residue purified via column chromatography (silica gel, 9:1 CH2CI2/MeOH). The fractions containing product were evaporated to dryness under vacuum to yield compound 58 in 44percent yield as a white crystalline solid. 1H NMR (300 MHz, CDCl3) No. 2.27 (s, 3H), 2.27-2.46 (m, 10H), 2.5-2.54 (m, 2H), 3.39 (s, 2H), 7.2-7.46 (m, 11 H), 8.09 (s, 1 H), 8.67 (s, 2H), 9.42 (s, 1H). MS m/z 452 [M++1]., 934-98-5

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

Reference：
Patent; SUGEN, INC.; WO2005/113548; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics