Tag: M.W:300-400

112257-12-2, tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of Example 53, N-[(2R)-i-amino-3-(4-cyanophenyl)propan-2-yl]- 2-chloro-5-[5 -( { [(1 R)- 1 -(4-methylphenyl)ethyl] amino }methyl)-2-furyl]benzamide, 125 mg (0.237 mmol) in acetonitrile (5.0 mL) was added triethylamine, 50 iL (0.356 mmol,1.5 eq) and tert-butyl 4-(bromoacetyl)piperazine-1-carboxylate, 95 mg (0.31 mmol, 1.3 eq.). The mixture was stirred at r.t, for 24 h, The mixture was diluted with ethyl acetate (20 mL) and the organic layer was washed successively with aq. sat, sodium hydrogen carbonate, water, brine, dried over sodium sulfate and concentrated. The residue was purified by preparative TLC (eluent: dichloromethane/ ammonia 7N in methanol, 97/3)to give an impure fraction that was purified by preparative TLC (eluent:dichloromethane/ ammonia 7N in methanol, 97.5/2.5) to give the pure product, 52 mg(29%) as an off-white solid.LC-MS (Method 1): R = 2,50 mm; MS (ES+): mlz = 753/755 (M+H), 535/537 (M+H21 8) ?H-NMR (500 MHz, DMSO-d6) d [ppm] = 1.25 (d, 3H), 1.40 (s, 9H), 2.27 (s, 3H), 2.65-2.72 (m, 2H), 2.80 (dd, 1H), 3.05 (dd, 1H), 3.24-3.35 (m, 5H), 3.35-3,48 (m, 5H),3.50 & 3.58 (2 d, AB, 2H), 3.70 (m, 1H), 4.27 (m, 1H), 6.32 (d, 1H), 6.92 (d, 1H), 7.12 (d, 2H), 7.24 (d, 2H), 7.44-7.51 (m, 4H), 7.66 (dd, 1H), 7.76 (d, 2H), 8.40 (d, 1H)., 112257-12-2

The synthetic route of 112257-12-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BERGER, Markus; HUeBNER, Jan; TER LAAK, Antonius; GORJANNACZ, Matyas; FERNANDEZ-MONTALVAN, Amaury Ernesto; RODESCHINI, Vincent; ROCHE, Didier; (248 pag.)WO2017/93272; (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.112984-60-8,6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Synthesis of 6-Ffuoro-7-{4-[5-hydroxy-6-(2-methyl-5-nitro- imidazoi-I-yi)-hexyl]-piperazin-I-yi}-l -methyS-4-oxo-4H-2-thia-8b-aza- cyclobu a[a]naphthaSene-3-carboxylic acid (1 15): To a stin-ed solution of 6- Fluoro- 1 -methy-4-oxQ-7-piperazin- 1 -yl-4H-2-thia-8P-aza- cyclobuta[a]naphthalene-3-carboxylic acid, (HI) ( 1 .10 g, 3.16 mmol) in dimethylformamide (30ml) was added potassium carbonate (0.43g, 3.16 mmol) followed by addition of compound (II) (0.85g, 2.63 mmol) and the reaction 1 26 mixture was stirred at RT for 1 6h. The reaction mixture was diluted with ethyl acetate, washed twice with water and finally dried over sodium sulphate to obtain the crude mass. The crude was purified by flash column chromatography while euting with 3-5% methanol/dichloromethane mixture to obtain the pure compound (115) with 20% isolated yield. 1 H-NMR (400 MHz, DMSO) delta ppm: 1 .61 – 1 -68(6H, m, CH2), 2.1 (3H, d, J = 6 Hz, CH3), 2.44 (3H, s, CH3) , 2.54 (4H, m, 2 xCH2), 3.2 (4H, m, 2 xCH2), 3.9-4. 1 (2H. m, 2 x CH2N), 4.38( 1 H, d, J = 14, CHOH). 5.2 1 1 H, d, J = 4.4, OH), 6.38 ( 1 H, d, J = 5.6Hz, CHSN) 6.9 ( 1 H, d, J = 6.8, Ar-H). 7.78 ( 1 H, d, J = 1 4 Hz, Ar-H). 8.02 ( 1 H, s, Ar-H). ESI-MS (m/z): 575(M+H)

112984-60-8, As the paragraph descriping shows that 112984-60-8 is playing an increasingly important role.

Reference：
Patent; VYOME BIOSCIENCES PVT. LTD.; SENGUPTA, Shiladitya; CHAWRAI, Suresh Rameshlal; GHOSH, Shamik; GHOSH, Sumana; JAIN, Nilu; SADHASIVAM, Suresh; BUCHTA, Richard; BHATTACHARYYA, Anamika; WO2015/114666; (2015); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

171504-98-6, Methyl 1,4-Bis(Boc)-2-piperazinecarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 142: (+/-)-1 ,4-bis(1 ,1-dimethylethyl) 2-methyl 2-methyl-1 ,2,4- piperazinetricarboxylate; In a 500ml round-bottomed flask, 12 g of intermediate 141 (34.8 mmole) were dissolved in 240 ml. of THF to give a colourless solution. 38.3 ml. of LiHMDS 1 M in THF (38.3 mmole) were added dropwise to the solution keeping the mixture to -78C. The reaction was allowed to stir at this temperature for 1 h. 2.40 ml. of iodomethane (38.3 mmole) were added dropwise at -78C and the reaction was allowed to stir at this temperature for 1 h. The mixture was warmed to -200C and it was allowed to react at this temperature for 2 h. The reaction was almost complete and was cooled to -78C and 12 ml. of LiHMDS 1 M in THF (12 mmole, 1 M sol. In THF) and 1.2 mL of iodomethane (19 mmole) were added successively at this temperature. Then the mixture was warmed to -200C and after 1.5 h a TLC control showed then the reaction was finished. The mixture was quenched at 00C with 150 mL of a saturated solution of ammonium chloride. Then the mixture was allowed to reach RT. The two phases were separated and the aqueous was extracted with 2×200 mL of AcOEt. The resulting organic layer was dried over Na2SC>4, filtered and evaporated under reduced pressure to obtain 12.2 g of desired product as a crude oil. UPLC-MS [Acquity UPLC BEH C18, 50×21 mm, 1.7 mum, Mobile phases: A: H2O +0.1% HCOOH/B: MeCN+0.06% HCOOH; Gradient: t=0 min: 97%A, 3% B t= 0.1 min 94%A, 6%B t=0.6min 30%A, 70%B t=1.10min 1%A, 99%B t=1.45 min 97%A, 3%B t=1.50min 97%A ,3%B flow rate: 1 mL/min, UV range wavelength 210-350nm] R1 = 0.80 min , m/z (ES): 359 [M+H]+., 171504-98-6

Big data shows that 171504-98-6 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/148853; (2008); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.350684-49-0,tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: The mixture of compound 10a-10e (3.24 mmol), compound 9(1.04 g, 3.4 mmol), Pd(OAc)2 (0.11 g, 0.5 mmol), Xantphos (0.28 g,0.5 mmol), and K3PO41.38 g, 6.48 mmolin DMF (8 mL) was heated 22 h at 125 C under argon followed by cooling to roomtemperature.The mixture was extracted with dichloromethane(20 mL x 3), the combined organic phase was washed with water(15mL x 2), dried over anhydrous Na2SO4 and concentrated toafford the crude product. The crude product was purified by columnchromatography to obtain compounds 11a-11e. 4.1.6.1. Tert-butyl 4-(4-((5-chloro-4-((2-(methylcarbamoyl)phenyl)amino)pyrimidin -2-yl)amino)benzoyl)piperazine-1-carboxylate(11a). Yield 62%. MP: 227-228 C. 1H NMR (400 MHz, DMSO-d6)delta 11.64 (s, 1H), 9.73 (s, 1H), 8.77 (dd, J = 17.2, 4.4 Hz, 2H), 8.28 (s, 1H),7.78 (d, J = 8.8 Hz, 3H), 7.56-7.52 (m, 1H), 7.36 (d, J = 8.4 Hz, 2H),7.17 (t, J = 7.2 Hz, 1H), 3.50-3.36 (m, 8H), 2.83 (d, J = 4.4 Hz, 3H),1.42 (s, 9H).13C NMR (100 MHz, DMSO-d6) delta169.32, 168.87, 157.39,155.07, 154.53, 153.83, 141.78, 139.15, 131.45, 127.99, 122.13, 121.58, 121.01, 118.47, 105.80, 79.16, 43.56, 42.90, 28.02, 26.31., 350684-49-0

350684-49-0 tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate 2763355, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
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.138775-02-7,(R)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(2,S)-4-Benzyloxycarbonyl-l-/er/-butoxycarbonyl-piperazine-2-carboxylic acid (5.0 g, 13.72 mmol) was dissolved in anhydrous THF (70 mL) and cooled to 0 C with an ice bath. Borane dimethyl sulfide complex (2.6 mL, 27.44 mmol) was added dropwise at 0 C, slowly. Then the reaction solution was left to warm up to room temperature and stirred overnight. The reaction mixture was then cooled to 0 C with an ice bath and quenched with water, dropwise, and extracted with EtOAc. The aqueous phase was extracted with DCM (2x). Combined organic layers were dried over anhydrous MgS04, filtered and evaporated under reduced pressure. It was used without further purification.

138775-02-7, The synthetic route of 138775-02-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; EMORY UNIVERSITY; LIOTTA, Dennis C.; JECS, Edgars; ALTAS TAHIROVIC, Yesim; WILSON, Lawrence; PELLY, Stephen Christopher; (102 pag.)WO2019/183133; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

350684-49-0, tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

tert-Butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate (4.98mmol, 1.52Og) was dissolved in dichloromethane and trifluoroacetic acid added. The reaction was left overnight and then treated to SCX purification. The intermediate amine was combined with 2-(4-(bromomethyl)phenyl)-1 ,1 ,1 ,3,3,3-hexafluoropropan-2-ol (4.98mmol, 1.678g) and potassium carbonate (4.98mmol, 0.688g) in acetonitrile (3OmL) and stirred overnight. The reaction was concentrated under reduced pressure and the residue partitioned between water and ethyl acetate. The organic layer was separated and concentrated under reduced pressure. Purification by SCX column chromatography and silica chromatography (eluting with ethyl acetate) gave the title compound (1.25g). MS (ESI) m/z 462.5 [M+H]+

350684-49-0, The synthetic route of 350684-49-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; N.V. ORGANON; WO2009/138438; (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.182618-86-6,1-Boc-4-(4-Nitrophenyl)piperazine,as a common compound, the synthetic route is as follows.

Add 1 g of crude I-i (32.6 mmol) to a 500 mL single-necked flask. 1.0 g of FeO(OH)/C catalyst and 100 mL of 95% ethanol, heated to reflux. Slowly add a mixture of 10 mL of hydrazine hydrate and 20 mL of 95% ethanol. The disappearance of the starting material by TLC (methanol: chloroform = 1:15). The filter cake was washed twice with hot ethanol (30 mL × 2). The solvent was evaporated under reduced pressure to give a white solid. It was dried under vacuum to give (I-j) 7.86 g, yield: 87.1%. The product was directly fed to the next reaction without further purification.

182618-86-6, As the paragraph descriping shows that 182618-86-6 is playing an increasingly important role.

Reference：
Patent; China Pharmaceutical University; Wang Yue; Lu Shuai; Zhi Yanle; Yao Chao; Lu Tao; Li Baoquan; Chen Puzhou; Bao Jiyin; (26 pag.)CN109970717; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1001180-21-7, (R)-tert-Butyl 4-(5-methyl-7-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 9: Triethylamine (4.33 ml, 31.1 mmol; degassed with nitrogen 30 minutes prior to use) and formic acid (1.36 ml, 36.1 mmol; degassed with nitrogen 30 minutes prior to use) were added to a solution of (R)-tert-butyl 4-(5-methyl-7-oxo-6,7-dihydro-5H- cyclopenta[d]pyrimidin-4-yl)piperazine-l-carboxylate (9.75 g, 29.3 mmol) in DCM (210 mL; degassed with nitrogen 30 minutes prior to use). The mixture was stirred for 5 minutes, then a Ru catalyst (0.0933 g, 0.147 mmol) was added. The reaction was stirred under positive nitrogen pressure overnight (18 hours). The reaction mixture was concentrated to dryness and dried on high vacuum. The impure material was flashed on Biotage 65M loaded 1 : 1 DCM:ethyl acetate 500 mL flushed, then 1 :4 DCM:ethyl acetate until product (2nd spot), then gradient to neat ethyl acetate, then 25:1 DCM:MeOH eluted rest of product. The fractions were combined and concentrated on a rotary evaporator. The residue was concentrated again from DCM/hexanes to give a mixture of tert-butyl 4-((5R,7R)-7-hydroxy- 5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine- 1 -carboxylate (major) and tert-butyl 4-((5R,7S)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4- yl)piperazine-l -carboxylate (minor) (9.35 g, 95.3% yield) as a beige foam. LC/MS (APCI+) m/z 335 [M+H]+. 1H NMR (CDC13) shows 88% de by integration of carbinol methine., 1001180-21-7

1001180-21-7 (R)-tert-Butyl 4-(5-methyl-7-oxo-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate 59580350, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GENENTECH, INC.; HOEFLICH, Klaus; MERCHANT, Mark; WO2012/135750; (2012); 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.112984-60-8,6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 1 Preparation of (S)-(-)-uliflourxacin; 105 g of racemic uliflourxacin was dissolved in 1,500 mL of dimethyl sulfoxide. 27 g of D-tartaric acid was dissolved in 405 mL of dimethyl sulfoxide dropwise while stirring. After stirring at room temperature for 20 hours, the precipitate was filtrated. The collected solid was dried under vacuum to obtain 86 g solid, which was recrystallized in dimethyl sulfoxide to obtain 37 g of levoulifloxacin-D-tartrate, with C49.08%, H5.06%, N9.50%, S7.44% shown by elemental analysis (molecular formula: C16H16FN3O3S·1/2C4H6O6·H2O, calculated values: C48.86%, H4.78, N9.50%, S7.25%). Said salt was added into water to obtain a suspension, and the pH value was adjusted to 7-8 with 2% NaOH aqueous solution while stirring. After precipitation, filtration, and drying, 24.5 g of (S)-uliflourxacin was obtained, having a chemical name (S)-(-)-6-fluoro-1-methyl-4-oxo-(1-piperazinyl)-1H,4H-[1,3]thiazeto [3,2-alpha]quinoline-3-carboxylic acid. Specific rotation [alpha]20D= -133 (c=0.5, 0.1 mol/L methanesulfonic acid); 1H-NMR (DMSO-d6) delta2.11 (3H, d, j=6.2 Hz), 2.87 (4H, m), 3.19 (4H, m), 6.40 (1H, q, j=6.2 Hz), 6.89 (1H, d, j=7.4Hz), 7.79 (1H, d, j=13.9Hz), optical purity e.e. 96%.

112984-60-8, 112984-60-8 6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid 124225, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Hainan Hualon Pharmaceutical Co., Ltd.; EP2524922; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics