Category: 112257-12-2

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

Commercially available imidazole (0.33 g, 4.9 mmol) was dissolved in 2 mL of freshly distilled DMF, under N2, and cooled to 0 C. Sodium hydride (0.14 g, 5.9 mmol) was added to the reaction and stirred for 30 min before a dropwise addition of tert-butyl 4-(2-bromoacetyl)piperazine-1-carboxylate (1.50 g, 4.9 mmol) dissolved in 2 mL of DMF. The mixture was slowly warmed to room temperature and stirred overnight. Addition of 10 mL of water caused a white precipitate to form. The solid was filtered and dried under reduced pressure overnight to afford tert-butyl 4-(2-(1H-imidazol-1-yl)acetyl)piperazine-1-carboxylate 8a (0.97 g,3.3 mmol, 67%); mp: 147-149 C. 1H NMR (400 MHz, CDCl3) delta 7.53(s, 1H), 7.11 (s, 1H), 6.96 (s,1H), 4.80 (s, 2H), 3.62 (bs, 2H), 3.48 (bs,6H), 1.47 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 165.0, 154.5, 138.1, 129.7, 120.2, 80.8, 48.2, 45.1, 43.5, 42.2, 28.5; HRMS (ESI TOF): [M+H]+Calc’d for C14H23N4O3 m/z 295.1770. Found, m/z 295.1751.

112257-12-2, As the paragraph descriping shows that 112257-12-2 is playing an increasingly important role.

Reference：
Article; Abuteen, Akram; Zhou, Feifei; Dietz, Christopher; Mohammad, Innus; Smith, Michael B.; Zhu, Quing; Dyes and Pigments; vol. 126; (2016); p. 251 – 260;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

Commercially available imidazole (0.33 g, 4.9 mmol) was dissolved in 2 mL of freshly distilled DMF, under N2, and cooled to 0 C. Sodium hydride (0.14 g, 5.9 mmol) was added to the reaction and stirred for 30 min before a dropwise addition of tert-butyl 4-(2-bromoacetyl)piperazine-1-carboxylate (1.50 g, 4.9 mmol) dissolved in 2 mL of DMF. The mixture was slowly warmed to room temperature and stirred overnight. Addition of 10 mL of water caused a white precipitate to form. The solid was filtered and dried under reduced pressure overnight to afford tert-butyl 4-(2-(1H-imidazol-1-yl)acetyl)piperazine-1-carboxylate 8a (0.97 g,3.3 mmol, 67%); mp: 147-149 C. 1H NMR (400 MHz, CDCl3) delta 7.53(s, 1H), 7.11 (s, 1H), 6.96 (s,1H), 4.80 (s, 2H), 3.62 (bs, 2H), 3.48 (bs,6H), 1.47 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 165.0, 154.5, 138.1, 129.7, 120.2, 80.8, 48.2, 45.1, 43.5, 42.2, 28.5; HRMS (ESI TOF): [M+H]+Calc’d for C14H23N4O3 m/z 295.1770. Found, m/z 295.1751.

112257-12-2, As the paragraph descriping shows that 112257-12-2 is playing an increasingly important role.

Reference：
Article; Abuteen, Akram; Zhou, Feifei; Dietz, Christopher; Mohammad, Innus; Smith, Michael B.; Zhu, Quing; Dyes and Pigments; vol. 126; (2016); p. 251 – 260;,
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.112257-12-2,tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

4-(2-bromoacetyl)piperazine-1-carboxylate (9.77 mmol, 1 eq.) in methanol (26 ml) at 0C. The reaction vial was sealed and the mixture stirred vigorously overnight at room temperature. The solvent was subsequently evaporated, the residue dissolved in hydrogen chloride (aqueous soln., 0.1 N, 100 ml) and extracted with ethyl acetate (3 x 100 ml). The pH of the recovered aqueous layer was adjusted to 10 by addition of sodium hydroxide (aqueous soln., 1 N), then the organics extracted with ethyl acetate (3 x 100 ml). The combined organic layers were dried over magnesium sulfate, filtered and the solvent evaporated under vacuum to give a light yellow crude product. Further trituration in diethyl ether conducted to the desired amine as a white solid used for the next step without additional purification. C11 H21N3O3; yield 58%; white solid; m.p. 159-160 C; M = 243.30 g/mol; IR (ATR): v = 2974 (w), 1675 (s), 1627 (s), 1417 (m), 1360 (m), 1235 (m), 1172 (m), 1123 (m), 990 (m), 759 (m) cm – ; H NMR (250 MHz, CDCI 3) delta 3.71-3.41 (m, 10H), 1.46 (s, 9H); C NMR (63 MHz, CDCI 3) delta 169.5 (C q), 154.6 (C q), 80.5 (C q), 50.4 (CH 2), 44.6 (2CH 2), 41.7 (2CH 2); HRMS: calcd. for CHH21 3O3 244.1661 , found. 244.1657;, 112257-12-2

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

Reference：
Patent; ASTON UNIVERSITY; GRIFFIN, Martin; RATHBONE, Daniel; BADARAU, Leonas Eduard; WO2014/57266; (2014); 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.112257-12-2,tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

4-(2-Oxo-2-piperazin-1-ylethyl)morpholine (42-2) Morpholine (0.22 g, 2.59 mmol), 42-1 (0.61 g, 1.99 mmol) and DIEA (0.33 g, 2.59 mmol) were dissolved in DMF (2 mL) and stirred for 18 hours at room temperature. The DMF was then removed under reduced pressure and the residue partitioned between water and methylene chloride. The methylene chloride was drawn off, dried and evaporated to a solid to afford 42-2. This recovered product was treated with neat trifluoroacetic acid and the excess trifluoroacetic acid evaporated off. The resulting residue was partitioned between methylene chloride and aqueous Na2CO3. The free base did not extract from the aqueous so the aqueous was evaporated to dryness, washed the methanol, and the solids filtered off to afford 42-2. 1H-NMR(CD3O): 3.69(t, 4H); 3.59 (t, 2H); 3.54(t, 2H); 3.22(s, 2H); 2.83(t, 2H); 2.77(t, 2H); 2.49(t, 4H).

112257-12-2, 112257-12-2 tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate 15829155, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Bilodeau, Mark T.; Hartman, George D.; Hoffman JR., Jacob M.; Sisko, John T.; Manley, Peter J.; Smith, Anthony M.; Tucker, Thomas J.; Lumma JR., William C.; Rodman, Leonard; US2002/137755; (2002); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

112257-12-2, To a stirred and cooled (0 C.) solution of the step 1 product (2.00 g, 6.51 mmol) and isopropanol (0.50 mL, 6.5 mmol) in N,N-dimethylformamide (60 mL) was added a 60% dispersion of sodium hydride in mineral oil (0.290 g, 7.25 mmol). The mixture was allowed to slowly warm to room temperature and stirred overnight. The reaction was then concentrated and partitioned between water (?100 mL) and ethyl acetate (?50 mL). The organic layer was combined with a second extract (ethyl acetate, 1*?30 mL), dried (Na2SO4) and concentrated to afford a pale amber gum. The crude product subjected to automated flash chromatography (Combiflash system; 50 to 75% ethyl acetate in heptane; 80 g Gold silica column) to afford purified title compound (Rf?0.6 with 3:1 ethyl acetate/heptane as the eluant) as colorless gum which slowly solidified to a white solid (0.515 g, 28%; low yield was the result of failed triggering of automatic fraction collection due to the compound’s weak UV activity). 1H NMR (400 MHz, CDCl3) 4.13 (s, 2H), 3.67 (hept, J=6.1 Hz, 1H), 3.61-3.51 (m, 4H), 3.48-3.39 (m, 4H), 1.47 (s, 9H), 1.19 (d, J=6.1 Hz, 3H) ppm.

As the paragraph descriping shows that 112257-12-2 is playing an increasingly important role.

Reference：
Patent; GENZYME CORPORATION; LIM, Sungtaek; BARKER, JR., Robert H.; CROMWELL, Mary A.; MAKINO, Elina; HIRTH, Bradford; JIANG, John; MANIAR, Sachin; MUNSON, Mark; CHOI, Yong-Mi; THURAIRATNAM, Sukanthini; MUSICK, Kwon Yon; PRIBISH, James; ANGELASTRO, Michael; US2020/102324; (2020); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

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

Commercially available imidazole (0.33 g, 4.9 mmol) was dissolved in 2 mL of freshly distilled DMF, under N2, and cooled to 0 C. Sodium hydride (0.14 g, 5.9 mmol) was added to the reaction and stirred for 30 min before a dropwise addition of tert-butyl 4-(2-bromoacetyl)piperazine-1-carboxylate (1.50 g, 4.9 mmol) dissolved in 2 mL of DMF. The mixture was slowly warmed to room temperature and stirred overnight. Addition of 10 mL of water caused a white precipitate to form. The solid was filtered and dried under reduced pressure overnight to afford tert-butyl 4-(2-(1H-imidazol-1-yl)acetyl)piperazine-1-carboxylate 8a (0.97 g,3.3 mmol, 67%); mp: 147-149 C. 1H NMR (400 MHz, CDCl3) delta 7.53(s, 1H), 7.11 (s, 1H), 6.96 (s,1H), 4.80 (s, 2H), 3.62 (bs, 2H), 3.48 (bs,6H), 1.47 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 165.0, 154.5, 138.1, 129.7, 120.2, 80.8, 48.2, 45.1, 43.5, 42.2, 28.5; HRMS (ESI TOF): [M+H]+Calc’d for C14H23N4O3 m/z 295.1770. Found, m/z 295.1751.

112257-12-2, As the paragraph descriping shows that 112257-12-2 is playing an increasingly important role.

Reference：
Article; Abuteen, Akram; Zhou, Feifei; Dietz, Christopher; Mohammad, Innus; Smith, Michael B.; Zhu, Quing; Dyes and Pigments; vol. 126; (2016); p. 251 – 260;,
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.112257-12-2,tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Commercially available 4-nitroimidazole (0.55 g, 4.9 mmol) was dissolved in 2 mL of freshly distilled DMF, under N2, and cooled to 0 C. Sodium hydride (0.14 g, 5.9 mmol) was added to the reaction and stirred for 30 min before a dropwise addition of tert-butyl 4-(2-bromoacetyl)piperazine-1-carboxylate (1.50 g, 4.9 mmol) dissolvedin 2 mL of DMF. The mixture was slowly warmed to room temperature and stirred overnight. Addition of 10 mL of water caused a white precipitate to form. The solid was filtered and dried under reduced pressure overnight to afford tert-butyl 4-(2-(4-nitro-1H-imidazol-1-yl)acetyl)piperazine-1-carboxylate 8b (1.26 g, 3.7 mmol,76%); mp: 197-199 C. 1H NMR (400 MHz, CDCl3) delta 7.82-7.81 (d,J 1.5 Hz, 1H), 7.45-7.44 (d, J 1.4 Hz, 1H), 4.86 (s, 2H), 3.65-3.63(m, 2H), 3.56-3.54 (m, 2H), 3.50-3.47 (m, 4H), 1.48 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 163.1, 154.6, 148.2, 137.1, 120.9, 81.1, 48.8, 45.0,42.5, 28.5; HRMS (ESI-TOF): [M+H]+ Calc’d for C14H22N5O5 m/z 340.1621. Found, m/z 340.1607.

112257-12-2, 112257-12-2 tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate 15829155, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Abuteen, Akram; Zhou, Feifei; Dietz, Christopher; Mohammad, Innus; Smith, Michael B.; Zhu, Quing; Dyes and Pigments; vol. 126; (2016); p. 251 – 260;,
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.112257-12-2,tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Commercially available 4-nitroimidazole (0.55 g, 4.9 mmol) was dissolved in 2 mL of freshly distilled DMF, under N2, and cooled to 0 C. Sodium hydride (0.14 g, 5.9 mmol) was added to the reaction and stirred for 30 min before a dropwise addition of tert-butyl 4-(2-bromoacetyl)piperazine-1-carboxylate (1.50 g, 4.9 mmol) dissolvedin 2 mL of DMF. The mixture was slowly warmed to room temperature and stirred overnight. Addition of 10 mL of water caused a white precipitate to form. The solid was filtered and dried under reduced pressure overnight to afford tert-butyl 4-(2-(4-nitro-1H-imidazol-1-yl)acetyl)piperazine-1-carboxylate 8b (1.26 g, 3.7 mmol,76%); mp: 197-199 C. 1H NMR (400 MHz, CDCl3) delta 7.82-7.81 (d,J 1.5 Hz, 1H), 7.45-7.44 (d, J 1.4 Hz, 1H), 4.86 (s, 2H), 3.65-3.63(m, 2H), 3.56-3.54 (m, 2H), 3.50-3.47 (m, 4H), 1.48 (s, 9H); 13C NMR (100 MHz, CDCl3) delta 163.1, 154.6, 148.2, 137.1, 120.9, 81.1, 48.8, 45.0,42.5, 28.5; HRMS (ESI-TOF): [M+H]+ Calc’d for C14H22N5O5 m/z 340.1621. Found, m/z 340.1607.

112257-12-2, 112257-12-2 tert-Butyl 4-(2-bromoacetyl)piperazine-1-carboxylate 15829155, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Abuteen, Akram; Zhou, Feifei; Dietz, Christopher; Mohammad, Innus; Smith, Michael B.; Zhu, Quing; Dyes and Pigments; vol. 126; (2016); p. 251 – 260;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

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

A solution of 4-(2-bromo- acetyl)-piperazine-l-carboxylic acid tert-butyl ester (0.39 g, 1.3 mmol) and 2-nitro-6,7- dihydro-5H-imidazo[2,l-b][l,3]oxazin-6.Sr-ol (0.2 g, 1.08 mmol) in DMF (9 ml) was cooled to -60 0C and treated with sodium hydride (50 mg, 1.3 mmol) and warmed to room temperature over 2 h. The mixture was diluted with ethyl acetate, washed with water dried over sodium sulfate and concentrated. The residue is purified by silica gel chromatography (5% methanol in dichloromethane) to give 4-[2-(2-nit?>-6,7-dihydro-5H- imidazo[2,l-b][l,3]oxazin-6S-yloxy)-acetyl]-piperazine-l-carboxylic acid tert-butyl ester as a yellow oil (314 mg, 77%). ESI MS m/z 434 (M + Na+); 1H NMR (400 MHz, CDCl3) delta 7.48 (s, IH), 4.48-4.40 (m, IH), 4.40-4.22 (m, 4H), 3.38-3.44 (s, 2H), 3.42-3.30 (m, 8H), 1.42 (s, 9H)., 112257-12-2

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

Reference：
Patent; CUMBRE PHARMACEUTICALS INC.; WO2008/8480; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics