Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl (S)-3-methylpiperazine-1-carboxylate (50 g, 250 mmol, leq) in DCM: AcOH (10: 3, 500 mL) was added 37percent HCHO (40.5 mL, 500 mmol, 2 eq) at 0°C and the resulting reaction mixture was stirred at room temperature for 3h. NaCNBH3 (31.5 g, 500 mmol, 2 eq) was added portion wise at 0°C and the resulting reaction mixture was stirred at room temperature for 2h. The progress of reaction was monitored with TLC, which indicated formation of nonpolar spot. The reaction mixture was basified with sat. aq, NaHCC solution and extracted with DCM (2 x 150 mL). The combined organic layer was washed with water, followed by brine solution and dried over Na2S04 then concentrated under reduced pressure to afford tert-butyl (S)-3,4-dimethylpiperazine-1-carboxylate (55g, crude) as colorless liquid. TLC system: MeOH : DCM (1 : 9); Rf.: 0.4.

120737-59-9, As the paragraph descriping shows that 120737-59-9 is playing an increasingly important role.

Reference：
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IV; (+/-)2-{4-[(4-chlorophenyl)(phenylmethyl)piperazin-1-yl}ethanol dihydrochlorideN-(4-Chloro benzhydril) piperazine (10 gm, 34.9 mmol) was taken in water (30 ml) and stirred at 25 C. Potassium carbonate (9.65 gm, 69.9 mmol), tetrabutyl ammonium bromide (0.05 g) were added in sequence into it while stirring. Then 2-chloroethanol (4.1 gm, 50.9 mmol) was added into the reaction mixture while stirring. The reaction mixture was heated at 80 C. After the reaction is(TLC), it was cooled to room temperature and extracted with ethyl acetate (20 ml). The ethyl acetate layer was washed with brine solution and dried. The organic layer was concentrated to obtain the 11 g compound. Yield: 94%. This was converted to corresponding hydrochloride salt by usual procedureIR (neat): 3300, 2287, 1597, 1494, 1440 cm-1 1H NMP (400 MHz, D2O) delta ppm: 7.53-7.32 (complex m, 9H), 5.27 (s, 1H), 3.85 (t, J=4 Hz, 2H), 3.59-3.52 (m, 4H), 3.39-3.34 (m, 6H).

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference：
Patent; CALYX CHEMICALS AND PHARMACEUTICALS PVT. LTD.; US2011/172425; (2011); 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.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.,3022-15-9

Piperazine-2-carboxylic acid dihydrochloride (10.0 g, 49.2 mmol) was dissolved in H2O (125 mL) and 1,4-dioxane (200 mL), and the solution was brought to pH 11 with 50% NaOH in H2O. Benzyl chloroformate (14 mL, 98 mmol) was added while maintaining the pH at 11 with 50% NaOH in H2O. After 1 h, an additional portion of benzyl chloroformate (2 mL, 14 mmol) was added. After 30 min, the solution was extracted with Et2O (3 x 100 mL). The aqueous layer was brought to pH 2 with concentrated HCl and extracted with EtOAc (3 x 200 mL). The combined EtOAc extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure to give 18.9 g (96%) of the desired product as a thick oil. The material was used without further purification. LC-MS: RT = 9.250 min; [M+H]+ = 421.1.

As the paragraph descriping shows that 3022-15-9 is playing an increasingly important role.

Reference：
Patent; CRITICAL THERAPEUTICS, INC.; WO2007/146066; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2,3-dichloro-1,4-naphthoquinone (0.37 g, 1.60 mmol) and 4-(4- methylpiperazin-1-yl)aniline (0.3 g, 1.46 mmol) was dissolved in EtOH (5 ml). The reaction was stirred and refluxed for 16 h. The residue was purified by flash column over silica gel (dichloromethane: methanol= 29: 1) to afford 77 (0.10 g, 17.30 %).1H NMR (300 MHz, CDCl3): delta 1.15 (t, J = 6.0 Hz, 3H), 2.48 (t, J= 6.0 Hz, 2H), 2.63 (t, J= 6.0 Hz, 4H), 3.26 (t, J= 6.0 Hz, 4H), 6.89 (d, J= 9.0 Hz, 2H), 7.03 (d, J= 8.7 Hz, 2H), 7.65-7.70 (m, 2H), 7.77-7.79 (m, 1H), 8.10- 8.13 (m, 1H), 8.18-8.20 (m, 1H).

115619-01-7, 115619-01-7 4-(4-Ethylpiperazin-1-yl)phenylamine 936738, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; TAIPEI MEDICAL UNIVERSITY; YEN, Yun; LIOU, Jing-ping; PAN, Shiow-lin; (44 pag.)WO2017/20030; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57260-70-5, tert-Butyl 4-benzylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57260-70-5

The 1-(1,1-dimethylethoxycarbonyl)-4-phenylmethylpiperazine-4-oxide hydrate used above was prepared as follows: STR42 A solution of 10.0 g (0.058 mole) m-chloroperbenzoic acid in 100 ml chloroform was added over a one hour period to a cooled (0-5 C.) solution of 16.1 g (0.058 mole) 1-[1,1-dimethylethoxycarbonyl]-4-phenylmethylpiperazine in 200 ml chloroform. External cooling was removed and the solution stirred for 96 hours at room temperature. The solution was then successively passed through four alumina-packed columns (2.2*16 cm), the eluent evaporated in vacuo, treated with 200 ml acetone and diluted with 50 ml hexane to yield 9.0 g white, crystalline solid, m.p. 123-126 C. (sealed capillary). An analytical sample from a prior run gave a satisfactory elemental analysis. Calc. for C16 H29 N2 O3.H2 O (310.40): C, 61.91; H, 8.44; N, 9.03; O, 20.62. Found: C, 61.91; H, 8.27; N, 9.07; O, 20.55.

As the paragraph descriping shows that 57260-70-5 is playing an increasingly important role.

Reference：
Patent; ICI Americas Inc.; US4247549; (1981); A;,
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.197638-83-8,1-Boc-4-(4-Formylphenyl)piperazine,as a common compound, the synthetic route is as follows.

Example 26 te/t-butyl 4-(4-(6-Bromo-7-(4-(1-phenylethyl)piperazin-1-yl)-3H-imidazo[4,5-jb]pyridin- 2-yl)phenyl)piperazine-1-carboxylate To a mixture of 5-bromo-3-nitro-4-[4-(1-phenyl-ethyl)-piperazin-1-yl]-pyridin-2-ylamine (prepared as described in example 70 of PCT/GB2006/004854; 0.042 g, 0.1 mmol) and EtOH (6.5 ml_) was added ferf-butyl 4-(4-formylphenyl)piperazine-1-carboxylate (0.038 g, 0.13 mmol) followed by a freshly prepared aqueous solution of Na2S2O4 (1 M; 0.40 mL, 0.40 mmol). The reaction mixture was stirred at 80 0C for 20 h, then allowed to cool to room temperature and concentrated in vacuo. The residue was absorbed on silica gel, the free-running powder was placed on a 10 g isolute silica column, and elution with a gradient of methanol (0 to 3%) in ethyl acetate / dichloromethane (v:v; 1 :1 ) afforded the title compound as a yellow solid (0.031 g, 48%). 1H-NMR (500 MHz, DMSO-d6) 1.36 (d, J = 6.7 Hz, 3H, CHCH3), 1.43 (s, 9H, OC(CHs)3), 2.53 (m, 2H), 2.60 (m, 2H), 3.26 (br t, 4H), 3.48 (m, 5H), and 3.61 (br s, 4H) (piperazine NCH2 and CHCH3), 7.07 (d, J = 9.0 Hz, 2H) and 8.03 (d, J = 8.8 Hz, 2H) (2,6-C6H4 and 3,5-C6H4), 7.25 (m, 1 H) and 7.36 (m, 4H) (PhH), 8.15 (s, 1 H, imidazo[4,5-]pyridine 5-H), 13.23 (br s, 1 H, imidazo[4,5-]pyridine N-H); LC (Method B) – MS (ESI, m/z): Rt = 4.14 min – 646, 648, [(M+H)+, Br isotopic pattern],

197638-83-8, 197638-83-8 1-Boc-4-(4-Formylphenyl)piperazine 2795509, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CHROMA THERAPEUTICS LTD.; WO2009/1021; (2008); 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.120737-59-9,tert-Butyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl (S)-3-methylpiperazine-1-carboxylate (50 g, 250 mmol, leq) in DCM: AcOH (10: 3, 500 mL) was added 37percent HCHO (40.5 mL, 500 mmol, 2 eq) at 0°C and the resulting reaction mixture was stirred at room temperature for 3h. NaCNBH3 (31.5 g, 500 mmol, 2 eq) was added portion wise at 0°C and the resulting reaction mixture was stirred at room temperature for 2h. The progress of reaction was monitored with TLC, which indicated formation of nonpolar spot. The reaction mixture was basified with sat. aq, NaHCC solution and extracted with DCM (2 x 150 mL). The combined organic layer was washed with water, followed by brine solution and dried over Na2S04 then concentrated under reduced pressure to afford tert-butyl (S)-3,4-dimethylpiperazine-1-carboxylate (55g, crude) as colorless liquid. TLC system: MeOH : DCM (1 : 9); Rf.: 0.4.

120737-59-9, As the paragraph descriping shows that 120737-59-9 is playing an increasingly important role.

Reference：
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

303-26-4, 1-((4-Chlorophenyl)(phenyl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IV; (+/-)2-{4-[(4-chlorophenyl)(phenylmethyl)piperazin-1-yl}ethanol dihydrochlorideN-(4-Chloro benzhydril) piperazine (10 gm, 34.9 mmol) was taken in water (30 ml) and stirred at 25 C. Potassium carbonate (9.65 gm, 69.9 mmol), tetrabutyl ammonium bromide (0.05 g) were added in sequence into it while stirring. Then 2-chloroethanol (4.1 gm, 50.9 mmol) was added into the reaction mixture while stirring. The reaction mixture was heated at 80 C. After the reaction is(TLC), it was cooled to room temperature and extracted with ethyl acetate (20 ml). The ethyl acetate layer was washed with brine solution and dried. The organic layer was concentrated to obtain the 11 g compound. Yield: 94%. This was converted to corresponding hydrochloride salt by usual procedureIR (neat): 3300, 2287, 1597, 1494, 1440 cm-1 1H NMP (400 MHz, D2O) delta ppm: 7.53-7.32 (complex m, 9H), 5.27 (s, 1H), 3.85 (t, J=4 Hz, 2H), 3.59-3.52 (m, 4H), 3.39-3.34 (m, 6H).

303-26-4, As the paragraph descriping shows that 303-26-4 is playing an increasingly important role.

Reference：
Patent; CALYX CHEMICALS AND PHARMACEUTICALS PVT. LTD.; US2011/172425; (2011); 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.3022-15-9,Piperazine-2-carboxylic acid dihydrochloride,as a common compound, the synthetic route is as follows.,3022-15-9

Piperazine-2-carboxylic acid dihydrochloride (10.0 g, 49.2 mmol) was dissolved in H2O (125 mL) and 1,4-dioxane (200 mL), and the solution was brought to pH 11 with 50% NaOH in H2O. Benzyl chloroformate (14 mL, 98 mmol) was added while maintaining the pH at 11 with 50% NaOH in H2O. After 1 h, an additional portion of benzyl chloroformate (2 mL, 14 mmol) was added. After 30 min, the solution was extracted with Et2O (3 x 100 mL). The aqueous layer was brought to pH 2 with concentrated HCl and extracted with EtOAc (3 x 200 mL). The combined EtOAc extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure to give 18.9 g (96%) of the desired product as a thick oil. The material was used without further purification. LC-MS: RT = 9.250 min; [M+H]+ = 421.1.

As the paragraph descriping shows that 3022-15-9 is playing an increasingly important role.

Reference：
Patent; CRITICAL THERAPEUTICS, INC.; WO2007/146066; (2007); A2;,
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.132710-90-8,1-Boc-4-(3-hydroxypropyl)piperazine,as a common compound, the synthetic route is as follows.

Triphenylphosphine (2.059 g, 7.85 mmol), tert-buty 4-(3-hydroxypropyl)piperazine-l- carboxylate (1.692 g, 6.93 mmol) and diisopropyl (E)-diazene-l,2-dicarboxylate (1.587 g, 7.85 mmol) were mixed in THF (20 mL) at 0 C, and then 4-chloro-3-hydroxy-5-nitrobenzamide (1 g, 4.62 mmol) was added. The reaction solution was maintained at RT for 16 hrs then the brown reaction solution was partitioned between sat. NaHC03 (aq) and EtOAc. The organic layer was washed with brine, dried over MgSCM, concentrated and purified on silica gel (20 %- 80 % (3:1 EtOAc/EtOH) / Hexane, with 2% NH4OH; 330 g RediSep column). Desired fractions were combined and concentrated to give the title compound as a white solid (970 mg, 47 % yield). *H NMR (400 MHz, DMSO-t) delta ppm 8.30 (s, 1 H), 8.05 (d, 3=1.77 Hz, 1 H), 7.88 (d, J=1.77 Hz, 1 H), 7.80 (s, 1 H), 4.28 (t, J=6.21 Hz, 2 H), 3.31 (br. s., 4 H), 2.48 (t, J=7.10 Hz, 2 H), 2.33 (t, J=4.94 Hz, 4 H), 1.96 (t, J=6.59 Hz, 2 H), 1.40 (s, 9 H). LCMS (LCMS Method K): Rt = 0.69 min, [M+H]+ = 443.4.

132710-90-8, As the paragraph descriping shows that 132710-90-8 is playing an increasingly important role.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHARNLEY, Adam Kenneth; DARCY, Michael G.; DODSON, Jason W.; DONG, Xiaoyang; HUGHES, Terry V.; KANG, Jianxing; LEISTER, Lara Kathryn; LIAN, Yiqian; LI, Yue; MEHLMANN, John F.; NEVINS, Neysa; RAMANJULU, Joshi M.; ROMANO, Joseph J.; WANG, Gren Z.; YE, Guosen; ZHANG, Daohua; (451 pag.)WO2017/175147; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics