Month: April 2021

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

Step 1 : /er/-Butyl 4-(2-(dinonylamino)ethyl)piperazine-l-carboxylate Chemical Formula: C29H59N3O2 (3037) Molecular Weight: 481.81 [00831] A mixture of 1-bromononane (1.81 g, 8.72 mmol), 4-(2-aminoethyl)-l-boc- piperazine (2.0 g, 8.72 mmol), K2C03 (2.4 g, 17.4 mmol), KI (145 mg, 0.872 mmol) in 44 mL MeCN was allowed to stir at 65 ¡ãC for 16 hours. The reaction mixture was cooled to room temperature, filtered, and the solids were washed with hexanes. The filtrate was extracted with hexanes, and the combined extracts were concentrated in vacuo. Purification by ISCO silica flash chromatography (0-20percent MeOH/DCM) provided tot-butyl 4-(2- (dinonylamino)ethyl)piperazine-l-carboxylate (924 mg, 1.92 mmol, 44percent). (3038) UPLC/ELSD: RT = 1.99 min. MS (ES): m/z (MH+) 482.36 for C29H59N3O2 (3039) lH NMR (400 MHz, CDC13) delta: ppm 3.45 (br. m, 4H); 3.10 (br. m, 2H); 2.59 (br. m, 2H); 2.44 (br. m, 8H); 1.60-1.00 (br. m, 37H); 0.91 (t, 6H)., 192130-34-0

192130-34-0 tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate 1514400, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; MODERNATX, INC.; BENENATO, Kerry E.; BUTCHER, William; (437 pag.)WO2017/112865; (2017); 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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

75336-86-6, To a 0 0C solution of (R)-2- methylpiperazine (5.0 g, 50 mmol, 1.0 equiv) in dry DCM (200 mL) was added triethylamine (21 mL, 150 mmol, 3 equiv) by syringe. A solution of BOC2O (10.4 g, 47.4 mmol, 0.95 equiv) was then added as a solution in dry DCM (100 mL) over the course of an hour. After stirring for an addition 15 min at 0 “C, the reaction mixture was stirred at room temperature for 30 min. The reaction mixture was then washed with aq. satd. NaHCO3 and brine. The resulting DCM solution was dried over sodium sulfate, filtered, and concentrated in vacuo, and used in the next step without further purification. The residue was dissolved in dry DCM (50 mL), and Et3N (21 mL, 150 mmol, 3 equiv) was added by syringe. To this room temperature solution was added CbzCI (8.4 mL, (>0 mmol, 1.2 equiv) dropwise by syringe. After stirring at room temperature for 30 minutes, the mixture was quenched by the addition of aq. satd. NaHCC<3. The solution was washed an additional time with aq. satd. NaHCO3, twice with aq. 1 N KHSO4, and twice with brine. The DCM layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting residue was dissolved in MeOH (100 mL), and HCl (4 N in dioxane, 150 mL, 600 mmol, 12 equiv) was added dropwise by syringe. After 2 h, the reaction mixture was concentrated in vacuo. To the resulting solid was added EtOAc and 1 N NaOH. The aqueous layer was extracted twice with EtOAc, and the organic layers were combined and washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to provide (/?)-benzyl 2-methylpiperazine-l-carboxylate (5.3 g, 45%). 75336-86-6 (R)-2-Methylpiperazine 7330434, apiperazines compound, is more and more widely used in various fields. Reference£º
Patent; CYTOKINETICS, INC.; WO2007/70683; (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.78551-60-7,tert-Butyl 4-benzyl-3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

78551-60-7, To a solution of oxalyl chloride (762 mg, 6.00 mmol) in CH2CI2 (10 ml) in a dryice-acetone bath was added DMSO (938 mg, 12.0 mmol). After 5 min, a solution ofthe product of Step 4 (2.03 g, 5.01 mmol) in CH2CI2 (20 ml) was added and themixture was stirred for 1 h. Triethylamine (2.42 g, 23.9 mmol) was added and after 2min the cooling bath was removed. The mixture was stirred for 30 min and dilutedwith water (50 ml). CH2CI2 (100 ml) was added and the aqueous layer was extractedwith CH2CI2 (2×100 ml). The combined organic layer was washed with brine, dried(MgSO4), and concentrated to give the aldehyde, which was not further purified.To a solution of diisopropylamine (667 mg, 6.59 mmol) in THF (5 ml) in a dryice-acetone bath was added 1.6 M butyllithium in hexanes (4.13 ml, 6.61 mmol).After 5 min the mixture was put in an ice-water bath and stirred for 20 min. Thesolution was cooled in the dry ice-acetone bath again and a solution of the product of Preparative Example 1, Step 5 (1.74 g, 5.99 mmol) in THF (20 ml) was added. Themixture was stirred for 1 h. A solution of the above aldehyde in THF (30 ml) wasadded and the mixture was allowed to warm up to RT slowly and stirred for 16 h. Thereaction was quenched with saturated NH4CI (20 ml) and extracted with ether (3x100ml). The combined organic layer was washed with 5% citric acid, saturated NaHCO3,and brine, dried (Na2SO4), concentrated, and purified by column chromatography(gradient EtOAc/Hexanes 0-40%) to give the product (1.20 g, 35%). MS m/e 694

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

Reference£º
Patent; SCHERING CORPORATION; WO2006/14762; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109-07-9, 2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 24A 3-methyl-1-pyridin-2-ylpiperazine hydrobromide 2-Methylpiperazine (1.0 g, 0.01 mol, racemic mixture) and 2-bromopyridine (10 mL, 0.1 mol) were combined and heated at 120 C. for 16 hours. The reaction mixture was cooled to 23 C. and partitioned between ethyl acetate and water. The layers were separated, and the water layer was concentrated under reduced pressure. The residue was triturated with ethyl acetate, dichloromethane, and methanol to afford 460 mg (26% yield) of the title compound as an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta1.27 (d, J=6.6 Hz, 3H), 2.90 (dd, J=10.5, 14.1 Hz, 1H), 3.10 (m, 2H), 3.40 (m, 2H), 4.32 (m, 2H), 6.77 (dd, J=4.8, 6.9 Hz, 1H), 6.98 (d, J=8.1 Hz, 1H), 7.64 (m, 1H), 8.15 (m, 1H), 8.63 (bs, 1H), 8.92 (bs, 1H); MS (APCI) m/e 178 (M+H)+.

109-07-9, 109-07-9 2-Methylpiperazine 66057, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Cowart, Marlon D.; Bhatia, Pramila A.; Daanen, Jerome F.; Stewart, Andrew O.; Patel, Meena V.; Kolasa, Teodozyj; Brioni, Jorge D.; Rohde, Jeffrey; US2002/169167; (2002); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

5-(oxiran-2-yl)-2-benzofuran-1(3H)-one (1.5 g, 8.5 mmol) and commercially available (S)-4-N-BOC-2-hydroxymethyl piperazine (2.394 g, 11.07 mmol) were combined in ethanol (10 mL) in a microwave tube. The mixturewas degassed then heated for 60 min at 150 C. LC-MS showed the product peak. The reaction was worked up byadding ethyl acetate and washing once with brine. The organic layer was separated, dried, and concentrated todryness. The crude product was purified by MPLC using an 80g Redi-sep column and eluted with 50%-100% EtOAc/hexane yielding the title compound., 314741-40-7

314741-40-7 (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820294, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
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.74879-18-8,(S)-(+)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 68 (3S)-1-{[6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]methyl}-3-methylpiperazine To a solution of 6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine-3-carbaldehyde (250 mg) in tetrahydrofuran (10 mL) was added (2S)-2-methylpiperazine (270 mg), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added sodium triacetoxyborohydride (230 mg), and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and saturated brine, dried (MgSO4) and concentrated. The residue was subjected to preparative HPLC to give the title compound (111 mg, yield 38%) as a colorless amorphous solid. MS:549(MH+). 1H NMR (300 MHz, CDCl3) 50.98 – 1.03 (2 H, m), 1.05 (3 H, d, J=6.2 Hz), 1.29 – 1.49 (5 H, m), 1.52 – 1.70 (3 H, m), 1.82 – 1.97 (2 H, m), 2.05 – 2.15 (2 H, m), 2.36 – 2.49 (1 H, m), 2.66 – 2.79 (2 H, m), 2.81 – 3.05 (3 H, m), 3.19 – 3.36 (2 H, m), 3.40 – 3.50 (2 H, m), 3.84 – 4.00 (2 H, m), 4.12 – 4.23 (1 H, m), 6.15 (1 H, t, J=3.0 Hz), 6.63 (1 H, dd, J=2.4, 3.5 Hz), 7.40 (2 H, d, J=8.3 Hz), 7.44 – 7.50 (1 H, m), 7.52 – 7.63 (1 H, m), 7.75 – 7.88 (2 H, m), 8.29 (1 H, d, J=1.5 Hz), 9.22 (1 H, brs)., 74879-18-8

As the paragraph descriping shows that 74879-18-8 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

122323-88-0, Methyl piperazine-2-carboxylate dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 16 A solution of di-tert-butyl dicarbonate (5.0 g) in dichloromethane (30 ml) is added dropwise, taking one hour at 0 C. while stirring, to a mixture of methyl piperazine-2-carboxylate dihydrochloride (5.0 g), triethylamine (7 g) and dichloromethane (70 ml). The reaction mixture is poured into ice-water and extracted with dichloromethane. The organic layer is washed with water and dried, then the solvent is distilled off under reduced pressure. The residue is purified by means of a silica gel column chromatography (eluent, dichloromethane:acetone:ethanol =5:5:1) to afford methyl 4-tert-butoxycarbonylpiperazine-2-carboxylate as a colorless oily product (4.9 g)., 122323-88-0

As the paragraph descriping shows that 122323-88-0 is playing an increasingly important role.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US4997836; (1991); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

196811-66-2, tert-Butyl 4-carbamothioylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of tert-butyl 4-carbamothioyl pi perazi ne-I -carboxyl ate (synthesized according to Example 5, Step 1, 1.31 g, 5.36 mmol) in isopropanol (15 mL), tert-butyl 3- bromo-2,4-dioxopiperidine-I-carboxylate obtained in the first step (1.3 g, 4.46 mmol) was added at rt. The reaction mixture was stirred overnight at 90 C. It was cooled down to rt and evaporated under reduced pressure. Water (10 mL) was added and the desiredproduct was extracted with diethyl ether (2 x 30 mL), dried over Na2504 and concentrated, affording the title product. Yield: 74% (1.42 g, yellow solid). LCMS: (Method A) 239.0 (MBoc+H), Rt. 0.70 mm, 48.39% (Max)., 196811-66-2

196811-66-2 tert-Butyl 4-carbamothioylpiperazine-1-carboxylate 12093220, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); 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,55121-99-8

mCPBA (<77% pure) (77 mg, assumed 0.342 mmol) in DCM (0.5 mL) was added to a stirred solution of 6- (2,6- dichlorophenyl ) -2 - (methylthio) pyrido [4 , 3 -d] pyrimidin-5 ( 6H) one (100 mg, 0.296 mmol) in toluene (3.0 mL) at RT under nitrogen. After 30 min, DIPEA (0.155 mL, 0.887 mmol) and (4 -aminophenyl ) (4 -methylpiperazin- 1 -yl ) methanone (64.8 mg, 0.296 mmol) [commercially available] were added,successively and the temperature was increased to 60 C. After 16 h, the reaction mixture was cooled and loaded directly onto a KP-NH column and purified by flash chromatography (0-100%, EtOAc in cyclohexane) . The resultant material required re-purification by flash chromatography on a KP-Sil column (0-10%, MeOH in EtOAc) . The resultant material required re-purification by preparative HPLC . The pure fractions were concentrated and the resultant material was freeze-dried to give the title compound (10.2 mg, 7%) as a white solid. LCMS (Method A): RT = 0.79 min, m/z = 509, 511 [M+H]+. 1U NMR (500 MHz, methanol -d4 ) : delta 9.28 (s, 1H) , 7.98 (d, 2H) , 7.66-7.62 (m, 2H) , 7.56-7.51 (m, 2H) , 7.48-7.43 (m, 2H) , 6.69 (d, 1H) , 3.68 (br s, 4H) , 2.49 (br s, 4H) , 2.34 (s, 3H) . 55121-99-8 (4-Aminophenyl)(4-methylpiperazin-1-yl)methanone 231408, apiperazines compound, is more and more widely used in various fields. Reference£º
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin Roderick; ROUNTREE, James Samuel Shane; BURKAMP, Frank; WILKINSON, Andrew John; WO2014/167347; (2014); 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.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.,120737-59-9

Step 1 – Synthesis of 3-methyl-4-(2-nitro-phenyl)-piperazine-carboxylic acid tert- butyl ester 1 -Bromo-2-nitrobenzene (2.00 mmol, 404 mg), Pd(OAc)2 (0.100 mmol, 22.5 mg), Palucki-Phos (0.120 mmol, 45.8 mg) and Cs2CO3 (3 mmol, 1 g) were loaded into a Schlenk tube containing a stir bar. The tube was capped with a rubber septum, evacuated and refilled with nitrogen. 3-Methyl-piperazine-1 -carboxylic acid te/f-butyl ester (0.48 ml_, 2.5 mmol) and toluene (3 ml_) were added to the reaction through the septum via syringe and the tube was sealed with a Teflon screw cap under a flow of nitrogen, and put into an oil bath at 100 0C. The reaction was allowed to stir at this temperature for about 15 hours and was then was cooled to room temperature and filtered through celite. The filtrate was concentrated in vacuo and the resulting residue was purified using flash column chromatography on silica gel (eluent: Hexane/EtOAc (5:1) to provide 3-methyl-4-(2-nitro-phenyl)-piperazine- carboxylic acid tert-butyl ester.

As the paragraph descriping shows that 120737-59-9 is playing an increasingly important role.

Reference£º
Patent; SCHERING CORPORATION; WO2008/54702; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics