Heterocyclic Building Blocks-piperazine

169448-87-7, (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 6-bromo-4-(bromomethyl)-2-(phenylsulfonyl)isoquinolin-1 (2H)-one (Examplei 1d, 1.75 g) in THF (20 mL) was treated with (f?)-tert-butyl ethyl(1-hydroxy-3- (methylamino)propan-2-yl)carbamate (0.98 g) and /V,Lambda/-diisopropylethylamine (0.80 mL) under nitrogen. The resulting solution was stirred at 50 C for 1 h. The reaction mixture20 was diluted with water (300 mL), and extracted with ethyl acetate (250 mL x 2). The combined organics were dried (MgSO4), filtered and evaporated. Triturated with diethyl ether / isohexane (1 :1) afforded the subtitle compound (2.30 g) as a solid. 1H NMR delta (CDCI3) 8.16 – 8.10 (m, 3H), 8.06 (s, 1H), 7.90 (s, 1H), 7.71 – 7.65 (m, 1H), 7.60 – 7.54 (m, 3H), 4.23 – 4.16 (m, 1 H), 3.84 (d, 2H), 3.59 – 3.45 (m, 2H), 3.21 – 3.02 (m, 2H),2S 2.89 – 2.79 (m, 1 H), 2.33 – 2.09 (m, 3H), 1.51 (s, 9H)

169448-87-7, 169448-87-7 (R)-tert-Butyl 2-(hydroxymethyl)piperazine-1-carboxylate 24820219, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; BROUGH, Stephen, John; LUKER, Timothy, Jon; ROBERTS, Bryan, Glyn; ST-GALLAY, Stephen, Anthony; WO2010/39079; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

252990-05-9, Methyl (R)-1-Boc-piperazine-2-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-tert-butyl 2-methyl (2R) -piperazine-1, 2-dicarboxylate (500 mg)1-Bromo-4-chlorobenzene (383 mg), palladium (II) acetate(15 mg), BINAP (75 mg),And sodium tert-butoxide (442 mg) were added toluene in a nitrogen stream, and the mixture was stirred at 80 C. for 18 hours.The reaction solution was cooled to room temperature, filtered through celite with ethyl acetate,The solvent was evaporated under reduced pressure to obtain a residue,Silica gel column chromatography (hexane-ethyl acetate)Made,1-tert-butyl 2-methyl (2R) -4- (4-chlorophenyl)Piperazine-1, 2-dicarboxylate240 mg (yield 34%) was obtained, 252990-05-9

252990-05-9 Methyl (R)-1-Boc-piperazine-2-carboxylate 7009916, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; NATIONAL CENTER FOR GERIATRICS AND GERONTOLOGY; YANAGISAWA, KATSUHIKO; KAWAI, AKIYOSHI; (139 pag.)JP2017/171619; (2017); A;,
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21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Palladium (II) acetate (941 mg, 4.2 mmol) and rac-2,2′-bis(diphenylphosphino)-1,1′-binapthyl (3.93 g, 6 mmol) were heated to 50°C in dioxane (200 ml) for 30 minutes. Cesium carbonate (20.48 g, 63 mmol), 4-bromo-2-nitroanisole (9.75 g, 42 mmol) and cis-2,6-dimethylpiperazine (14.39 g, 126 mmol) were added and the mixture heated at reflux for 18 hours. The solids were filtered through celite and washed with ethyl acetate. The residue was concentrated and dissolved in ethyl acetate and extracted with 2N hydrochloric acid (x5). The combined extracts were washed in ethyl acetate (x3), basified with 0.880 ammonia and extracted with dichloromethane (x5). The combined organic extracts were concentrated, redissolved in ethyl acetate and washed with water (x3), saturated brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by column chromatography (Biotage Horizon, dichloromethane to 1:9 2M ammonia in methanol:dichloromethane) to afford the titleproduct (D3). MS (ES+) m/e 266 [M+H]+., 21655-48-1

The synthetic route of 21655-48-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2006/10629; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

138775-02-7, (R)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(2i?)-4-[(Benzyloxy)carbonyl]-l-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (1.4 g, 3.9 mmol) was dissolved in dimethoxyethane (10 mL) and to the cooled resultant solution was added N-methylmorpholine (0.4 g, 3.9 mmol) followed by isobutyl chloroformate (0.54 g, 3.9 mmol) by means of drops. The mixture was stirred at 0C for 20 min and then the mixture was filtered. The filtrate was transferred to a 500 mL flask and then cooled again. Sodium borohydride (0.22 g, 5.9 mmol) dissolved in water (5 mL) was added and the external cooling bath was removed. The reaction mixture was stirred until the temperature of it had reached RT whereupon water (120 mL) was added. The mixture was extracted trice with ethyl acetate and the combined organic solutions were dried and then evaporated. The product was purified by column chromatography on silica gel (ethyl acetate – heptane 10% to 70%). There was obtained 1.2 g (84%) of 4-benzyl 1-tert-butyl (2i?)-2-(hydroxymethyl)piperazine-l,4-dicarboxylate as a colorless oil. 1HNMR (500 MHz, CDCl3): 1.4 (s, 9H), 2.7-3.2 (b, 4H), 3.5 (b, 2H), 3.8-4.2 (m, 4H), 5.1 (m, 2H)5 7.2- 7.4 (m, 5H); LCMS: m/z 349 (M-I)

138775-02-7, 138775-02-7 (R)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid 7010654, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; WO2007/37743; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20 mmol of 4,6-dichloro-2-methylpyrimidine, 40mmol K3PO4 was dissolved in 100mL N,N-dimethylacetamide, stirring,0.3 mmol of 1-butyl-3-methylimidazolium glycinate and 22 mmol of N-hydroxyethylpiperazine were added in this order, and the mixture was reacted at 80 C for 2 h, and then cooled to room temperature. Add 22 mmol of 2-amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide, The reaction was continued at 80 C for 3 h. After the reaction was completed, it was cooled to room temperature and poured into ice water. It was extracted with ethyl acetate three times (3×50 mL), and the ethyl acetate phase was combined. The organic layer was washed with anhydrous Na2SO4 to give a crude product. The crude product was added to 100 mL of an 80% aqueous ethanol solution, and 2 g of activated carbon was added thereto with stirring. After refluxing for 30 min, it was filtered while hot, and the filtrate was recrystallized overnight and filtered. The filter cake was washed with ice-cold 80% aqueous ethanol and dried. That is, 8.72 g of a white solid was obtained, the yield was 89.31%, and the purity was 99.94%., 103-76-4

The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Li Mingjie; Li Chenglong; Li Cheng; (12 pag.)CN109678853; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55276-43-2,55276-43-2, 1-Methanesulfonylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-Epichlorohydrin (48.0 mL, 0.612 mol) was added to a stirred solution of piperazine N-methylsulfonamide (87.3 g, 0.532 mol) in ethanol (1.33 L) at room temperature. The reaction mixture was stirred for 18 h and the white solid precipitate which formed was collected by filtration and washed with ethanol to provide the title intermediate (107.7 g) as a white solid which was used without further purification. (m/z): [M+H]+ calcd for C8H17ClN2O3S, 257.07; found, 257.2. 1H-NMR (DMSO): delta(ppm) 5.09 (d, 1H), 3.84 (m, 1H), 3.65 (dd, 1H), 3.55 (dd, 1H), 3.09 (m, 4H), 2.37 (dd, 1H), 2.86 (s, 3H), 2.50-2.58 (m, 4H), 2.45 (dd, 1H).

55276-43-2 1-Methanesulfonylpiperazine 709161, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Theravance, Inc.; US2006/276482; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129799-08-2, 1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 1-tert-butyl 3-methyl piperazine-1, 3-dicarboxylate (1.0 g, 4.1 mmol) , nickel chloride (640 mg, 4.9 mmol) and anhydrous ethanol (10 mL) was added sodium borohydride (380 mg, 10.0 mmol) at 0 . The mixture was stirred for 4 h and quenched with ice-water (5 mL) . The mixture was adjusted with concentrated hydrochloric acid to pH 1. After the mixture was clear, a NaOH aqueous solution (1.0 M) was added to adjust pH 10. The resulting mixture was extracted with EtOAc (10 mL × 3) . The combined organic layers were dried over anhydrous Na2SO4 and concentrated to give tert-butyl 3- (hydroxymethyl) piperazine-1-carboxylate as a reseda solid (890 mg, 83) .1H NMR (400 MHz, CD3OD) : delta ppm 3.99-4.02 (m, 1H) , 3.90-3.93 (m, 1H) , 3.48-3.54 (m, 2H) , 2.96-3.00 (m, 1H) , 2.83-2.93 (m, 1H) , 2.66-2.72 (m, 2H) , 2.56-2.66 (m, 1H) , 1.48 (m, 9H) and MS-ESI: m/z 217.10 [M+H] +., 129799-08-2

As the paragraph descriping shows that 129799-08-2 is playing an increasingly important role.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

118753-66-5, tert-Butyl 4-aminopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a well-stirred solution of intermediate 5a (2.0 g,5.29 mmol) in ethanol (10 mL) was added 1-amino-4-methylpiperazine 9a (0.61 g, 5.29 mmol) and a drop of acetic acid,and the mixturewas stirred at 78 C for 2 h. The mixturewas cooledto room temperature and the resulting solid was collected byfiltration and purified by column chromatography to give the targetcompounds 6a-1 as a yellow solid in 75% yield. M.p: 228-230 C;, 118753-66-5

The synthetic route of 118753-66-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Wu, Yachuang; Ding, Xiudong; Yang, Yifeng; Li, Yingxiu; Qi, Yinliang; Hu, Feng; Qin, Mingze; Liu, Yajing; Sun, Lu; Zhao, Yanfang; European Journal of Medicinal Chemistry; vol. 185; (2020);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

75336-86-6,75336-86-6, (R)-2-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Part A Synthesis of (R)-1-(3-Chloro-pyridin-2-yl)-3-methyl-piperazine: Dissolve 2,3-dichloropyridine (8.5 g, 0.057 moles) and (R)-(-)-2-methylpiperazine (5.75 g, 0.057 moles) in N,N-dimethylacetamide (125.0 mL) under nitrogen atmosphere. Add anhydrous powdered K2CO3 (23.75 g, 0.172 moles) to this mixture and stir at 135-140° C. for 48 h. New spot noticed in TLC (5percent MeOH / CHCl3 / 1percent NEt3) along with absence of starting materials. Cool the reaction mixture to room temperature, dilute with water (400 mL), extract with EtOAc (3*200 mL) and wash the combined organic extract with brine (2*150 mL). Dry over MgSO4, concentrate under vacuum to afford crude product (20.0 g) as orange yellow liquid. Distil the crude under high vacuum to afford pyridylpiperazine derivative as yellow viscous oil (10 g, bp 112-115° C. /0.1 torr). NMR (CDCl3): delta.. 1.1-1.12 (d, 3H, J=1.6 Hz), 2.50-2.53 (t, 1H), 2.83-2.87 (m, 1H), 3.06-3.08 (m, 3H), 3.67-3.75 (m, 2H), 6.80-6.82(dd, 1H), 7.56-7.58 (dd, 1H), 8.17-8.18 (dd, 1H).

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

Reference：
Patent; Bakthavatchalam, Rajagopal; Hutchison, Alan; DeSimone, Robert W.; Hodgetts, Kevin J.; Krause, James E.; White, Geoffrey G.; US2002/132853; (2002); 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 30; 7-(2-(4-(2,4-Difluorophenyl)piperazin-1-yl)ethyl)-2-(furan-2-yl)-7H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, Method E; A. 4-Chloro-7-(2-(4-(2,4-difluorophenyl)piperazin-1-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine; To a solution of the title A compound in Example 29, 7-(2-bromoethyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine (225 mg, 0.817 mmol) and 1-(2,4-difluorophenyl)piperazine (193 mg, 0.976 mmol) in 1 mL of dry acetone is added potassium carbonate (322 mg, 2.44 mmol). The mixture is heated at 50 C. for 24 h, cooled to RT, concentrated in vacuo, and the residue taken up in water. The aqueous mixture is repeatedly extracted with EtOAc, and the combined organic extracts are dried (Na2SO4), filtered and evaporated to dryness. The residue is purified by column chromatography on silica gel, eluting with 2% MeOH in DCM to afford 4-chloro-7-(2-(4-(2,4-difluorophenyl)piperazin-1-yl)ethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine as a yellow solid: 1H NMR (CDCl3) delta 2.68 (m, 4H), 2.77 (t, 2H, J=8.0 Hz), 3.01 (m, 4H), 4.19 (t, 2H, J=8.0 Hz), 4.88 (br s, 2H), 6.36 (d, 1H, J=4.0 Hz), 6.77-6.87 (m, 3H), 6.96 (d, 1H, J=4.0 Hz).

115761-79-0, 115761-79-0 1-(2,4-Difluorophenyl)piperazine 2734637, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Moorman, Allan R.; US2008/242672; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics