Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112257-24-6,1-Boc-3-Carbamoylpiperazine,as a common compound, the synthetic route is as follows.,112257-24-6

A mixture of (S) -5- (1- ( (tert-butoxycarbonyl)amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl)oxazole-4-carboxylic acid (300 mg, 0.64 mmol) , tert-butyl3-carbamoylpiperazine-1-carboxylate (153 mg, 0.64 mmol) , EDCI (250 mg, 1.3mmol) and HOAT (174 mg, 1.3 mmol) in DCM (25 mL) was stirred at 0 , and DIPEA(0.33 mL, 1.93 mmol) was added dropwise. After the addition, the mixture wasstirred at rt for 5 h and washed with water (10 mL × 3) . The organic layer wasdried over anhydrous Na2SO4 and concentrated. The residuewas purified by silica gel chromatography eluted with Petroleum ether/EtOAc(v/v) 2/3 to give the title compound as a white solid (220 mg, 50) . 1H NMR (400 MHz, CDCl3): delta ppm 7.52-7.61 (m, 2H) , 7.26 (d, J 8.3 Hz, 1H) , 6.72 (t, JF-H 75.0 Hz, 1H) , 5.42-5.49 (m, 1H) , 5.15-5.23 (m, 1H) , 4.01 (d, J 6.9 Hz,2H) , 3.71-3.79 (m, 1H) , 3.17-3.24 (m, 2H) , 1.59-1.64 (m, 3H) , 1.51 (s, 9H), 1.42 (m, 9H) , 1.30-1.35 (m, 1H) , 0.69-0.73 (m, 2H) , 0.42-0.45 (m, 2H) and MS-ESI: m/z 680.30 [M+H] +.

112257-24-6 1-Boc-3-Carbamoylpiperazine 11042527, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; YU, Tianzhu; ZHANG, Xiangyu; ZHANG, Shiguo; ZHANG, Jiancun; CHENG, Changchung; (426 pag.)WO2016/34134; (2016); A1;,
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

6-Chloropyridine-2-carbonitrile (250 mg, 1.8 mmol) and tert-butyl (2S)-2- methylpiperazine-1-carboxylate (433 mg, 2.17 mmol) were added to a reaction tube with DIPEA (377 pi, 2.17 mmol) in DMF (2.5 ml). The tube was then sealed and the reaction stirred at 80 C for 20 hours. The reaction mixture was concentrated in vacuo and the residue was partitioned between EtOAc (25 ml) and sat aq NaHCO3 (25 ml). The organics were separated and the aqueous phase extracted with EtOAc (2 x 20 ml). The combined organics were washed with water (20 ml), brine (20 ml), dried over MgSO4 and filtered. The filtrate was concentrated in vacuo and the residue was purified via flash column chromatography (gradient of 0 – 100% EtOAc in heptane followed by 0-100% MeOH in EtOAc). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a yellow oil (321 mg, 51 %).1HNMR(500 MHz, Chloroform-d) 7.51 (dd, J = 8.8, 7.2 Hz, 1H), 6.96 (d, J = 7.1 Hz, 1H), 6.76 (d, J = 8.8 Hz, 1H), 4.32 (s, 1H), 4.11 (s, 1H), 4.03 -3.88 (m, 2H), 3.36-3.19 (m, 2H), 3.11 – 2.98 (m, 1H), 1.48 (s,9H), 1.17 (d, J = 6.7 Hz, 3H).LCMS Method 2 – Tr = 1.23 mm (ES+) (M+H)+ 288.0, 169447-70-5

The synthetic route of 169447-70-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; O’NEILL, David John; SAIAH, Eddine; KANG, Seong Woo Anthony; BREARLEY, Andrew; BENTLEY, Jonathan; (565 pag.)WO2018/89433; (2018); 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.

78818-15-2, (2R, 3R, 4R)-2- [ (1R)-1- [3,5-Bis (trifluoromethyl) phenyl] [ETHOXY]-3- (4-] fluorophenyl) tetrahydro-2H-pyran-4-methyl methanesulfonate (WO 00/56727-A1 ; 2.32 g, 4.26 mmol) was added to a solution of [4-BENZYLOXYCARBONYLPIPERAZIN-2-ONE] (1.30 g, 5.54 mmol) and sodium hydride (60% dispersion in mineral oil, 170 mg, 4.26 mmol) in N, [N-DIMETHYLFORMAMIDE] (25 mL) and the mixture was stirred at [50 C] for 16 hours. Further sodium hydride (60% dispersion in mineral oil, 85.2 mg, 2.13 mmol) was added the mixture was stirred at 50 [C] for 1.5 hours. The mixture was cooled and the solvent was evaporated under reduced pressure. Water (50 mL) was added and the mixture was extracted with ethyl acetate [(3] x 100 mL). The combined organic fractions were washed with brine (150 mL), dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography on silica gel, eluting with hexane/EtOAc (70: 30 increasing to 0: 100) to give the title compound (2.06 g, [71%).] m/z (ES+) 683 [(M+1),] 425 [(M+1-CIOHSF6O).]

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

Reference：
Patent; MERCK SHARP & DOHME LIMITED; WO2004/9573; (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.259808-67-8,1-Boc-3,3-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

Step 1 : tert-butyl 4-(4-fluorophenyl)-3,3-dimethyl-piperazine-l-carboxylate [00400] A32-1 (200.0 mg, 0.933 mmol, 1.00 eq), A32-2 (310.8 mg, 1.40 mmol, 0. 16 mL, (1153) 1.50 eq), f-BuONa (179.4 mg, 1.87 mmol, 2.00 eq) and bis(tri-tertbutylphosphine) Palladium(O) (47.69 mg, 0.093 mmol, 0. 10 eq) were taken up into toluene (6.00 mL). The reaction mixture was stirred at 1 10 C for 2 hour under N2. LCMS and TLC (Petroleum ether: Ethyl acetate=10/l) showed desired compound was found and the starting material was consumed completely. The reaction mixture was concentrated to give a crude product. The residue was purified by Prep- TLC (Petroleum ether: Ethyl acetate= 10/1) to give the A32-3 (260.0 mg, 0.776 mmol, 83. 1 1% yield, 92% purity) as a yellow oil. LCMS (ESI): RT =0.630 min, mass calcd. for C17H25FN2O2 308.19, m/z found 308.9 [M+H]+, 259808-67-8

The synthetic route of 259808-67-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; VIVACE THERAPEUTICS, INC.; LIN, Tracy Tzu-Ling Tang; KONRADI, Andrei W.; VACCA, Joseph; SHEN, Wang; COBURN, Craig; (231 pag.)WO2017/58716; (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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

N-Cbz piperazine (8.24 g, 37.4 mmol), 3-iodobenzyl alcohol 265 (7g, 29.9 mmol), 2-bis(tert-butyl)phosphinobiphenyl (1.8 g, 6.0 mmol), palladium acetate (1.34 g, 6.0 mmol) and cesium carbonate (14.6 g, 44.9 mmol) were combined with benzene (72 mL) at ambient temperature. This mixture was purged with argon and heated to 70° C. for 14 h. The reaction mixture was cooled to ambient and diluted with EtOAc (40 mL); the resulting mixture was stirred vigorously for 10 min Solids were removed by filtration, washed with EtOAc (2.x.20 mL) and the filtrate was concentrated in vacuo. The residue was purified by silica gel chromotography (4:1 Hex/EtOAc) to afford 255 (2.29 g, 24percent) as a light-yellow semi-solid., 31166-44-6

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (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.163765-44-4,(R)-1-Boc-3-Methylpiperazine,as a common compound, the synthetic route is as follows.

Example 2] Synthesis of compound (I-41) a) Synthesis of compound 7 [Show Image] Under the nitrogen atmosphere, toluene (7.5 ml) was added to a compound 2 (1.50 g, 7.30 mmol), a commercially available compound 6 (1.46 g, 7.30 mmol), and sodium tert-butoxide (1.05 g, 10.9 mmol) were added, and the system was degassed, and replaced with nitrogen. BINAP (68.2 mg, 0.11 mmol), and palladium acetate (16.4 mg, 0.07 mmol) were added to react them at 80C for 1 hour. After cooling, a solvent was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain a compound 7 (1.26 g, yield 53%). 1H-NMR (CDCl3 / TMS) deltappm: 0.97 (d, J = 6.4Hz, 3H), 1.48 (s, 9H), 2.33 (s, 3H), 3.00-3.40 (m, 4H), 3.68-4.05 (m, 3H), 6.67 (dd, J = 8.9, 2.7Hz, 1H), 6.75 (d, J = 2.7Hz, 1H), 7.20 (d, J = 8.9Hz, 1H).

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; Shionogi&Co., Ltd.; EP2184272; (2010); 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.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.

[00499] A mixture of 6-chloro-4-(2,4-dichlorophenylthio)-1H-indole-2-carboxylic acid (100 mg, 0.27 mmol), 3-chloro-4-(4-methylpiperazin-1-yl)benzenamine (122 mg, 0.54 mmol), HATU (156 mg, 0.41 mmol), Et3N (136 mg, 1.35 mmol) in DMF (5 mL) was stirred for 16 h at rt. The reaction was quenched with water (10 mL) and extracted with ethyl acetate (20 mL). The organic phase was washed water (10 mL x 2), and brine (10 mL), dried (Na2S04), filtered and concentrated in vacuo and the residue was purified by prep-HPLC (0.01%TFA) to afford 6-chloro-N-(3-chloro- 4-(4-methylpiperazin-1-yl)phenyl)-4-(2,4-dichlorophenylthio)-1H-indole-2-carboxamid (TFA salt) I-lll (56.0 mg, 0.08 mmol, 30%) as a white solid. ESI-MS (EI+ m/z): 581.0 [M+H]+. 1H MR (500 MHz, DMSO) delta 12.32 (d, J= 1.5 Hz, 1H), 10.41 (s, 1H), 9.86 (s, 1H), 7.96 (d, J= 2.5 Hz, 1H), 7.77 (d, J= 2.5 Hz, 1H), 7.71 (dd, J= 8.5 Hz, J= 2 Hz, 1H), 7.63 (s, 1H), 7.31-7.25 (m, 3H), 6.72 (d, J= 8.5 Hz, 1H), 3.52 (s, 2H), 3.49 (s, 2H), 3.24 (s, 2H), 3.00 (s, 2H), 2.88 (s, 3H)., 16154-72-6

The synthetic route of 16154-72-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NAVITOR PHARMACEUTICALS, INC.; MAHONEY, Sarah; MOLZ, Lisa; NARAYAN, Sridhar; SAIAH, Eddine; (516 pag.)WO2018/191146; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

192130-34-0, tert-Butyl 4-(2-aminoethyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3: fert-Butyl 4-(2-(nonylamino)ethyl)piperazine-l -carboxylate Chemical Formula: C20H41N3O2 Molecular Weight: 355.57 [00633] To a solution of 1 -bromononane (1.81 g, 8.72 mmol) in MeCN (44 mL) was added 4-(2-aminoethyl)-l-boc-piperazine (2.0 g, 8.72 mmol), K2C03 (2.4 g, 17.4 mmol), and KI (145 mg, 0.872 mmol). The reaction was allowed to stir at 65 °C for 16 hours. The reaction mixture was cooled to room temperature, filtered, and the solids were washed with hexanes. The filtrate was extracted with hexanes, and the combined extracts were concentrated in vacuo. Purification by ISCO silica flash chromatography (0-20percent MeOH/DCM) provided fert-butyl 4- (2-(nonylamino)ethyl)piperazine-l-carboxylate (775 mg, 25percent). UPLC/ELSD: RT = 0.47 min. MS (ES): m/z (MH+) 356.41 for C20H41N3O2 (1738) XH-NMR (300 MHz, CDC13) delta: ppm 3.44 (br. m, 4H); 2.74 (t, 2H); 2.63 (t, 2H); 2.53 (t, 2H); 2.41 (br. m, 4H); 1.48 (br. m, 9H); 1.30 (br. m, 14H); 0.90 (t, 3H)., 192130-34-0

As the paragraph descriping shows that 192130-34-0 is playing an increasingly important role.

Reference：
Patent; MODERNATX, INC.; BENENATO, Kerry E.; BUTCHER, William; (437 pag.)WO2017/112865; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

196811-66-2, tert-Butyl 4-carbamothioylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The production of compound No. 49 proceeds according to the sequence of reaction steps shown in the following scheme: The initial step is as described in example 14. Then the conversion from 5 to 25 was performed during 6 hours at reflux in methanol in the presence of a molar equivalent of 24 and a molar equivalent of sodium hydrogenocarbonate, and the desired intermediate 25 was obtained in 81% yield. The conversion from 25 to 26 was performed during 3 hours at 20 C. in the presence of triethylamine, and the desired intermediate 26 was obtained in 73% yield. The conversion from 26 to the final compound No. 49 was performed during 6 hours at 20 C. in the presence of a molar excess of triethylamine., 196811-66-2

As the paragraph descriping shows that 196811-66-2 is playing an increasingly important role.

Reference：
Patent; NV reMYND; US2010/197703; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

548762-66-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.548762-66-9,(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(b) (2S,5R)-4-[5-(4-Bromo-3-trifluoromethoxy-phenylcarbamoyl)-pyridin-2-yl]-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester The product of the previous step (3.86 g, 10.2 mmol) (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (2.62 g, 12.2 mmol) and N,N-diisopropylethylamine (5.32 mL, 30.5) was dissolved in DMSO (12 mL). The reaction mixture heated at 120 C. for 3 h, diluted with EtOAc (100 mL), washed with water, and saturated NH4Cl, water, and brine. The reaction mixture was evaporated to about 40% volume and 3 M HCl in cyclopentyl methyl ether (4.24 mL, 12.7 mmol) was added slowly. Seeds from a previous run at smaller scale were added and the reaction mixture was stirred for 2 days and filtered to provide the HCl salt of the title intermediate (5.15 g, 83% yield). Analytical HPLC: Retention time=21.1 min.

The synthetic route of 548762-66-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Thalladi, Venkat R.; Nzerem, Jerry; Huang, Xiaojun; Zhang, Weijiang; US2013/295048; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics