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

Preparation 7.2Oxetan-3-ylpiperazine.2.6 g of 3-oxetanone, 1 .0 g of sodium cyanoborohydride and 0.16 ml of acetic acid are added to a solution of 2.0 g of benzyl piperazine-1 -carboxylate in 20 ml of acetonitrile and then stirred for 16 hours at RT. The reaction mixture is diluted with water and filtered through a Chem Elut.(R). cartridge, eluting with DCM. The combined organic phases are dried over MgSO4 and the solvent is evaporated under vacuum. The residue is purified by preparative HPLC and1 .7 g of a white solid is obtained. 0.5 g of this solid is dissolved in 20 ml of EtOH, 0.2 g of Pd/C at 10percent is added and the mixture is stirred under a hydrogen atmosphere (4 bar) for 3 hours. The reaction mixture is filtered on Celite.(R). and the filtrate is concentrated under vacuum. The expected compound is obtained.

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

Reference：
Patent; SANOFI; BADORC, Alain; BOLDRON, Christophe; DELESQUE, Nathalie; FOSSEY, Valerie; LASSALLE, Gilbert; YVON, Xavier; WO2012/146318; (2012); 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, 1) 3-Oxopiperazine-1-carboxylic acid tert-butyl ester Triethylamine (3.83 mL) and di-tert-butoxydicarbonate (6.32 mL) were added to a solution of piperazin-2-one (2.5 g) in a mixture of tetrahydrofuran (50 mL) and methanol (50 mL) at room temperature, and the mixture was stirred for 4 hours. The reaction solvent was removed under reduced pressure, and the residue was partitioned between water and ethyl acetate. The organic layer was sequentially washed with water and saturated brine, and the aqueous layers obtained through washing were combined and then extracted with ethyl acetate. The organic layers were combined and then dried over magnesium sulfate anhydrate. After a filtration step, the solvent was removed under reduced pressure, and ethyl acetate – hexane was added to the residue for solidification, to thereby give 3-oxopiperazine-1-carboxylic acid tert-butyl ester (3.6 g, 72%). 1H-NMR(400MHz,CDCl3)delta:1.48(9H,s), 3.37-3.40(2H,m), 3.62-3.65(2H,m), 4.01(2H,s), 6.32(1H,br s). 1) 3-Oxopiperazine-1-carboxylic acid tert-butyl ester Triethylamine (3.9 mL) and di-tert-butyl dicarbonate (6.31 g) were added to a solution of 2-oxopiperazine (2.61 g) in a mixture of tetrahydrofuran (40 mL) and methanol (50 mL) at room temperature, and the mixture was stirred for 3 hours. The reaction solvent was removed under reduced pressure, and diethyl ether was added to the residue. The solid that precipitated was collected through filtration, to thereby give 3-oxopiperazine-1-carboxylic acid tert-butyl ester (4.54 g, 87%). 1H-NMR(400MHz,DMSO-d6)delta:1.40 (9H,s), 3.15(2H,br), 3.45(2H,br), 3.81 (2H,br) , 8.03 (1H,br) . LC-MSm/z:201(M+H)+.

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

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1621537; (2006); 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.106261-48-7,4-((4-Methylpiperazin-1-yl)methyl)benzoic acid,as a common compound, the synthetic route is as follows.

A 50-mL, three-neck, round bottomed flask equipped with a magnetic stirrer was charged with 4- Methyl-N1-(5-thiophen-3-yl-pyrimidin-2-yl)-benzene-1,3-diamine (371 mg, 1.31 mmol), 4-(4-Methyl- piperazin-1-y(methyl)-benzoic acid (402 mg, 1.31 mmol), N,N-diisopropylethylamine (171 mg, 1.57 mmol), and anhydrous DMF (3.0 mL). To the resulting mixture were added 1-(3-dimethylaminopropyl)-3- ethylcarbodiimide hydrochloride (302 mg, 1.57 mmol) and 1-hydroxy-7-azabenzotriazole (89 mg, 0.655 mmol). After stirring for 20 h at ambient temperature, the reaction mixture was evaporated to dryness, purified by column chromatography (methanol/methylene chloride), and then triturated with acetonitrile, filtered and the filter cake dried under vacuum affording an 72% yield of Example 40 as a white solid. (at)HNMR (400 MHz, DMSO-de) No. 8.76 (s, 2H), 7.99 (d, 2H), 7.85 (s, 1 H), 7.66 (s, 1 H), 7.53 (m, 4H), 7.43 (d, 1 H), 7.23 (d, 1 H), 3.70 (m, 2H), 2.93 (m, 4H), 2.69 (m, 4H), 2.58 (s, 3H), 2.29 (s, 3H). MS m/z 499 [M++1, 106261-48-7

Big data shows that 106261-48-7 is playing an increasingly important role.

Reference：
Patent; SUGEN, INC.; WO2005/113548; (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.13754-38-6,1-Benzoylpiperazine,as a common compound, the synthetic route is as follows.

Intermediate 5-1 tert-Butyl {2-[2-(4-benzoylpiperazin-1-yl)-2-oxoethyl]-6-methyl-2H-indazol-5-yl}carbamate (0828) (0829) 181 mg (0.59 mmol) of {5-[(tert-butoxycarbonyl)amino]-6-methyl-2H-indazol-2-yl}acetic acid (Intermediate 4-1) and 169 mg (0.89 mmol) of phenyl(piperazin-1-yl)methanone were initially charged in 5 ml of tetrahydrofuran and 0.5 ml of N,N-dimethylformamide 91 mg (0.59 mmol) of 1-hydroxy-1H-benzotriazole hydrate, 227 mg (1.19 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 0.25 ml (1.79 mmol) of triethylamine were added and the mixture was stirred at 25 C. for 18 h. The mixture was diluted with water and ethyl acetate and the precipitated solid was filtered off, washed with water and diethyl ether and dried under reduced pressure. This gave 248 mg (85% of theory) of the title compound. (0830) UPLC-MS (Method A1): Rt=1.07 min (0831) MS (ESIpos): m/z=478 (M+H)+ (0832) 1H NMR (400 MHz, DMSO-d6): delta=1.42 (s, 9H), 2.24 (s, 3H), 3.32-3.82 (m, 8H), 5.41 (br. s., 2H), 7.33 (s, 1H), 7.38-7.48 (m, 5H), 7.52 (s, 1H), 8.12-8.16 (m, 1H), 8.35 (s, 1H).

13754-38-6, As the paragraph descriping shows that 13754-38-6 is playing an increasingly important role.

Reference：
Patent; Bayer Pharma Aktiengesellschaft; BOTHE, Ulrich; SIEBENEICHER, Holger; SCHMIDT, Nicole; ROTGERI, Andrea; BOeMER, Ulf; RING, Sven; IRLBACHER, Horst; GUeNTHER, Judith; STEUBER, Holger; LANGE, Martin; SCHAeFER, Martina; (191 pag.)US2016/311833; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

215309-01-6, 3-(4-Methylpiperazin-1-yl)benzoic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 41 : lambdaf-{2-cyano-9-[2-(dimethylamino)ethyl]-9Hphiurin-6-yl}-lambdaf <:yclopentyl-3- (4-methyl-1 -piperazinyl)benzohydrazide bis(trifluoroacetate). Intermediate 51 (0.3 g, 1.36 mmol) was suspended in oxalyl chloride (ALDRICH, 1 ml.) and the mixture was stirred at rt for 16 h. Then, dry DCM (4 ml.) was added and after further 8 h, more oxalyl chloride (ALDRICH, 2 mL) and dry DCM (2 mL) were added. These additions were continued until the reaction was complete. Then, solvent was removed in vacuo yielding the corresponding acid chloride. It was then added over a solution of Intermediate 57 (0.1 1 g, 0.37 mmol), potassium te/f-butoxide (ALDRICH, 0.14 g, 1.28 mmol) and DIPEA (FLUKA, 0.08 mL, 0.45 mmol) in dry THF (12 mL). The reaction mixture was stirred at rt and more Intermediate 51 (0.09 g, 0.29 mmol) in dry THF (2 mL) was added in order to drive the reaction to completion. After 2 days, solvent was removed under reduced pressure and the residue partitioned between DCM and sat. NH4CI. The aqueous phase was basified to pH 10 with 2N NaOH and product was extracted with DCM. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated to dryness. The crude product was purified by preparative HPLC (X-Terra 30×150 mm, ACN:H2O, 0.1%TFA, isocratic 20%, then, re-purified using gradient 20- 60%, and, then, SunFire 19x 150 mm, ACN:H2O, 0.1% TFA, gradient 20- 40%). The product obtained was dissolved in DCM (25 mL) and washed with sat. NaHCO3 (25 mL). The organic layer was washed with brine and then, 4 M HCI in dioxane was added dropwise in order to form the corresponding hydrochloride. It was then purified by preparative HPLC (X-Terra, 3Ox 150 mm, ACN;H2O, 0.1% TFA, isocratic 20%) to give the title compound. 1H NMR (300 MHz, d6-DMSO, 80 0C) delta ppm: 10.86- 10.53 (br., 1 H), 8.48- 8.25 (br., 1 H), 7.56- 7.36 (m, 3H), 7.29- 7.19 (m, 1 H), 6.01- 5.22 (br., 1 H), 4.64- 4.50 (m, 2H), 4.07- 2.91 (br., 10H), 2.88 (s, 3H), 2.81 (s, 6H), 2.07- 1.76 (m, 4H), 1.76- 1.50 (m, 4H). [ES+ MS] m/z 517 (M)+.

215309-01-6, 215309-01-6 3-(4-Methylpiperazin-1-yl)benzoic acid 4741681, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/107368; (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.479353-63-4,1-Boc-4-(4-Carboxybenzyl)piperazine,as a common compound, the synthetic route is as follows.

Example 51 tert-Butyl 4-{4-[({4-[(E,Z)-[(3-bromo-4-fluorophenyl)amino](hydroxyimino)methyl]-1,2,5-oxadiazol-3-yl}amino)carbonyl]benzyl}piperazine-1-carboxylate trifluoroacetate A solution of 3-(4-amino-1,2,5-oxadiazol-3-yl)-4-(3-bromo-4-fluorophenyl)-1,2,4-oxadiazol-5(4H)-one (30 mg, 88 mumol), 4-{[4-(tert-butoxycarbonyl)piperazin-1-yl]methyl}benzoic acid (84 mg, 0.26 mmol), and 4-dimethylaminopyridine (6.4 mg, 53 mumol) in pyridine (0.75 mL) was treated with phosphoryl chloride (25 muL, 0.27 mmol) dropwise at -15 C. The reaction mixture was heated in a microwave at 100 C. for 5 min. The reaction mixture was concentrated to residue which was rediluted with methanol (1 mL), treated with 2.0 M sodium hydroxide in water (0.3 mL, 0.6 mmol), and stirred for 30 min. The reaction mixture was quenched with acetic acid (50 muL, 0.9 mmol), filtered, and purified by preparative LCMS to give the desired product (29 mg, 45%). LCMS for C26H30BrFN7O5 (M+H)+: m/z=618.0, 620.0.

479353-63-4, 479353-63-4 1-Boc-4-(4-Carboxybenzyl)piperazine 2795516, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Combs, Andrew P.; Yue, Eddy W.; US2006/258719; (2006); 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

Example 106: Synthesis of 6-(( R )-4-(4-Cyanophenyl)-2-methylpiperazin-1-yl)- N -(( E )-5-hydroxyadamantan-2-yl)picolinamide [300] [301] Step 1: Synthesis of ( R )-4-(3-methylpiperazin-1-yl)benzonitrile [302] 4-Bromobenzonitrile (200 mg, 1.099 mmol), (R)-2-methylpiperazine (121 mg, 1.209 mmol), Pd2(dba)3 (20 mg, 0.022 mmol), BINAP (41 mg, 0.066 mmol), and sodium-tert-butoxide (211 mg, 2.199 mmol) were suspended in toluene (5 ml), and then the resulting liquid was stirred at 100oC under nitrogen stream for 5 hours. 1N aqueous HCl solution (20 ml) was added to the resulting reaction liquid, followed by extraction with MC (10 ml x 2). The aqueous layer was neutralized by addition of 5N aqueous NaOH solution, followed by extraction with 5percent MeOH/MC (20 ml x 2). The organic layer was dried over anhydrous sodium sulfate, followed by filtration and concentration, and then the residue thus obtained was subjected to MPLC (10percent MeOH/MC), to obtain 152 mg of pale yellow oil (69percent)., 75336-86-6

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

Reference：
Patent; SK Chemicals Co.,Ltd.; RYU, Je Ho; KIM, Shin Ae; RYU, Keun Ho; KIM, Jae Sun; KIM, Nam Ho; HAN, Hye Young; KIM, Yong Hyuk; YOUN, Won-No; LEE, Yoon-Jung; SON, Hyun Joo; LEE, Bong-yong; PARK, Sung Hoon; LEE, Ju Young; LEE, Hyun Jung; JUNG, Hoe Chul; SHIN, Young Ah; LEE, Jung A; LEE, Bo Ram; SA, Joon Ho; WO2011/139107; (2011); 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.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Methyl 8-cyclohexyl-1a[[[3R,5S]-3,5-dimethyl-1-piperizinylycarbonyl]-12-methoxy-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1,-a][2]benzazepine-5-carboxylate. To the 8-cyclohexyl-12-methoxy-5-(methoxycarbonyl)-1,12b-dihydrocyclopropa [d]indolo[2,1-a][2]benzazepine-1a(2H)-carboxylic acid(70 mg, 0.15 mmol) in 1.0 mL of an. DMF in a 3 dram vial equipped with a Teflon lined screw cap was added DIPEA (0.1 mL, 0.57 mmol), 2-(1H-Benzotriazole-1-yl)-1,1,3,3,-Tetramethyluronium Tetrafluoroborate (TBTU, 67 mg, 0.21 mmol) followed by 2,6-dimethyl piperizine (21 mg, 0.18 mmol). The reaction was shaken on an Innova 2000 orbital shaker at 240 rpm overnight at room temperature. The reaction solution was filtered and purified by Prep HPLC (Acetonitrile/water with TFA buffer) to yield the title compound as yellow solid (70 mg, 85percent yield). MS m/e 556 (MH+).

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

Reference：
Patent; Bristol-Myers Squibb Company; US2007/270406; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115761-79-0, 1-(2,4-Difluorophenyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3; Example 3A; 1 -f 2.4-difIuorophenyl)-4-(2-naphthv1sulfonyl)rhoiperazine; Step 3A; To a stirred solution of naphthalene-2-sulfonyl chloride (350 mg, 1.54 mmol) and l-(2,4-difluororhohenyl)piperazine (305.0 mg, 1.54 mmol) in anhydrous dichloromethane (5 mL) was added diisopropylethylamine (0.670 mL, 3.85 mmol). The mixture was stirred for 30 minutes. Reaction was complete as determined by TLC. The reaction mixture was purified via flash column chromatography to afford l-(2,4-difluorophenyl)-4-(2-naphthylsulfonyl)piperazine in 55% yield (327 mg) as white solid.IH NMR (400 MHz, DMSO-D6) delta ppm 3.00 – 3.07 (m, 4 H) 3.07 – 3.15 (m, 4 H) 6.94 – 7.02 (m, 1 H) 7.03 – 7.12 (m, 1 H) 7.12 – 7.21 (m, 1 H) 7.67 – 7.84 (m, 3 H) 8.11 (d, J=8.08 Hz, 1 H) 8.21 (d, J=8.59 Hz, 1 H) 8.25 (d, J=8.08 Hz, 1 H) 8.49 (d, J=I.77 Hz, 1 H). HRMS: calcd for C20H18F2N2O2S + H+, 389.11298; found (ESI-FTMS, [M+H]l+), 389.113. HPLC Method 1: room temperature, 6.658 min, 96.32%, HPLC Method 2: room temperature, 7.312 min, 99.29%., 115761-79-0

As the paragraph descriping shows that 115761-79-0 is playing an increasingly important role.

Reference：
Patent; WYETH; WO2007/92435; (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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,78818-15-2

Preparation 57; 4-{5-[4-(2-Methoxy-(1S)-methyl-ethoxy)-phenyl]-[1,3,4]oxadiazol-2-ylmethyl}-3- oxo-piperazine-1-carboxvlic acid benzyl ester; A solution of potassium carbonate (136mg, 2. 4mmol) suspended in tetrahydrofuran (3mL) was cooled to 0C. Tetrabutylammonium bromide (130mg, 0. 40mol), 4-benzyloxycarbonyl piperazin-2-one (568mg, 2. 43mmol), and the product of preparation 48 (572mg, 2. 02mmol), were added in tetrahydrofuran (3mL) and the mixture was allowed to warm to room temperature and stir for 18 hours. The solvent was then evaporated under reduced pressure and the residue was dissolved in ethyl acetate and washed with water and brine. The organic phase was dried over magnesium sulfate and concentrated in vacuo to give an oil. Purification by column chromatography on silica gel, eluting with pentane: diethyl ether 90: 10 to 20: 80, gave the title compound as a pale brown foam in 70% yield, (679mg). ‘H NMR (CDCI3, 400MHz) d : 1.40 (d, 3H), 3.40 (s, 3H), 3.50 (m, 1H), 3.55 (t, 2H), 3.60 (m, 1H), 3.80 (t, 2H), 4.15 (s, 2H), 4.64 (m, 1H), 4.90 (s, 2H), 5.15 (s, 2H), 7.00 (d, 2H), 7.40 (m, 5H), 7.95 (d, 2H). MS APCI+ m/z 481 [MH] +

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/82866; (2005); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics