Category: 78818-15-2

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

Example 98 1-(4-methoxyphenyl)-3-(methylsulfonyl)-6-[4-(2-oxo-1-piperazinyl)phenyl]-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one To 6-(4-iodophenyl)-1-(4-methoxyphenyl)-3-(methylsulfonyl)-1,4,5,6-tetrahydro-7H-pyrazolo(3,4-c)pyridin-7-one (0.55 g, 1.0 mmol), 4-benzyloxycarbonylpiperazin-2-one (0.35 g,1.4 mmol),and K2CO3 (0.23 g,1.6 mmol) was added DMSO (5 mL). The mixture was degassed with N2. CuI (39 mg, 0.21 mmol) was added and the reaction was heated to 130 C. for 18 h. The reaction was diluted with EtOAc and water, extracted with EtOAc, and dried (MgSO4). Purification of the intermediate by chromatography on silica gel using 5%MeOH/CH2Cl2 was followed by deprotection in refluxing TFA. Purification by HPLC and freeze-drying afforded 175 mg (27%) of a white solid; High Resolution Mass Spec (M+H)+for C24H26N6O5S 496.1650.

78818-15-2, As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference：
Patent; Pinto, Donald J.P.; Quan, Mimi L.; Orwat, Michael J.; Li, Yun-Long; Han, Wei; Qiao, Jennifer X.; Lam, Patrick Y.S.; Koch, Stephanie L.; US2003/191115; (2003); 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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 1 5-Methoxy-3,6-dihydro-2H-pyrazine-1-carboxylic Acid Benzyl Ester Na2CO3 (45.3 g, 0.43 mol) was added in one portion to a stirred solution of benzyl 3-oxopiperazine-1-carboxylate (5 g, 21.4 mmol) in DCM (200 mL) at 0 C. under N2. The resulting suspension was stirred at 0 C. for 10 min and then trimethyloxonium tetrafluoroborate (11.0 g, 74 mmol) was added in one portion. The resulting mixture was warmed to room temperature and stirred for 6 h before being poured into H2O (200 mL) and separated. The aqueous layer was then extracted with DCM (200 mL). The combined organic extracts were washed with H2O (3*100 mL) and brine (100 mL), dried and concentrated under reduced pressure. The crude residue was further purified by column chromatography on silica using 5% MeOH in DCM as the eluent to give the imino ether (2.5 g, 47%). 1H NMR (360 MHz, CDCl3) delta 2.99 (3H, s), 3.36 (2H, br, s), 3.72 (2H, t, J=5.4 Hz), 4.14 (2H, s), 5.14 (2H, s), 7.28-7.45 (5H, m).

78818-15-2, As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference：
Patent; Bryant, Helen Jane; Chambers, Mark Stuart; Jones, Philip; MacLeod, Angus Murray; Maxey, Robert James; US2003/125333; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

Reference Example 20 4-Benzyloxycarbonyl-1-[2-(1-tert-butoxycarbonyl-4-piperidyl)ethyl]-2-piperazinone According to a similar method described in Reference Example 2, oil of the title compound was obtained from 4-benzyloxycarbonyl-2-piperazinone and 1-tert-butoxy-carbonyl-4-(2-methanesulfonyloxyethyl)piperidine. 1H-NMR (CDCl3) delta: 1.00-1.25 (2H, m), 1.45 (9H, s), 1.30-1.58 (3H, m), 1.58-1.70 (2H, m), 2.56-2.78 (2H, m), 3.33 (2H, t, J=5.2 Hz), 3.38-3.50 (2H, m), 3.71 (2H, t, J=5.3 Hz), 3.97-4.20 (2H, m), 4.14 (2H, s), 5.15 (2H, s), 7.26 (5H, s). IR (KBr): 1694, 1657, 1426, 1236, 1163 cm-1.

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US6403595; (2002); B1;,
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, Preparation No.18: 5-Methoxy-3,6-dihydro-2H-pyrazine-l-carboxylic acid benzyl ester; A solution of benzyl 3-oxopiperazine-l-carboxylate (2.50g, 10.67 mmol) in CH2CI2 (100 mL) was cooled to about 0 C and treated with Na2C03 (23.0 g, 217 mmol) for about 10 min. Neat trimethyloxonium tetrafluoroborate (5.50 g, 37.2 mmol) was added in one portion, then the reaction is allowed to warm to RT for about 6 h. The reaction was poured into water (100 mL), and the layers were separated. The aqueous layer was re-extracted with 50 mL CH2CI2 and the combined organic layers were washed with brine (100 mL). The organic layer was dried over sodium sulfate, filtered and concentrated to yield 5-methoxy-3,6-dihydro-2H- pyrazine-l-carboxylic acid benzyl ester (2.5 lg, 95%) as an oil. LC/MS (Table 1, Method a) Rt = 3.00 min, m/z 249.24 (M+H)+”; .H NMR (400 MHz, DMSO-J6) delta ppm 7.36 (m, 5H), 5.16 (s, 2H), 3.96 (s, 2H), 3.68 (s, 3H), 3.54 (s, 2H), 3.47 (m, 2H)

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; CUSACK, Kevin, P.; BREINLINGER, Eric, C.; FIX-STENZEL, Shannon, R.; STOFFEL, Robert, H.; WOLLER, Kevin, R.; WO2011/71570; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

78818-15-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Reference Example 17 4-Benzyloxycarbonyl-1-[4-(tert-butoxycarbonylamino)benzyl]-2-piperazinone According to a similar method described in Reference Example 2, the title compound of pale yellow amorphous was obtained from 4-benzyloxycarbonyl-2-piperazinone and 4-(tert-butoxycarbonylamino)benzylbromide. 1H-NMR (CDCl3) delta: 1.51 (9H, s), 3.23 (2H, t, J=5.2 Hz), 3.63 (2H, t, J=5.3 Hz), 4.22 (2H, s), 4.55 (2H, s), 5.15 (2H, s), 7.10-7.40 (10H, m). IR (KBr): 1707, 1655, 1530, 1235, 1163 cm-1.

As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US6403595; (2002); 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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

78818-15-2, l-(2-Hvdroxy-ethvn-4-r2-(lH-indazol-4-ylV4-morrhoholin-4-yl-thienor3,2- d]pyrimidin-6-ylmethyl”l-piperazin-2-one (87).Prepared via 4-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6- ylmethyl)-l-(2-hydroxy-ethyl)-piperazin-2-one, prepared from l-(2-hydroxy-ethyl)- piperazin-2-one.Amine preparation: to 4-CBZ-piperazin-2-one (1.95g) in DMF (5mL) at O0C was added sodium hydride (60% dispersion in mineral oil, 660mg) in several aliquots. After stirring for 1 h, 2-bromoethylacetate (1.38ml) was added. The reaction mixture was stirred at room temperature overnight; it was then diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent was removed in vacuo. The resulting residue was purified using flash chromatography to yield 4-(2-acetoxy- ethyl)-3-oxo-piperazine-l-carboxylic acid benzyl ester (925mg). 1H NMR (400MHz, J6-DMSO): 2.77 (2H, d, J=5.5Hz), 3.16 (2H, s), 3.32-3.36 (2H, m), 3.38-3.42 (2H, m), 3.51-3.55 (2H, m), 3.80-3.85 (4H, m), 3.97 (2H, s), 4.00-4.04 (4H, m), 4.70 (IH, t, J=5.4Hz, OH), 7.45 (IH, t, J=7.7Hz), 7.50 (IH, s), 7.66 (IH, d, J=8.2Hz), 8.22 (IH, d, J=7.3Hz), 8.89 (IH, s), 13.15 (IH, br, NH); MS (ESI+) 494 (MH+).

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; PIRAMED LIMITED; WO2006/46031; (2006); 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.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Preparation No.13: 5-Methoxy-3,6-dihydro-2H-pyrazine-l-carboxylic acid benzyl ester; A solution of benzyl 3-oxopiperazine-l-carboxylate (2.50g, 10.67 mmol) in CH2Cl2 (100 ml) was cooled to 0 0C and treated with Na2CO3 (23.0 g, 217 mmol) for 10 minutes. Neat trimethyloxonium tetrafluoroborate (5.50 g, 37.2 mmol) was added in one portion, then the reaction is allowed to warm to room temperature for 6 hours. The reaction was poured into water (100ml), and the layers were separated. The aqueous layer was re-extracted aqueous with 50ml CH2Cl2 and the combined organic layers were washed with brine (100ml). The organic layer was dried over sodium sulfate, filtered and concentrated to yield 5-methoxy-3,6- dihydro-2H-pyrazine-l -carboxylic acid benzyl ester (2.51g, 95%) as an oil. LCMS (Table 1, Method a) R1 = 3.00 min, m/z 249.24 (M+H)+”; 1H NMR (400 MHz, DMSO-d6) delta 7.36 (m, 5H), 5.16 (s, 2H), 3.96 (s, 2H), 3.68 (s, 3H), 3.54 (s, 2H), 3.47 (m, 2H)

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

Reference£º
Patent; ABBOTT LABORATORIES; WO2008/76356; (2008); 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, Sodium hydride (60% dispersion in mineral oil, 281 mg, 7.0 mmol) was added to a solution of phenylmethyl 3-oxo-1-piperazinecarboxylate (1.5 g, 6.4 mmol) in dry dimethyl formamide (5 mL) and the mixture was stirred at room temperature for 30 minutes. 5-(Chloromethyl)-1-methyl-1H-1,2,4-triazole (WO0023449, 920 mg, 7.0 mmol) was added and the mixture was stirred at room temperature for 16 hours. The mixture was poured into water (150 mL) and extracted with diethyl ether (2¡Á100 mL). The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound as a pale oil (2 g, 94%). m/z (ES+) 330 (M+1).

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; Castro Pineiro, Jose Luis; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John; US2003/236250; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

-(t-Butyloxycarbonyl)-piperazin-2-one (0.6 g, 3.0 mmol), EXAMPLE 40, is dissolved in THF (80 mL), cooled in an ice bath and treated with tretrabutylammonium iodide (0.23 g, 0.62 mmol) and 60% sodium hydride (0.12 g, 3.0 mmol). The reaction mixture is stir

78818-15-2 Benzyl 3-oxopiperazine-1-carboxylate 736777, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

A. 4-(2-Chloro-quinolin-6-ylmethyl)-3-oxo-piperazine-1-carboxylic acid benzyl ester. To a solution of 3-oxopiperazine-1-carboxylic acid benzyl ester (4.65 g, 19.8 mmol) and 6-bromomethyl-2-chloroquinoline (5.40 g, 21.0 mmol) in 80 ML of a 3:1 mixture of THF:DMF at 0 C. is added sodium hydride (0.81 g, 20.2 mmol, 60% mineral oil dispersion).The resulting mixture is stirred for 1 hour at 0 C. then at room temperature for 18 hours.The reaction mixture is quenched with saturated NH4Cl solution, then diluted with EtOAc. The organic layer is washed sequentially with 1N HCl, water, saturated NaHCO3 and saturated NaCl, then dried over MgSO4, filtered and concentrated.The crude product is triturated in Et2O/hexanes/EtOAc and filtered to afford the title compound (6.96 g, 17.0 mmol) as a white solid. 1H NMR (CDCl3, 300 MHz) delta8.08 (d, 1H), 8.00 (d, 1H), 7.69 (s, 1H), 7,63 (dd, 1H), 7.41 (d, 1H), 7.35 (s, 5H), 5.15 (s, 2H), 4.78 (s, 2H), 4.28 (s, 2H), 3.70 (m, 2H), 3.32 (bs, 2H).

As the paragraph descriping shows that 78818-15-2 is playing an increasingly important role.

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics