Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.,3022-15-9

piperazine-2-carboxylic acid dihydrochloride (10.0 g, 49.23 mmol) is dissolved in 1:1 dioxane/water (320 ml). 50% Aqueous sodium hydroxide is added to bring the pH to 11. BOC-ON (2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile), (15.59 g, 63.32 mmol) is dissolved in dioxane (80 ml) and added dropwise while maintaining the pH at 11 with 50% aqueous sodium hydroxide. The reaction is stirred overnight at ambient temperature. The reaction mixture is then extracted with diethyl ether (5×250 ml) and acidified to pH 2 with concentrated hydrochloric acid. The di-Boc compound is then extracted out with ethyl acetate (4×200 ml) and the acidic aqueous solution containing the desired mono-Boc product is then taken on in the synthesis.

The synthetic route of 3022-15-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Aventis Pharmaceuticals Inc.; US7138526; (2006); B1;,
Piperazine – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.325145-35-5,(S)-tert-Butyl 2-ethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 5-chloro-1- (chloromethyl) -2-methyl-3-nitrobenzene (D23 1.232 g) in DMF (20 mL) were added (S) -tert-butyl 2-ethylpiperazine-1-carboxylate (1 g) and K2CO3(1.935 g) at 60. After stirring overnight the mixture was poured into ice/water and then extracted with DCM (3×100 mL) . The combined organic layers were dried over Na2SO4 filtered and concentrated to give a yellow oil which was purified by column chromatography (eluting with EAPE5) to give the title compund (1.3 g) as a yellow solid. MS (ESI) C19H28ClN3O4requires 397 found 398 [M+H]+., 325145-35-5

The synthetic route of 325145-35-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; LEI, Hui; MA, Xin; REN, Feng; LIN, Xichen; MARQUIS, Robert W., Jr.; WO2015/180614; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.

a) 1,4-Bis(tert-butoxycarbonyl)-2-piperazinecarboxylic acid To a solution of piperazine-2-carboxylic acid dihydrochloride (5 g, 24.6 mmol) in 2M sodium hydroxide (40 mL) and ethanol (40 mL) was added di-tert-butyl dicarbonate (11.82 g, 54.1 mmol) and the reaction mixture stirred for 3 days. The organic solvent was removed in vacuo, the aqueous phase basified with 2M sodium hydroxide and extracted with diethyl ether to remove excess di-tert-butyl dicarbonate. The aqueous layer was adjusted to pH 3-4 and extracted with ethyl acetate. The combined organic extracts were dried (MgSO4), filtered and evaporated to yield 1,4-bis(tert-butoxycarbonyl)-2-piperazinecarboxylic acid as a white solid., 3022-15-9

As the paragraph descriping shows that 3022-15-9 is playing an increasingly important role.

Reference：
Patent; Agejas-Chicharro, Javier; Belen Bueno Melendo, Ana; Camp, Nicholas Paul; Gilmore, Jeremy; Jimenez-Aguado, Alma Maria; Lamas-Peteira, Carlos; Marcos-Llorente, Alicia; Mazanetz, Michael Philip; Montero Salgado, Carlos; Timms, Graham Henry; Williams, Andrew Caerwyn; US2004/122001; (2004); 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.373608-48-1,tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of intermediate compound E1 (1 .1 g), triethylamine (0.674 ml_) and 2-oxo-2H-chromen-4-yl trifluoromethanesulfonate (1 .2 g), prepared as described in step 5 of the preparation of compound 51 , in acetonitrile (20 ml_) was heated to 705C for 1 hour. The reaction mixture was concentrated under reduced pressure and the residue was partitioned between dichloromethane and a brine/sodium bicarbonate mixture (1 :1 ). The mixture was filtered through a hydrophobic frit (Phase Separator) washing with dichloromethane. The organic phase was evaporated under reduced pressure and the residue was chromatographed on silica gel (SNAP50) eluting with a gradient of EtOAc in cyclohexane to give 700 mg of tert-butyl 4-{3-[(2-oxo-2H-chromen- 4-yl)amino]propyl}piperazine-1 -carboxylate intermediate compound E2 (700 mg, Y=44%). LC-MS (M-H+) = 388.3, 373608-48-1

As the paragraph descriping shows that 373608-48-1 is playing an increasingly important role.

Reference：
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; GAROFALO, Barbara; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; CORSO, Gaia; CAVARISCHIA, Claudia; FURLOTTI, Guido; IACOANGELI, Tommaso; (161 pag.)WO2016/96686; (2016); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5521-38-0,2-(4-(4-Nitrophenyl)piperazin-1-yl)ethanol,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 19b 2-[4-(4-amino-phenyl)-piperazin-1-yl]-ethanol. 2-[4-(4-amino-phenyl)-piperazin-1-yl]-ethanol is prepared by catalytic hydrogenation of 2[4-(4-nitrophenyl)piperazine-1-yl]-ethanol (prepared as in Reference Example 19a) as described in Reference Example 13b, 5521-38-0

The synthetic route of 5521-38-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chapdelaine, Marc; Davenport, Timothy; Haeberlein, Markus; Horchler, Carey; McCauley, John; Pierson, Edward; Sohn, Daniel; US2004/87575; (2004); A1;,
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55121-99-8,55121-99-8, (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 257Preparation of 1-{4-[3-(1-methylethyl)-7-morpholin-4-yl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]phenyl}-3-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}urea. To a stirred solution of triphosgene (35 mg, 0.12 mmol) in CH2Cl2 (4 mL) was added 4-(3-isopropyl-7-morpholino-3H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl)aniline (50 mg, 0.14 mmol) at 25 C. The reaction mixture was stirred for 15 min and NEt3 (20 muL, 0.14 mmol) was added. Stirring was continued for 1 h and (4-aminophenyl)(4-methylpiperazin-1-yl)methanone (103 mg, 0.43 mmol) and NEt3 (200 muL, 1.4 mmol) were added and the reaction mixture was stirred for additional 1 hr. The solvents were removed in a N2 stream and the crude mixture was purified by semi-prep-HPLC (NH3-method) to give 1-{4-[3-(1-methylethyl)-7-morpholin-4-yl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]phenyl}-3-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}urea (43 mg, 39% yield), MS (ESI) m/z 585.4.

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

Reference：
Patent; Wyeth; US2009/181963; (2009); 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.215309-01-6,3-(4-Methylpiperazin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

General procedure: A solution of 2-(2-methyl-1H-indol-1-yl)ethanamine (4a) (65 mg, 0.373 mmol) and 4-(piperidin-1-yl)benzoic acid (5) (76 mg, 1 eq.), and dimethylaminopyridine (catalytic, ?5 mg) in dichloromethane (6 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide.hydrochloride (EDCI) (92 mg, 1.3 eq.) at room temperature. The resulting reaction mixture was stirred for 6h. At the conclusion of the reaction (TLC), water (15 mL) was added to quench the reaction. The product was extracted with ethyl acetate (20mL×3). Organics were washed with dilute HCl (10 mL), saturated NaHCO3 solution (10 mL), water (10 mL) and brine solution (10 mL) and dried over Na2SO4 and concentrated. The resulting crude product was subjected to silica gel chromatography eluting with 0-40% ethyl acetate in hexane to furnish 7k (TG7-152) (100mg, 74% yield). 1H NMR (CDCl3): delta 7.52 (d, J=5.6Hz, 1H), 7.49 (d, J=8.8Hz, 2H), 7.30 (d, J=8Hz, 1H), 7.07 (m, 2H), 6.80 (d, J=8.2Hz, 2H), 6.23 (s, 1H), 5.98 (t, J=5.4Hz, 1H), 4.33 (t, J=6Hz, 2H), 3.76 (q, J=6Hz, 2H), 3.25 (t, J=4.8Hz, 4H), 2.37 (s, 3H), 1.6 (m, 6H). LCMS (ESI): >97% purity at lambda 254, MS; m/z, 362 [M+H]+. Anal. Calcd. for C23H27N3O: C, 76.42; H, 7.53; N, 11.62; found; C, 76.48; H, 7.55; N, 11.59.

215309-01-6, As the paragraph descriping shows that 215309-01-6 is playing an increasingly important role.

Reference：
Article; Ganesh, Thota; Jiang, Jianxiong; Dingledine, Ray; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 521 – 535;,
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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl (3R)-3-methylpiperazine-1-carboxylate (500 mg, 2.5mmol), 6-chloropyridine-3-carbonitrile (415 mg, 3 mmol) in DMSO (10 mL), potassiumcarbonate (690 mg, 5 mmol), Cu (MeCN)4PF6(18 mg, 0.05 mmol) were added at RT. Thereaction mixture was heated at 140 C for 4 h (TLC indicated complete consumption of thestarting materials), brought toRT, diluted with water (30 mL) and extracted with EtOAc (3 x40 mL). The combined organic extracts were washed with water (30 mL), brine (40 mL),dried over Na2S04 and concentrated under reduced pressure to afford the crude compound.The crude material was purified by column chromatography (100-200 mesh silica gel, 7 g,30% EtOAc-hexane) to afford tert-butyl (3R)-4-(5-cyano-2-pyridyl)-3-methyl-piperazine-1-carboxylate (415 mg, 55%) as an off-white solid.1H NMR [300 MHz, CDCh]: J 8.39 (d, J = 2.4 Hz, 1H), 7.62-7.58 (m, 1H), 6.54 (d, J = 9.0Hz, 1H), 4.51 (brs, 1H), 4.13-3.89 (m, 3H), 3.27-3.13 (m, 2H), 3.00 (brs, 1H), 1.45 (s, 9H),1.23-1.16 (m, 3H).LCMS: m/z: 247.46 [M-tBu] +., 163765-44-4

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

Reference：
Patent; MITOBRIDGE, INC.; TAKAHASHI, Taisuke; KLUGE, Arthur; LAGU, Bharat; JI, Nan; (162 pag.)WO2018/125961; (2018); A1;,
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Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.161357-89-7,1-(Methylsulfonyl)piperazine hydrochloride,as a common compound, the synthetic route is as follows.

To a suspension of Example 1285A (0.091 g, 0.21 1 mmol) and l-(methylsulfonyl)piperazine hydrochloride (0.057 g, 0.284 mmol) in 1,4-dioxane (1 mL), N-ethyl-N-isopropylpropan-2-amine (0.2 mL, 1.145 mmol) was added. The mixture was stirred for 72 hours at room temperature. The solvent was removed and the product was purified by flash chromatography on silica gel (AnaLogix IntelliFlash) eluting with a gradient of 0-50% ethyl acetate in heptanes to afford the title compound. MS (ESI+) m/z: 40.3.8 (M+H)+.

161357-89-7, As the paragraph descriping shows that 161357-89-7 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-39-4, (S)-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

EXAMPLE 9; f8aS)-7V-Biphenyl-2-yl-2-[^r°?s-2-f4-chlorophenyl)cvclopropyll-l,3- dioxohexahydroimidazo [ 1 ,5-al pyrazine-7( lHVcarboxamide ( Eta5); Step 1 : ferf-Butyl (8a61-l,3-dioxohexahydroimidazo[l,5-alphalpyrazine-7(lH)-carboxylate (Hl); To a stirred solution of l-tert-buty 3-methyl (35)-piperazine-l,3-dicarboxylate (AA3) (1.0 eq.) and 6 N aq. HCl sol. (1.0 eq.) in 1,4-dioxane (1 M) was added a sol. of KOCN (2.0 eq.) in H2O (2 M). The reaction mixture was stirred at RT for 2 h, then the organic solvent was removed under reduced pressure. The desired product precipitated from H2O: it was filtered off, washed with cold water and dried at the high vacuum pump. Mother liquors were extracted with EtOAc, the organic phase was washed with brine, dried (Na2SO4), filtered and concentrated to dryness. The crude product was purified by flash chromatography on silica gel eluting with 10-100% EtO Ac/petroleum ether to afford the desired product (Hl) as a white powder which was combined with the previously isolated precipitate. 1H-NMR (300 MHz, DMSO-de, 300K) delta10.95 (IH, bs), 4.15-4.00 (2H, m), 3.97-3.75 (2H, m), 2.97-2.67 (3H, m), 1.42 (9H, s). MS (ES)CnHi7N3O4 requires: 255, found: 256 (M+H)+., 314741-39-4

The synthetic route of 314741-39-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; BRANCA, Danila; FERRIGNO, Federica; HERNANDO, Jose, Ignacio, Martin; JONES, Philip; KINZEL, Olaf; MALANCONA, Savina; MURAGLIA, Ester; PALUMBI, Maria, Cecilia; PESCATORE, Giovanna; SCARPELLI, Rita; WO2010/23480; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics