Tag: M.W:200-300

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

140447-78-5, 1-(2-N-Boc-Aminoethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 5 10- { 3-[4-(N-Boc-2-amino)ethylpiperazinyl]propyl } -2-trifluoromethylphenothiazineTo a stirred suspension of the chloropropyl derivative 2 (1.2 g, 3.5 mmol) , potassium carbonate (1.5 g, 10.86 mmol), l-(2-N-Boc- aminoethyl)piperazine (0.78g, 3.5 mmol) in methyl ethyl ketone (30 mL), was added sodium Iodide (0.9 g, 6 mmol). The reaction mixture was stirred for 24 h at reflux under an atmosphere of argon. The reaction mixture was filtered, and filtrate was concentrated under vacuum.The residue was partitioned between ethyl acetate (30 mL) and brine (15 mL). The organic layer was dried over anhydrous sodium sulphate, filtered and evaporated. The resulting residue was purified by silica gel chromatography (9:1 CH2C^MeOH) to give 5 (1.2 g, 64%) as a foam. MS(ESI): m/z 537 (M+H).

140447-78-5, The synthetic route of 140447-78-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; IMMUNE CONTROL, INC.; WO2008/27521; (2008); 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

(c) (R)-4-[5-(4-Bromo-2-chloro-5-trifluoromethoxy-phenylcarbamol)-pyridin-2-yl]-3-methyl-piperazine-1-carboxylic acid tert-butyl ester To a reaction mixture of the product of the previous step (999 mg, 2.42 mmol) in a mixture of N,N-diisopropylethylamine (0.84 mL, 4.83 mmol); and DMSO (0.86 mL, 12.08 mmol) was added (R)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (726 mg, 3.62 mmol) and the reaction mixture was heated at 120 C. overnight and extracted with ethyl acetate/water. The organic layer was dried over sodium sulfate and concentrated under vacuum. The dark oil was dissolved in a small amount of DCM and purified by silica gel chromatography (24 g column, 0-40% ethyl acetate:hexanes) to produce the title intermediate as a white solid (916 mg, 64% yield). (m/z): [M+H]+ calcd for C23H25BrClF3N4O4 593.07, 595.07 found 595.4., 163765-44-4

As the paragraph descriping shows that 163765-44-4 is playing an increasingly important role.

Reference：
Patent; McKinnell, Robert Murray; Long, Daniel D.; US2013/287731; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8,5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3; Preparation of the dihydrochloride salt of ll-piperazinyldibenzo[b,f][l,4]thiazepme; [0038] The dewatered MTBE solution of 11 -rhoirhoerazinyldibenzo[b,f] [1 ,4]- thiazepine recovered in accordance with Example 2 is cooled to ambient temperature. 1200 ml of isopropanol are added, followed by 72 ml of concentrated hydrochloric acid. The mixture is stirred at ambient temperature for about 4 hours during which time the dihydrochloride salt of 1 l-piperazinyldibenzo[b,f][l,4]thiazepine begins to crystallize. The mixture is cooled to a temperature below 15 0C {e.g., to 10 0C), and filtered. The solids can be washed with cold isopropyl alcohol. Solvent-free solids can be recovered by vacuuming drying at 60-70 0C.

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CAMBREX CHARLES CITY, INC.; WO2006/135544; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

120737-59-9, tert-Butyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 139; N-1,2-Benzisoxazol-3-yl-3-methyl-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamide; [Show Image] (1) tert-Butyl 3-methyl-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxylate; To a solution of 1-tert-butoxycarbonyl-3-methylpiperazine (5.00 g, 24.0 mmol) and 4-tert-butoxycarbonylaminopiperidine (5.20 g, 26.4 mmol) in dimethylformamide (100 ml) was added triethylamine (3.35 ml, 24.0 mmol) at room temperature and the mixture was stirred at room temperature for 3 hours and at 70°C for 1 hour. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of ethyl acetate and hexane to obtain the desired product (6.75 g, 78.0percent) as a solid. 1H-NMR (CDCl3) delta; 1.31 (3H, d, J = 6.6 Hz), 1.50 (9H, s), 3.04 (1H, br s), 3.21 (1H, br s), 3.43 – 3.52 (1H, m), 3.74 – 3.79 (1H, m), 3.98 – 4.35 (3H, m), 7.40 – 7.44 (3H, m), 8.17 – 8.20 (2H, m)., 120737-59-9

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

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

314741-39-4, (S)-1-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-Methyl piperazine-2-carboxylate hydrochloride A mixture of (S)-tert-butyl methyl piperazine-1,3-dicarboxylate (366 mg, 1.5 mmol) and HCl in MeOH (20 mL, 2.9 M) was stirred at RT for 1 h. The mixture was concentrated in vacuo to yield the crude product (270 mg) as a yellow solid which was used directly in next step without further purification

314741-39-4, As the paragraph descriping shows that 314741-39-4 is playing an increasingly important role.

Reference：
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; WU, Tao; REN, Pingda; LIU, Yi; LIU, Yuan; LONG, Yun, Oliver; WO2015/54572; (2015); 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.154590-35-9,tert-Butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

Cool in ice a solution of the product of Preparation 17, Step 3 (1.50 g, 5.1 mmol) in THF (40 ml). Add DIPEA (1.08 ml, 6.2 mmol), then 2-chloroethyl chloroformate (0.76 g, 5.3 mmol). Stir 3 h and partition with ether and satd. NaHCO3. Dry (MgSO4) and concentrate to obtain the carbamate as a brown solid.

154590-35-9, As the paragraph descriping shows that 154590-35-9 is playing an increasingly important role.

Reference：
Patent; Schering Corporation; US2005/239795; (2005); 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.

Benzyl 4-(2-((tert-butoxycarbonyl)amino)acetyl)piperazine-l-carboxylate. To a mixture of N-Cbz-piperazine (2.2 mL, 11.4 mmol) and Boc-Gly-OH (1.8 g, 10.4 mmol) in DMF (20 mL) was added BOP (6.0 g, 13.6 mmol) and diisopropylethylamine (5.4 mL, 31.2 mmol). After stirring for 16h at rt, the resulting mixture was treated with saturated brine and then extracted with EtOAc. The combined organic layers were washed with 5percent aqueous NaHCCte and saturated brine, dried over sodium sulfate, filtered, and concentrated. The residue as purified by flash column chromatography eluting with Hexane:EtOAc (1 :2) to obtain benzyl 4-(2-((tert- butoxycarbonyl)amino)acetyl)piperazine-l-carboxylate (3.5 g, 89 percent yield) as a viscous oil. ESI-MS [M+Na]= 400.2; 1H NMR (600 MHz, CDCb) delta 7.39-7.2691 (m, 5H), 5.47 (br s, 1H), 5.15 (s, 2H), 3.96 (d, 2H, J=4.2), 3.62 (br s, 2H), 3.55-3.50 (m, 4H), 3.38 (br s, 2H), 1.45 (s, 9H).

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

Reference：
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; THE BRIGHAM AND WOMEN’ S HOSPITAL, INC.; CUNNINGHAM, James; LEE, Kyungae; REN, Tao; CHANDRAN, Kartik; WO2013/22550; (2013); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

694499-26-8, 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,694499-26-8

General procedure: To amixture of substituted benzoic acid obtained in the last step (0.12 mmol) in 5mL DMF, 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate (HATU, 0.18 mmol), ethyldiisopropylamine (DIPEA, 0.24 mmol)and 4-((4-methylpiperazin-1-yl)methyl)-3- (trifluoromethyl)aniline (0.1 mmol)was added. The resulting mixture was stirred at room temperature overnight. Thenthe reaction was extracted with ethyl acetate, washed with brine, dried overanhydrous Na2SO4, filtered and concentrated to give thecrude product, which was further purified by column chromatography to affordthe final compounds.

The synthetic route of 694499-26-8 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Han, Mei; Li, Shan; Ai, Jing; Sheng, Rong; Hu, Yongzhou; Hu, Youhong; Geng, Meiyu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5679 – 5684;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55121-99-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55121-99-8,(4-Aminophenyl)(4-methylpiperazin-1-yl)methanone,as a common compound, the synthetic route is as follows.

3,5-Dibromopyridine (249 mg, 1.05 mmol), [l-(tert-butoxycarbonyl)-H-indol-2- yl]boronic acid (302 mg, 1.16 mmol), Pd(PPh3J4 (61 mg, 0.05 mmol) and Na- HCO3 (309 mg, 3.68 mmol) in DME/water (3.5: 1, 4.5 mL) was irradiated with microwaves at 120 0C for 5 minutes, followed by 180 0C for 12 minutes. The reaction mixture was extracted with DCM (2×10 mL) and water (10 mL). The organic layers were combined, dried (Na2SO4), filtered and concentrated. The residue was purified by preparative HPLC (YMC ODS-AQ, 0.1% TFA-MeCN) to give 2-(5-bromopyridin-3-yl)-lH-indole. 2-(5-bromopyridin-3-yl)-lH-indole (10 mg, 0.04 mmol), {4-[(4-methylpiperazin-l-yl)carbonyl]phenyl}amine (12 mg, 0.06 mmol), Pd(OAc)2 (2 mg, 0.01 mmol), NaOtBu (12 mg, 0.13 mmol) and Xantphos (9 mg, 0.018 mmol) in toluene /tBuOH (5: 1, ImL) was irradiated with micro waves at 160 0C for 20 minutes. Additional Pd(OAphi (5 mg, 0.02 mmol) was added and the resulting mixture was irradiated with micro waves for a further 20 min at 160 0C. The crude mixture was extracted with EtOAc and 1 M aq NaOH and the product precipitated and was filtered off. The crude product was purified by preparative HPLC (ACE C8, 0.1% TFA, MeCN) followed by (XTerra C 18, 5OmM NH4HCO3 pH 10, MeCN). This gave the title compound as a white solid (0.7 mg). MS (ESI+) for C25H25N5O m/z 412 (M+H)+. HPLC 100%(System A), 96%(System B).

The synthetic route of 55121-99-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BIOVITRUM AB (PUBL); WO2007/147874; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics