Tag: M.W:200-300

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

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.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

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

55121-99-8, (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example B3Preparation, of .compound 3; Reaction under Ar flow. Dry DMSO (1.5 ml) was added to a mixture of intermediate 5 (0.000428 mol), l-(4-aminobenzoyl)-4-methyl- piperazine (0.000642 mol) and cesium carbonate (0.000642 mol). The reaction mixture was stirred for 3 hours at 100C. This mixture was extracted with a mixture of EtOAc/NaHCO3/H2O/NaCl. The extract’s solvent was evaporated. The residue (0.145 g) was purified by column chromatography over silica gel (eluent: DCM/MeOH gradient). The product fractions were collected and the solvent was evaporated, yielding 0.094 g of compound 3., 55121-99-8

55121-99-8 (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone 231408, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/74985; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

106261-48-7, 4-((4-Methylpiperazin-1-yl)methyl)benzoic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00130] To a solution of 5-(3-amino-phenylamino)-l,3-dihydro-indol-2-one (20 mg, 0.083 mmol) in DMF (2ml) is added 4-(4-methyl-piperazin-l-ylmethyl)-benzoic acid (31 mg, 0.1 mmol), N,N-diisopropylethylamin (54 mg, 0.42 mmol), EDCI (32 mg, 0.17 mmol) and HOBt (11 mg, 0.083 mmol). The reaction is stirred for 12 hours and EPO concentrated. The residue is purified by HPLC to afford the desired compound: LC-MS: 456.2 (MH+).

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

Reference：
Patent; IRM LLC; WO2006/52936; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

159532-59-9, (S)-1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step C (S)-1-(tert-Butyloxycarbonyl)-4-(dipentylcarbamoyl)piperazine-2-carboxylic acid A partial solution of 1.32 g (5.74 mmole) of (S)-1-(tert-butyloxycarbonyl)piperazine-2-carboxylic acid in 25 ml of dried DMF was treated dropwise over 5 min with 1.48 g (11.47 mmole of diisopropylethyl amine at 25 under nitrogen with stirring. The clear solution which resulted was treated dropwise over 15 min with a solution of 1.26 g (5.74 mmole) of dipentylcarbamoyl chloride in 5 ml of DMF and the mixture was stirred under nitrogen at 25 for 16 hr. The solution was concentrated in vacuo and the residue was dissolved in 100 ml of dichloromethane which was extracted with 2*100 ml of 0.5M citric acid and 2*25 ml of water. Without drying, the solution was concentrated in vacuo to 1.85g (78%) of medium yellow oil which was homogeneous by the (silica gel, 1:1:1:1 ethylacetate: n-butanol: acetic acid: water, Rf =0.50). Mass Spectrum (FAB): m/e 414 (M+1), 358 (loss of butyl) 1 H NMR (CDCl3, 400 MHz, ppm): delta0.86 (t, 6H), 1.20 (m, 4H), 1.27 (m, 4H), 2.46 (m, 13H), 2.82 (m, 1H), 3.10 (m, 4H), 3.16 (m, 2H), 3.42 (d of d, 1H), 3.84 (d of d, 1H), 4.04 (d, 1H), 4.61-4.77 (d, 1H).

159532-59-9, As the paragraph descriping shows that 159532-59-9 is playing an increasingly important role.

Reference：
Patent; Merck & Co., Inc.; US5348955; (1994); 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.170911-92-9,tert-Butyl 4-(4-aminophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,170911-92-9

A solution of 2-chloro-6-(2-chlorophenyl)-5H-pyrano[2,3-d]pyrimidin-5-one (42 mg, 0.14 mmol), tert-butyl 4-(4-aminophenyl)piperazine-1-carboxylate (40 mg,0.14 mmol) and DIPEA (50 1JL, 0.29 mmol) in anhydrous DMF (1 mL) was heated to 100 C under a nitrogen atmosphere for 60 mm. The reaction mixture was allowed to cool to RT, diluted with water (5 mL) and extracted into ethyl acetate (3 x 5 mL) . The combined organic phases werewashed with 1:1 water/brine (3 x 5 mL), dried over Na2504, filtered, and concentrated to dryness under reduced pressure. The residue was purified by flash chromatography (10-100%, MeOH in DCM) to give the title compound (50 mg, 65%) as a brown solid. ?H NMR (500 MHz,CDC13) : 6 9.24 (s, 1H), 7.94 (br s, 1H), 7.80 (s, 1H),7.54 (br d, 2H), 7.49 (dd, 1H), 7.30-7.38 (m, 3H), 6.96(d, 2H), 3.59 (t, 4H), 3.13 (t, 4H), 1.49 (s, 9H) . LCMS(Method A) : = 1.52 mi m/z = 534, 536 [M+H].

As the paragraph descriping shows that 170911-92-9 is playing an increasingly important role.

Reference：
Patent; ALMAC DISCOVERY LIMITED; ROUNTREE, James Samuel Shane; O’DOWD, Colin Roderick; BURKAMP, Frank; BELL, Mark Peter; WO2015/19037; (2015); 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 2-methyl-4-(3-nitrophenyl)piperazine-1-carboxylate A mixture of K2CO3 (8.8 g, 63.8 mmol), 1-fluoro-3-nitrobenzene (3 g, 21.3 mmol), and (S)-tert-butyl-2-methylpiperazine-1-carboxylate (4.26 g, 21.3 mmol) in DMSO (80 mL) was stirred at 130 C. for 16 hrs. The mixture was then filtered and the filtrate was washed with water, extracted with EtOAc, and purified by chromatography (silica, EtOAc/PE=1/10) to afford (S)-tert-butyl-2-methyl-4-(3-nitrophenyl)piperazine-1-carboxylate (1.98 g, 6.18 mmol, 29%). ESI-MS (EI+, m/z): 222.2 [M-99]+., 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78551-60-7,tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

The product of part a) (420 mg) was stirred in TFA (10 ml) for 30 min, then 0 concentrated in vacuo to give the sub-title compound as an oil (415 mg). EPO MS: ESI (+ve): 191 (M+H), 78551-60-7

78551-60-7 tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate 10891590, 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