Month: May 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57184-25-5,1-(Cyclopropylmethyl)piperazine,as a common compound, the synthetic route is as follows.,57184-25-5

The cis-isomer may be prepared analogously. cis- and trans-4-(4-cyclopropylmethyl-piperazin-1-yl)-cyclohexylamine 9.8 g (33.4 mmol) of 4-dibenzylcyclohexanone is dissolved in 100 mL dichloromethane and stirred with 5.6 g (40 mmol) of N-cyclopropylmethylpiperazine and 8.5 g (40 mmol) of NaBH(OAc)3 for 12 h at RT. Then the mixture is combined with water and potassium carbonate, the org. phase is separated off and dried and the solvent is eliminated in vacuo. The residue is purified on a silica gel column (approx. 50 mL silica gel, approx. 3 L ethyl acetate 95/methanol 5+0.25% conc. ammonia). The desired fractions are evaporated down in vacuo. The faster eluding cis compound crystallises from ethyl acetate. The trans compound is crystallized from ethanol+conc. HCl. Yield: 8.5 g (61%) cis-isomer and 2.2 g (13%) trans-isomer.

The synthetic route of 57184-25-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2006/35903; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5521-39-1, 2-(4-(4-Aminophenyl)piperazin-1-yl)ethanol is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5521-39-1, To a stirred solution of 21 3-(2,6-dichlorophenyl)-7-(methylthio)-2,3-dihydro-4H-pyrimido[5,4-e][1,3]oxazin-4-one (0.2 g, 0.58 mmol, 1.0 eq) in 5 mL 24 toluene 25 m-CPBA (0.251 g, 1.46 mmol, 2.5 eq) was added under stirring and resulting mixture was allowed to stir at rt for 30 min. Further, 604 2-(4-(4-aminophenyl)piperazin-1-yl)ethan-1-ol (0.129 g, 0.58 mmol, 1.0 eq) and 27 DIPEA (0.302 g, 2.33 mmol, 4 eq) were added and the reaction was allowed to stir at rt for 12 h. The reaction was monitored by LCMS. After completion reaction was quenched with 7 water and extracted with ethyl acetate (5 mL×3). The combined organic layer was washed with brine solution (10 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product which was purified by flash chromatography (MeOH: CH2Cl2 1-10%) to afford 607 3-(2,6-dichlorophenyl)-7-((4-(4-(2-hydroxyethyl)piperazin-1-yl)phenyl)amino)-2,3-dihydro-4H-pyrimido[5,4-e][1,3]oxazin-4-one (0.008 g, 10%) as white solid. (0628) LCMS: 515 [M+1]+ (0629) 1H NMR (400 MHz, DMSO-d6): delta 10.18 (s, 1H), 8.78 (s, 1H), 8.20 (s, 1H), 7.65 (d, J=8.33 Hz, 2H), 7.51 (d, J=7.45 Hz, 2H), 6.92 (d, J=8.33 Hz, 2H), 5.71 (br s, 2H), 4.43 (br s, 2H), 3.53 (d, J=6.14 Hz, 2H), 3.17 (d, J=5.26 Hz, 1H), 3.09 (br s, 1H), 1.23 (br s, 1H), 1.16 (d, J=10.09 Hz, 1H).

5521-39-1 2-(4-(4-Aminophenyl)piperazin-1-yl)ethanol 767100, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); 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.

A mixture of (R) -tert-butyl 3-methylpiperazine-1-carboxylate (250 mg, 1.25 mmol) , cyclopropanecarboxylic acid (130 mg, 1.50 mmol) , EDCI (480 mg, 2.50 mmol) and HOAT (254 mg, 1.87 mmol) in DCM (10 mL) was stirred at 0 , and DIPEA (0.65 mL, 3.74 mmol) was added dropwise. After the addition, the mixture was stirred at rt for 10 h and washed with water (10 mL × 3) . The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with Petroleum ether/EtOAc (v/v) 2/1 to give (R) -tert-butyl 4- (cyclopropanecarbonyl) -3-methylpiperazine-1-carboxylate as colorless oil (310 mg, 93) .1H NMR (400 MHz, CDCl3) : delta ppm 4.24-4.50 (m, 1H) , 3.78-4.07 (m, 2H) , 2.90-3.41 (m, 3H) , 2.81 (s, 6H) , 1.50 (s, 9H) , 1.12-1.36 (m, 4H) , 0.96-1.05 (m, 2H) , 0.74-0.82 (m, 2H) and MS-ESI: m/z 213.10 [M-55] +.

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

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

120737-78-2, tert-Butyl 2-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example C.4 Preparation of rac-4-(6-Carboxy-pyridin-3-yl)-2-methyl-piperazine-1 carboxylic acid tertbutylester A solution of 5-fluoropicolinic acid (0.47g, 3.33 mmol) and 2-methylpiperazine N1 Boc (1.00 g,5.00 mmol) in DMA (2.00 ml) was heated to 160C in a microwave reactor for 1 hour. Thesolvent was evaporated under high vacuum. The residue was taken in water and acidified to pH 3.The aqueous phase was extracted 3 times with ethyl acetate, dried and concentrated. The crudeproduct was purified with flash column chromatography on silica gel (Eluent: Heptane/ethyl acetate 0 to 20) to provide 1.17 g (100 %) of the title compound.

120737-78-2, As the paragraph descriping shows that 120737-78-2 is playing an increasingly important role.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PTC THERAPEUTICS INC.; DAKKA, Amal; GREEN, Luke; KARP, Gary; NARASIMHAN, Jana; NARYSHKIN, Nikolai; PINARD, Emmanuel; QI, Hongyan; RATNI, Hasane; RISHER, Nicole; WEETALL, Marla; WOLL, Matthew; WO2014/209841; (2014); 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.216144-45-5,4-(4-Methylpiperazin-1-yl)benzylamine,as a common compound, the synthetic route is as follows.

Example 280 6-(2,3-dimethylphenyl)-4-N-{[4-(4-m 2,4-diamine. A mixture of 4-chloro-6-(2,3-dimethylphenyl)pyrimidin-2-amine (23 mg, 0.10 mmol), [4-(4-methylpiperazin-1-yl)phenyl]methanamine (29 mg, 0.14 mmol) and Hunig’s base (35 muIota_, 0.20 mmol) in n-butanol (1.5 ml_) was heated in a sealed tube at 85C overnight. The reaction mixture was concentrated and purified by preparative HPLC. LCMS [M+H]+ 403.

216144-45-5, 216144-45-5 4-(4-Methylpiperazin-1-yl)benzylamine 2776493, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (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.50606-32-1,Butyl piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

50606-32-1, 2-{[Methyl(5,6,7,8-tetrahydro-8-quinolinyl)amino]methyl}-1H-benzimidazole-4-carboxylic acid (190 mg, 0.56 mmol), bis(2-oxo-3-oxazolidinyl)phosphinic chloride(220 mg, 0.85 mmol), /V-butoxycarbonylpiperizine (104 mg, 0.56 mmol), and N,N-diisopropylethylamine (110 mg, 0.85 mmol) were dissolved in acetonitrile (5mL) andA/,/V-dimethylformamide (2ml_) and the reaction was stirred for 16 h at 35 C. Thereaction mixture was concentrated and purified using reverse phase HPLC (0% to70% acetonitrile/water/0.1% trifluoroacetic acid gradient) to provide the protectedamine (56 mg). The amine was dissolved in dichloromethane (3mL) andtrifluoroacetic acid (2mL) and stirred for 3 h. The reaction was concentrated,dissolved in water and lyophilized to provide the product (68 mg, 30%) as an off-white trifluoroacetate salt: 1H-NMR (DMSO-cf6) 8 8.62 (d, 1H), 7.94 (d, 1H), 7.72 (d,1H), 7.58-7.54 (m, 1H), 7.41-7.35 (m, 2H), 4.74-4.70 (m, 1H), 4.60 (d, 1H), 4.48 (d,1H), 4.38 (s, 2H), 3.25 (br s, 4H), 3.13 (br s, 4H), 2.88-2.80 (m, 2H), 2.65 (s, 3H),2.36-2.30 (m, 1H), 2.08-1.96 (m, 2H), 1.82-1.72 (m, 1H). MS m/z405 (M+1).

The synthetic route of 50606-32-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/23400; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

138775-02-7, (R)-4-((Benzyloxy)carbonyl)-1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(2i?)-4-[(Benzyloxy)carbonyl]-l-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (1.4 g, 3.9 mmol) was dissolved in dimethoxyethane (10 mL) and to the cooled resultant solution was added N-methylmorpholine (0.4 g, 3.9 mmol) followed by isobutyl chloroformate (0.54 g, 3.9 mmol) by means of drops. The mixture was stirred at 0C for 20 min and then the mixture was filtered. The filtrate was transferred to a 500 mL flask and then cooled again. Sodium borohydride (0.22 g, 5.9 mmol) dissolved in water (5 mL) was added and the external cooling bath was removed. The reaction mixture was stirred until the temperature of it had reached RT whereupon water (120 mL) was added. The mixture was extracted trice with ethyl acetate and the combined organic solutions were dried and then evaporated. The product was purified by column chromatography on silica gel (ethyl acetate – heptane 10% to 70%). There was obtained 1.2 g (84%) of 4-benzyl 1-tert-butyl (2i?)-2-(hydroxymethyl)piperazine-l,4-dicarboxylate as a colorless oil. 1HNMR (500 MHz, CDCl3): 1.4 (s, 9H), 2.7-3.2 (b, 4H), 3.5 (b, 2H), 3.8-4.2 (m, 4H), 5.1 (m, 2H)5 7.2- 7.4 (m, 5H); LCMS: m/z 349 (M-I)

138775-02-7, As the paragraph descriping shows that 138775-02-7 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2007/37743; (2007); 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

A mixture of 5 -chloro- 1 -methyl-4-nitro- 1H-pyrazole (1 .00 g, 6.21 mmol), (S)-tertbutyl-2-methylpiperazine- 1 -carboxylate (1.86 g, 9.32 mmol), DIPEA (2.40 g, 18.6 mmol) in EtOH (20 mL) was microwave irradiated for 3 h at 130 C. The reaction mixture was then cooled down, concentrated, and purified by chromatography (silica, PE/EtOAc = 10/1 to 5/1) to afford (S)-tertbutyl-2-methyl-4-( 1 -methyl-4-nitro- 1H-pyrazol-5 -yl)piperazine- 1 -carboxylate (1 .92 g, 5.90 mmol, 95%) as a yellow oil. ESI-MS (EI, m/z): 326.0 [M+H].

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

5464-12-0, 1-(2-Hydroxyethyl)-4-methylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5464-12-0, To mixture of Scheme 41 compound 1 (2.00 g, 9.80 mmol), Scheme 41 compound 2 (1.41 g, 9.85 mmol), Cs2C03 (9.60 g, 29.55 mmol) and Xantphos (569 mg, 0.98 mmol) in dry toluene (20 mL) was added Pd(OAc)2 (221 mg, 0.98 mmol) and the reaction mixture was heated to 90°C for 12 h. After TLC showed the starting material was completely consumed, the reaction mixture was cooled to RT, passed through a pad of celite and washed with EtOAc. The filtrate was washed with water and brine, dried over Na2S04 and concentrated to give a residue which was purified by flash chromatography on silica gel (eluting with CH2Cl2/MeOH 100/0 gradually increasing to 95/5) to give Scheme 41 compound 3 (1.10 g, 33percent) as a pale yellow solid. MS [ESI, MH+] = 267.13.

As the paragraph descriping shows that 5464-12-0 is playing an increasingly important role.

Reference：
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (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.1214196-85-6,1-(tert-Butoxycarbonyl)piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

A mixture of 1-(tert-butoxycarbonyl)piperazine-2-carboxylic acid (23 g, 100 mmol) in THF (200 mL) was added NaOH (1 mol/L in H2O, 200 mL, 200 mmol), followed by added Cbz-Cl (19 g, 110 mmol) dropwise. The mixture was stirred at 25 C. for 4 hours. HCl (1N in H2O) was added to pH=5, the organic phase was washed with H2O, brine, dried and evaporated to afford product as yellow oil (25 g, 69%). MS (ESI): mass calcd. for C18H24N2O6 364.16, m/z found 365.1 [M+H]+., 1214196-85-6

The synthetic route of 1214196-85-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; VenatoRx Pharmaceuticals, Inc.; BURNS, Christopher J.; COBURN, Glen; LIU, Bin; YAO, Jiangchao; BENETATOS, Christopher; BOYD, Steven A.; CONDON, Stephen M.; HAIMOWITZ, Thomas; US2019/375708; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics