Month: June 2021

5271-27-2, 1-Methyl-3-phenylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5271-27-2, To a 1000 ml three-necked flask, 600 ml of N, N-dimethylformamide and 2-chloronicotinamide (153 g, 0.98 mol) were added.1-methyl-3-phenylpiperazine (172 g, 0.98 mol) and potassium fluoride (114 g, 1.96 mol) were added and the mixture was heated to 140 ° C and stirred for 16 hours. The crude product was added to 1000 ml of ice water, stirred for 1 hour, Isolated by filtration to give a white solid. The white solid was further dried by blowing with air at 50 ° C to give 261 g of 2-(4-methyl-2-phenyl-1-piperazinyl)nicotinamide as a white solid in a yield of 90percent.

The synthetic route of 5271-27-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Beijing Ha Sanlian Science And Technology Co., Ltd.; Harbin Sanlian Pharmaceutical Co., Ltd.; Liu Jinai; Li Yuanzhen; Ning Ruibo; Wang Mingxin; (8 pag.)CN105367571; (2017); B;,
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

In a sealed tube, dissolve benzyl 3-oxopiperazine-l-carboxylate (500 mg, 2.13 mmol), A- bromo-acetophenone (425 mg, 2.13 mmol), Cs2CO3 (1.4 g, 4.26 mmol), Pd2dba3 (195 mg, 0.213 mmol) and xantphos (124 mg, 0.213 mmol) in dry dioxane (10 mL). Degas the mixture with Argon and heat at 115 0C overnight. Cool and dilute with EtOAc (25 mL). Filter the solution through Ce lite and evaporate the filtrate. Chromatograph the crude product on silica eluting with hexane/acetone (2: 1) to yield the title compound. LC-MS (M+l): 353.14

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

Reference：
Patent; NEUROGEN CORPORATION; WO2007/16496; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

169447-70-5, (S)-tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Heat a mixture of l,4-dichloro-2,3-dimethylpyridazine (6.06 g, 34.2 mmol), (S)-2- methyl-piperazine-1-carboxylic acid tert-butyl ester (6.88 g, 34.4 mmol) and dsopropylethylamine (30 ml, 172 mmol) in DMSO (30 mL) at 120 0C for 5 d. Cool and treat the mixture with additional (5)-2-methyl-piperazine-l-carboxylic acid tert-butyi ester (3.74 g, 18.7 mmol), and resume heating at 120 0C for an additional 2 d. Dilute the reaction mixture with EtOAc and wash with H2O and brine. Dry over Na2SO4, filter, and concentrate under reduced pressure. Purify the residue by flash silica gel chromatography (gradient of 20 to 50% EtOAc in hexanes) to afford the title compound as a pale yellow foam (7.36 g, 63%). ES/MS m/z (35Cl) 341.0 (M+l)., 169447-70-5

Big data shows that 169447-70-5 is playing an increasingly important role.

Reference：
Patent; ELI LILLY AND COMPANY; CLAY, Julia, Marie; HIPSKIND, Philip, Arthur; SALL, Daniel, Jon; WILSON (NEE TAKAKUWA), Takako; THOMPSON, Michelle, Lee; BASTIAN, Jolie, Anne; WO2010/56620; (2010); 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.

Step A Preparation of benzyl 4-(3-ethoxy-3-oxopropyl)-3-oxo-1-piperazine carboxylate Phenylmethyl 3-oxopiperazinecarboxylate (234 mg, 1.0 mmol) was dissolved in anhydrous DMF (5mL) and cooled to 0 C. To this solution was added NaH (44 mg, 1.1 mmol). The reaction mixture was stirred for 1 hour and allowed to warm to room temperature. The reaction was cooled to 0 C. and bromo ethyl propionate (0.144 ml, 1.1 mmol) was added. The reaction was stirred overnight and allowed to warm to room temperature. The reaction was poured into brine and extracted 3* with EtOAc. The organic layers were combined and the solvent evaporated. The resulting residue was purified by flash chromatography yielding 250 mg (75.0%) of the desired product. MS (ES) 335 (M+H)+

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

Reference：
Patent; Scarborough, Robert M.; Mehrotra, Mukund; Pandey, Anjali; Smyth, Mark; US2003/55244; (2003); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

848482-93-9, (S)-4-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,848482-93-9

To a sealed tube was added fert-butyl N-[(lS)-l -(3-bromophenyl)but-3-en-l -yl] carbamate, prepared as described in intermediate 2, (S)-benzyl (l-(3-bromophenyl)but-3-en- l-yl)carbamate (0.8 g, 2.221 mmol), (S)-4-(fer/-butoxycarbonyl)piperazine-2-carboxylic acid (0.562 g, 2.443 mmol), K2CO3 (0.921 g, 6.66 mmol) and DMSO (2.22 ml). The reaction was purged with Ar and then Cul (0.021 g, 0.111 mmol) was added. The reaction was sealed and stirred at 110 C overnight. The reaction was partitioned between water (40 ml) and EtOAc (50 ml). The organic layer was separated, washed with saturated aqueous NH4CI (40 ml), water (40 ml), and brine (40 ml). The layers were separated and the organic layer was dried over MgS04, filtered and concentrated to give crude (S)-l-(3-((S)-l- (((benzyloxy)carbonyl)amino)but-3-en-l-yl)phenyl)-4-(teri-butoxycarbonyl)piperazine-2- carboxylic acid as a greenish gum. Then to this crude material was added EtOAc (5 mL), but-3-en-l -amine (112 mg, 1.57 mmol), and pyridine (0.254 mL, 3.14 mmol) followed by addition of 2,4,6-tripropyl-l,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide (1 g, 1.570 mmol). The reaction was stirred at rt overnight. The reaction was diluted with EtOAc (30 ml) and the reaction was washed with saturated aqueous NaHC03 (20 ml), water (30 ml) and brine (30 ml). The organic layer was separated, dried over MgS04, filtered and concentrated. The residue was purified using ISCO system (0-100% EtO Ac/Hex gradient) to give (S)-tert- butyl 4-(3-((S)-l-(((benzyloxy)carbonyl)amino)but-3-en-l-yl)phenyl)-3-(but-3-en-l- ylcarbamoyl)piperazine-l-carboxylate (180 mg, 0.320 mmol, 20.4 % yield) as a white solid. (ESI) m/z: 563.4 (M+H)+. NMR (400MHz, CDCh) delta 7.36 (br. s., 4H), 7.27 – 7.23 (m, 1H), 6.85 (d, J=7.7 Hz, 1H), 6.73 (d, J=6.2 Hz, 2H), 6.65 (br. s., 1H), 5.78 – 5.54 (m, 2H), 5.21 – 5.06 (m, 5H), 5.03 – 4.92 (m, 2H), 4.76 (br. s., 1H), 4.23 – 4.10 (m, 1H), 3.99 (br. s., 1H), 3.78 – 3.64 (m, 2H), 3.55 (ddd, J=13.0, 9.7, 3.6 Hz, 1H), 3.49 – 3.42 (m, 1H), 3.41 – 3.23 (m, 3H), 2.62 – 2.44 (m, 2H), 2.24 – 2.09 (m, 2H), 1.52 – 1.48 (m, 9H).

As the paragraph descriping shows that 848482-93-9 is playing an increasingly important role.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHU, Yeheng; DILGER, Andrew K.; EWING, William R.; ORWAT, Michael J.; PINTO, Donald J.P.; (156 pag.)WO2017/19821; (2017); 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

5-Bromo-2-chloropyrimidine (7.50 g, 38.77 mmol), (3R)-1-Boc-3-methylpiperazine (8.15 g, 40.71 mmol) and potassium carbonate (6.08 mL, 100.81 mmol) were suspended in butyronitrile (90 mL) and heated to 120 C. for 15 hours and cooled to RT. The solvent was removed in vacuo and the residue taken up in ethyl acetate (500 mL), washed with water (70 mL) and brine (70 mL), dried (sodium sulphate), filtered and evaporated to leave the crude product. The crude product was purified by flash silica chromatography elution gradient 0 to 20% EtOAc in DCM. Pure fractions were evaporated to dryness to afford (R)-tert-butyl 4-(5-bromopyrimidin-2-yl)-3-methylpiperazine-1-carboxylate (13.69 g, 99%) as a pale yellow gum which crystallised on standing. 1H NMR (400 MHz, DMSO) 1.05 (d, 3H), 1.4 (s, 9H), 2.9 (m, 1H), 3.1 (m, 2H), 3.8 (d, 1H), 3.95 (m, 1H), 4.3 (d, 1H), 4.7 (m, 1H), 8.45 (s, 2H). m/z (ES+) (M+H)+=358; HPLC tR=3.55 min., 163765-44-4

The synthetic route of 163765-44-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AstraZeneca AB; US2011/65706; (2011); 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

fe/f-Butyl (S)-3-(hydroxymethyl)piperazine-1 – carboxylate (6.4 mg, 0.0295 mmol) was added to a stirred solution of Acid 4 (15.0 mg, 0.0295 mmol), HATU (13.5 mg, 0.0354 mmol) and DIPEA (0.016 ml_, 0.0885 mmol) in DCM (5.0 mL) at RT. After 22 h, further fe/f-butyl (S)-3-(hydroxymethyl)piperazine-1 -carboxylate (2.1 mg, 0.00983 mmol) was added. After a further 4 h, saturated sodium bicarbonate (aq) solution and further DCM were added and the resulting biphasic mixture was separated, extracted (x 2), the combined organic phase was dried (phase separator), the solvents were removed in vacuo, and the remaining residue was purified by flash chromatography using an 1 1 g KP-NH column (0- 100%, EtOAc in cyclohexane) to give the title compound (12.8 mg, 61 %) as a white solid. LCMS (Method A): RT = 1.64 min, m/z = 707 [M+H]+.

314741-40-7, The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ALMAC DISCOVERY LIMITED; HEWITT, Peter; MCFARLAND, Mary Melissa; ROUNTREE, James Samuel Shane; BURKAMP, Frank; BELL, Christina; PROCTOR, Lauren; HELM, Matthew Duncan; O’DOWD, Colin; HARRISON, Timothy; (280 pag.)WO2018/20242; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

655225-01-7, tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

655225-01-7, Example 1163 N-(imidazo[1,2-a]pyridin-7-ylmethyl)-5-[1-({4-methyl-1-[2-(piperazin-1-yl)ethyl]piperidin-4-yl}methyl)-1H-pyrazol-4-yl]thiophene-2-carboxamide (5912) A solution of N-(imidazo[1,2-a]pyridin-7-ylmethyl)-5-{1-[(4-methylpiperidin-4-yl)methyl]-1H-pyrazol-4-yl}thiophene-2-carboxamide (0.100 g, 0.197 mmol) in N,N-dimethylformamide (2 ml) was added tert-butyl 4-(2-bromoethyl)piperazine-1-carboxylate (0.058 g, 0.197 mmol) followed by N,N-diisopropylethylamine (0.138 ml, 0.788 mmol) and the reaction was stirred overnight. The reaction mixture was purified directly using normal phase chromatography and the resulting material was treated with HCl in dioxane (4M) for 2 hours then concentrated to give the title compound as a hydrochloride salt. 1H NMR (500 MHz, DMSO-d6) delta 14.64 (s, 1H), 10.40 (s, 1H), 9.72 (s, 1H), 9.54 (t, J=6.0 Hz, 1H), 8.89 (d, J=6.9 Hz, 1H), 8.34 (d, J=1.8 Hz, 1H), 8.22 (s, 1H), 8.16 (d, J=2.1 Hz, 1H), 7.91 (d, J=3.9 Hz, 1H), 7.87 (s, 1H), 7.83 (s, 1H), 7.50 (dd, J=7.0, 1.4 Hz, 1H), 7.28 (d, J=3.8 Hz, 1H), 4.64 (d, J=5.8 Hz, 2H), 4.23-3.54 (m, 10H), 3.35 (d, J=38.3 Hz, 8H), 1.72 (d, J=77.7 Hz, 4H), 0.98 (s, 3H); MS (ESI(+)) m/e 547 (M+H)+.

655225-01-7 tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate 15946441, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; AbbVie Inc.; Clark, Richard F.; Sorensen, Bryan; Osuma, Augustine T.; Frey, Robin; Longenecker, Kenton; Doherty, George; Curtin, Michael L.; Michaelides, Michael R.; Sweis, Ramzi F.; Pliushchev, Marina A.; Judd, Andy; Hansen, Todd M.; Heyman, Howard R.; US9187472; (2015); B2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

21655-48-1, cis-2,6-Dimethylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 211 N-{[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-N’-[(3′-{[(3R,5S)-3,5-dimethyl-1-piperazinyl]methyl}-6-fluoro-3-biphenylyl)methyl]-2,6-pyridinedicarboxamide N-{[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-N’-[(6-fluoro-3′-formyl-3-biphenylyl)methyl]-2,6-pyridinedicarboxamide (0.059 mmol) was diluted in DMSO (1.5 mL) and dispensed into a 1 dram vial containing (2R,6S)-2,6-dimethylpiperazine (0.177 mmol, 3.0 eq) and acetic acid (3.55 mg, 0.059 mmol) and fitted a magnetic stir bar. The resulting solution was stirred at room temperature for 4 h. MP-B(OAc)3H (0.591 mmol, 138 mg, 10.0 eq) was added and the solution was stirred for another 12 h. The polymer reagent was filtered. Purification was completed via a Gilson HPLC (acidic conditions). The product was dissolved in 3 mL of MeOH and passed through 0.5 g amine columns (washed with 8 mL of MeOH) to afford 29.9 mg of the title compound (66.5percent). LC-MS m/z 763 (M+H)+, 1.31 min (ret time).

21655-48-1, 21655-48-1 cis-2,6-Dimethylpiperazine 6950261, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Glaxo Group Limited; US2009/203657; (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.150407-69-5,(S)-1-((Benzyloxy)carbonyl)-4-(tert-butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EDC HC1 (1.5 eq) and HOBt (1.5 eq) were added to a solution of (5)-l-((benzyloxy)carbonyl)-4- (tert-butoxycarbonyl)piperazine-2-carboxylic acid (1.0 eq) in DMF (0.3 M) and the resulting mixture was stirred at 20 C for 15 min, then 2-hydroxy-l-(2-methoxyquinolin-3-yl)ethan-l-one (1.0 eq) and DMAP (0.3 eq) were added. After 2 h the solvent was removed and the residue was dissolved in EtOAc, washed with H20, brine, dried and concentrated. The residue was purified by flash chromatography (petroleum ether/EtOAc, from 100:0 to 20:80) to give the title compound (35%). MS (ES+) m/z 564 (M+H)+.

150407-69-5, As the paragraph descriping shows that 150407-69-5 is playing an increasingly important role.

Reference：
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. S.C.A.R.L. COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; BIANCOFIORE, Ilaria; CIAMMAICHELLA, Alina; FERRIGNO, Federica; HARPER, Steven; MALANCONA, Savina; ONTORIA ONTORIA, Jesus Maria; PAONESSA, Giacomo; PONZI, Simona; SUMMA, Vincenzo; (143 pag.)WO2018/115275; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics