Tag: M.W:200-300

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.

169447-70-5, Step 1: (S)-tert-butyl 4-(4-fluorophenyl)-2-methylpiperazine-1-carboxylate A solution of (S)-tert-butyl 2-methylpiperazine-1-carboxylate (1.2 g, 6 mmol), 1-bromo-4-fluorobenzene (1.26 g, 7.2 mmol), t-BuONa (865 mg, 9 mmol), BINAP (150 mg, 0.24 mmol), Pd2 (dba)3 (110 mg, 0.12 mmol) in dry toluene (40 mL) was stirred under N2 at 80 C. for 16 hrs. The reaction mixture was concentrated and the residue was purified by chromatography (silica, EtOAc/PE=1/10) to afford (S)-tert-butyl-4-(4-fluorophenyl)-2-methylpiperazine-1-carboxylate (1.5 g, 5.1 mmol, 85%) as a yellow oil. ESI-MS (EI+, m/z): 295.1 [M+H]+.

As the paragraph descriping shows that 169447-70-5 is playing an increasingly important role.

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.278788-66-2,(R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Imidazole (30.2 g, 444 mmol) was taken up in 240 mL of DCM and chilled to 0 C. Thionyl chloride (9.76 mL, 134 mmol) was added slowly to the mixture. After 5 min, the mixture was warmed to room temperature and stirred for 1 h. The mixture was then cooled to -78 C. t-Butyl (3R)-3- (hydroxymethyl)-l-piperazinecarboxylate (10.33 g, 47.8 mmol, Tetrahedron, 2007, 63, 3057-3065) was added dropwise in 240 mL of DCM via addition funnel. The mixture was then warmed to room temperature and stirred for 18 h. The mixture was quenched with 200 mL of aq. NH4C1 and diluted with 200 mL of water. The mixture was partitioned and the aqueous portion was extracted with 200 mL of DCM. The combined organic extracts were dried over MgS04. Filtration and concentration under reduced pressure afforded tert-butyl (3ai?)tetrahydro[l,2,3]oxathiazolo[3,4-a]pyrazine-5(3H)-carboxylate 1-oxide (12.23 g) as a white solid.

278788-66-2, 278788-66-2 (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate 24820286, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; AMGEN INC.; ASHTON, Kate; BOURBEAU, Matthew, Paul; HONG, Fang-Tsao; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; POON, Steve, F.; STEC, Markian, M.; ST. JEAN, David, J., JR; TAMAYO, Nuria, A.; YANG, Kevin, C.; WO2013/123444; (2013); 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

In 35 mL of N,N-dimethylformamide were dissolved benzyl 1-piperazinecarboxylate (5.00 g, 22.7 mmol) and cyclopropanecarboxylic acid (2.54 g, 29.5 mmol), and 1-ethyl-3-(3-(N,N-dimethylamino)propyl)-carbodiimide hydrochloride (6.53 g, 34.1 mmol), 1-hydroxybenzotriazole (4.52 g, 29.5 mmol) and triethylamine (3.60 g, 35.9 mmol) were added thereto at room temperature, followed by stirring at the same temperature for three hours. The reaction mixture was mixed with water, and extracted twice with ethyl acetate. The organic layer was sequentially washed with water twice, with a saturated aqueous solution of sodium bicarbonate once and with brine once, and then dried over anhydrous sodium sulfate. The organic layer was passed through a silica gel column (Fuji Silysia, NH Silica gel) and evaporated to give the title compound (6.10 g, 93.1percent) as a white amorphous.1H-NMR Spectrum (CDCl3,400MHz) delta(ppm): 0.75-0.83(2H,m), 0.95-1.03(2H,m),1.65-1.75(1H,m),3.40-3.80(8H,m),5.16(2H,s), 7.30-7.40(5H,m)., 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference：
Patent; MERCIAN CORPORATION; Eisai Co., Ltd.; EP1508570; (2005); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78818-15-2, Benzyl 3-oxopiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78818-15-2, Step C Preparation (+-)-4-Benzyloxycarbonyl-1-[1-(3-(benzyloxy)phenyl)-3-buten-1-yl]-2-piperazinone Sodium hydride (1.20 g, 30.0 mmol, 60% mineral oil dispersion) was triturated with hexane. The flask was charged with 15 mL of dimethylformamide and cooled to 0 C. 4-Benzyloxycarbonyl-2-piperazinone was added (4.55 g, 19.4 mmol), and the reaction was stirred for 15 minutes at 0 C. A solution of the product from Step B (4.83 g, 14.5 mmol) in 15 mL of dimethylformamide was added slowly, and the reaction was allowed to warm to room temperature. After 3 days, the solution was concentrated in vacuo, and partitioned between EtOAc and saturated NaHCO3 solution. The aqueous phase was extracted with EtOAc, and the combined organics were washed with saturated NaHCO3 soln and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The resulting product was purified by silica gel chromatography (10% EtOAc/hexane, then 5% MeOH/CH2Cl2) to provide the titled product as a yellow oil.

The synthetic route of 78818-15-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck & Co., Inc.; US6562823; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

278788-66-2, (R)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step D: tert-butyl (3R)-4-[2-(3-cyano-4-fluorophenyl)-2-oxoethyl]-3-(hydrox)’Ilethyl)piperazine-1-carboxylate; To a solution of5-(bromoacetyl)-2-fluorobenzonitrile (13.1 g, 0.054 mol) inDMF (160 mL) was added tert-butyl (3R)-3-(hydroxymethyl)piperazine-1-carboxylate (13.1 g,0.065 mol) and K2C03 (11.77 g, 0.075mol), and the mixture was stirred at RTfor 3 h. Themixture was washed with water, and extracted with EtOAc. The organic layer was washed withbrine, dried over Na2S04 and concentrated in vacuum to give the title compound which was used for the next step without further purification., 278788-66-2

As the paragraph descriping shows that 278788-66-2 is playing an increasingly important role.

Reference：
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; WO2013/28474; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-40-7, (S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a flask was added benzyl 5-bromoisoindoline-2-carboxylate (compound 3a, 200 mg, 602 pmol), ZerZ-butyl (3.S’)-3-(hydroxymethyl)piperazine- 1 -carboxylate (CAS: 314741-40-7, Vendor: PharmaBlock, 195 mg, 903 pmol), sodium ZerZ-butoxide (116 mg, 1.20 mmol) and 1,4- dioxane (4 mL), the suspension was bubbled with N2 for 5 mins and Z-BuXPhos Pd G3 (48 mg, 60 pmol) was added. The mixture was heated at 90 C under microwave for 2 hrs. After being cooled down, the mixture was diluted with EA (10 mL) and filtered through celite. The filtrate was concentrated to give a brown oil which was purified by flash column (MeOH/DCM = 0 to 10%) to give compound 3b (183 mg) as a light yellow oil. MS: calc?d 468 (MH+), measured 468 (MH+).

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：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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) A mixture of (R)-6-bromo- l-(l-(2,4-dichlorophenyl)ethyl)- lH-indazole (prepared from Example 17 step c, 0.37 g, 1.0 mmol), (i?)-i-butyl 2- (bydroxymeihy])piperidirie~1 -carboxylase (0.22 g, 1.0 mmol), BetaGammaNuAlphaRho (0.093 g, 0.15 mmol), and CS2CO3 (0.65 g, 2.0 mmol) in toluene (1 mL) was purged with nitrogen for 5 min. Addition of Pd2(dba)3 (0.092 g, 0.10 mmol) was followed, and the mixture was purged with nitrogen for 1 min. The reaction was then heated at 100 C for 18 h. After cooling to room temperature, the mixture was filtered and washed with EtOAc (50 mL). The filtrate was concentrated in vacuo. The resulting crude mixture was purified by flash chromatography (S1O2, 40% ethyl acetate in hexanes) to afford the coupled product as a viscous oil (0.20, 0.40 mmol, 40%)., 169448-87-7

The synthetic route of 169448-87-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHEMOCENTRYX, INC.; LELETI, Manmohan Reddy; LI, Yandong; MALI, Venkat Reddy; POWERS, Jay; YANG, Ju; WO2013/82429; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

163765-44-4, (R)-1-Boc-3-Methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

163765-44-4, The compound (R) -3- methyl-piperazine-1-carboxylate (250mg, 1.25mmol), cyclopropanecarboxylic acid(130mg, 1.50mmol), 1- Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (480mg, 2.50mmol)and N- hydroxy-7-aza-benzotriazole (254mg, 1.87 mmol) were dissolved in dichloromethane (10 mL), and theconditions under 0 C, to this solution was added dropwise N, N- diisopropylethylamine (0.65mL, 3.74mmol), stirred for 10H at room temperature, add water (10mL × 3) washing the organic phase was dried overanhydrous Na 2 SO 4, the solvent was removed, the concentrate was subjected to column Chromatography(eluent: Petroleumether / EtOAc (v / v) = 2/1), to give 310mg of colorless liquid: (R) -4- (cyclopropylcarbonyl)-3- Methyl-piperazine-1-carboxylate, yield: 93%.

163765-44-4 (R)-1-Boc-3-Methylpiperazine 2756811, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); 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.132710-90-8,1-Boc-4-(3-hydroxypropyl)piperazine,as a common compound, the synthetic route is as follows.

Triphenylphosphine (2.059 g, 7.85 mmol), tett-butyl 4-(3-hydroxypropyl)piperazine-1-carboxylate (1.692 g, 6.93 mmcl) and diisopropyl (E)-diazene-1,2-dicarboxylate (1.587 g, 7.85mmcl) were mixed in THE (20 mL) at 0 C, and then 4-chloro-3-hydroxy-5-nitrobenzamide (1 g, 4.62 mmcl) was added. The reaction solution was maintained at RT for 16 hrs then the brown reaction solution was partitioned between sat. NaHCO3 (aq) and EtOAc. The organic layer was washed with brine, dried over Mg504, concentrated and purified on silica gel (20 %80 % (3:1 EtOAc/EtOH) I Hexane, with 2% NH4OH; 330 g RediSep column). Desired fractions were combined and concentrated to give the title compound as a white solid (970 mg, 47 % yield). 1H NMR (400 MHz, DMSO-d6) ppm 8.30 (s, 1 H), 8.05 (d, J=1.77 Hz, 1 H), 7.88 (d, J=1.77 Hz, 1 H), 7.80 (s, 1 H), 4.28 (t, J=6.21 Hz, 2 H), 3.31 (br. s., 4 H), 2.48 (t, J=7.10 Hz, 2 H), 2.33 Ct, J=4.94 Hz, 4 H), 1.96 Ct, J=6.59 Hz, 2 H), 1.40 Cs, 9 H). LCMS CLCMS Method K):Rt = 0.69 mm, [M+H] = 443.4.

132710-90-8, 132710-90-8 1-Boc-4-(3-hydroxypropyl)piperazine 16217800, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHARNLEY, Adam Kenneth; DARCY, Michael Gerard; DODSON, Jason W.; DONG, Xiaoyang; FAVRE, David; HUGHES, Terry Vincent; KANG, Jianxing; LEISTER, Lara Kathryn; LI, Yuehu; LIAN, Yiqian; MEHLMANN, John F.; NEVINS, Neysa; RAMANJULU, Joshi M.; ROMANO, Joseph J.; WANG, Gren Z.; YE, Guosen; ZHANG, Daohua; (489 pag.)WO2019/69269; (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.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.

Valeric acid (106 ??, 0.979 mmol), HOBt (144 mg, 0.979 mmol), TBTU (343 mg, 0.979 mmol), anhydrous triethylamine (216 ??, 1 .56 mmol) and dry DMF (2 ml) were placed in an oven-dried Schlenk tube under a nitrogen atmosphere. The resulting solution was stirred at room temperature for 15 minutes. A second Schlenk tube was prepared containing 1-(4-trifluoromethyl phenyl) piperazine (246 mg, 1.07 mmol) and dry DMF (1 ml) under a nitrogen atmosphere. The resulting solution was stirred until complete dissolution of the piperazine had occurred. The piperazine solution was then transferred, via a cannula, to the first Schlenk tube containing the carboxylic acid. The resulting solution was stirred for 24 hrs, under nitrogen, and monitored by TLC. After 24 hrs, the DMF was removed under reduced pressure and the resulting oil was acidified using a 0.1 M hydrochloric acid solution. The aqueous mixture was extracted with dichloromethane (20 ml, followed by 4 x 10 ml) and the organic layer washed with a saturated sodium bicarbonate solution (3 x 20 ml) and brine (3 x 20 ml). The organic layer was dried over magnesium sulphate and evaporated under reduced pressure. The residue was purified using flash chromatography (3:2, EtOAc:n-hexane) to obtain the desired product in an 57 % yield. H NMR (300 MHz, CDCI3) ? 7.48 (d, 2H), 6.91 (d, 2H), 3.76 (t, 2H), 3.63 (t, 2H), 3.24-3.30 (m, 4H), 2.35 (t, 2H), 1.59-1.69 (m, 2H), 1 .33-1.45 (m, 2H), 0.92 (t, 3H). MS (+ESI) calcd for C16 H21 F3 N2 O m/z: [M + H]+ , 314.1596; found 315.1679 [Diff(ppm) = – 3.06]

30459-17-7, The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NATIONAL UNIVERSITY OF IRELAND, MAYNOOTH; STEPHENS, John; FINDLAY, John; KINSELLA, Gemma; MARTIN, Darren; DEVINE, Robert; VELASCO-TORRIJOS, Trinidad; WO2013/60860; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics