Month: August 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.

General procedure: General procedure for the synthesis of 15b-15u. To a solution ofcompound 13a (0.41 g, 1.06 mmol) in 2-butanol (5 mL), 1-(2-(dimethylamino)ethyl)-1H-pyrazol-4-amine (0.196 g, 1.27 mmol)and trifluoroacetic acid (94 mL) were added in a sealed tube. Thereactionwas heated at 95 C for 18 h. The reaction mixturewas thenallowed to cool to room temperature. The mixture was transferredto a round-bottom flask and then the solvent was removed underreduced pressure. The residue was dissolved in DCM (2.0 mL) andTFA (2.0 mL), and the resulting mixture was stirred for 5 h at roomtemperature. The solvent was removed under reduced pressure,and the residue was neutralized with saturated NaHCO3 aqueoussolution. The water layer was extracted with DCM. The organiclayer was combined and washed with brine, dried over Na2SO4,filtered, concentrated, and purified by silica gel chromatography toafford 15a as a yellow solid (0.264 g, 65% for two steps).

122833-04-9, As the paragraph descriping shows that 122833-04-9 is playing an increasingly important role.

Reference：
Article; Yu, Lei; Huang, Minhao; Xu, Tianfeng; Tong, Linjiang; Yan, Xiao-e; Zhang, Zhang; Xu, Yong; Yun, Caihong; Xie, Hua; Ding, Ke; Lu, Xiaoyun; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 1107 – 1117;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

84477-85-0, Benzyl 3-methylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 17 4-[4-Benzyloxycarbonyl-2-methyl-1-piperazinyl]-2-trifluoromethylbenzonitrile A 1.01 g portion of benzyl 3-methylpiperazine-1-carboxylate synthesised in Reference Example 10, 814 mg of 4-fluoro-2-trifluoromethylbenzonitrile and 2.38 g of potassium carbonate were added to 20 ml of DMF and stirred at 100C for 20 hours. This was mixed with water, extracted with ethyl acetate and dried, and then the solvent was evaporated. The resulting residue was purified by a silica gel column chromatography to obtain 440 mg of the title compound from ethyl acetate-hexane (3:1, v/v) elude.

84477-85-0, The synthetic route of 84477-85-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1122242; (2001); 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.30459-17-7,1-(4-Trifluoromethylphenyl)piperazine,as a common compound, the synthetic route is as follows.

To a solution of 10 (100 mg, 0.33 mmol) and 1-(4-trifluoromethylphenyl)piperazine (85 mg,0.37 mmol) in DMF (0.5 mL) was added solid K2CO3 (82 mg, 0.59 mmol). The resulting suspensionwas stirred at 90 C for 48 h. Water (5 mL) and DCM (5 mL) were added and the phases were separated.The aqueous phase was then extracted with further DCM (2 5 mL). The organics were dried over anh.Na2SO4, filtered and evaporated in vacuo to give a yellowish solid (161 mg). Column chromatography(hexane/EtOAc mixture) gave 15 as a white solid (52 mg, 32% yield). The analytical sample wasobtained by washing with cooled pentane (38 mg), m.p. 157-158 C. IR (ATR) : 667, 711, 721, 744,770, 806, 824, 909, 951, 971, 984, 1039, 1070, 1106, 1157, 1199, 1230, 1330, 1354, 1390, 1429, 1493, 1522,1594, 1615, 2847, 2919 cm1. 1H-NMR (400 MHz, CDCl3) : 0.10-0.18 (complex signal, 2H, 9-H2),0.84-0.98 (complex signal, 2H, 8-H and 10-H), 2.54-2.66 (complex signal, 2H, 2-H and 6-H), 2.75 (m, 1H,1-H or 7-H), 2.90 (m, 1H, 7-H or 1-H), 3.26 (m, 1H, 3-Ha or 5-Ha), 3.41 [t, J = 5.4 Hz, 4H, 2?(6?)-H2],3.48 (m, 1H, 5-Ha or 3-Ha), 3.56-3.82 [complex signal, 6H, 3-Hb, 5-Hb, 3?(5?)-H2], 5.69 (m, 1H, 11-Hor 12-H), 5.85 (m, 1H, 12-H or 11-H), 6.65 (d, J = 8.8 Hz, 1H, 50-H), 6.95 [d, J = 8.6 Hz, 2H, 2??(6??)-H],7.50 [d, J = 8.6 Hz, 2H, 3??(5??)-H], 7.66 (dd, J = 8.8 Hz, J? = 2.2 Hz, 1H, 40-H), 8.31 (d, J = 2.2 Hz, 1H,20-H). 13C-NMR (100.5 MHz, CDCl3) : 3.9 (CH2, C9), 10.2 (broad s, CH, C8 and C10), 35.6 (CH, C1and C7), 42.7 (CH, C2 or C6), 44.5 [CH2, C3?(5?)], 45.1 (CH, C6 or C2), 47.7 [CH2, C2?(6?)], 49.6 (CH2,C3 or C5), 53.6 (CH2, C5 or C3), 105.8 (CH, C50), 114.6 [CH, C2??(6??)], 120.8 (q, J = 32 Hz, C, C4??),122.1 (C, C30), 124.6 (q, J = 269 Hz, C, CF3), 126.4 [q, J = 4 Hz, CH, C3??(5??)], 128.1 (CH, C11 or C12),129.3 (CH, C12 or C11), 137.5 (CH, C40), 147.5 (CH, C20), 153.0 (C, C1??), 159.1 (C, C60), 167.0 (C, CO).HRMS-ESI + m/z [M + H]+ calcd. for [C28H29F3N4O + H]+: 495.2396, found: 495.23692.

30459-17-7, The synthetic route of 30459-17-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Leiva, Rosana; McBride, Andrew; Binnie, Margaret; Webster, Scott P.; Vazquez, Santiago; Molecules; vol. 23; 3; (2018);,
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

Step A: (S)-tert-butyl 3-(hydroxymethyl)-4- (2- (3-nitrophenyl)-2-oxoethyl)piperazine- 1- carboxylate: 2-Bromo-1-(3-nitrophenyl)ethanone (1.Olg, 4.14 mmol) was dissolved in THF (2OmL) and added (S)-tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate (1.074 g, 4.97 mmol) followed by Hunig?s base (1.45 mL, 8.28 mmol) then stirred at room temperature overnight. The reaction was poured into water and extracted with EtOAc (2x). The organic layer was separated, dried over Na2SO4, filtered and concentrated. The product was purified bychromatography through a 120g ISCO Redi-sep column eluting with 0-70% ethyl acetate/hexane to yield the title compound., 314741-40-7

As the paragraph descriping shows that 314741-40-7 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DEJESUS, Reynalda, Keh; FRIE, Jessica, L.; PIO, Barbara; TANG, Haifeng; WALSH, Shawn, P.; WO2014/99633; (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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

To a solution of 2-chloro-5-nitropyridine (2.5g, 15.7mmol) in THF (25mL), are added1 -isopropylpiperazine (2.01g, 15.7mmol) and K2CO3 (3.25g, 23.6mmol). The reaction mixture is stirred at 5O0C for 4 hours and then at 7O0C overnight. The solvent is removed in vacuo and the resultant orange solid is triturated using 10:1 petroleum ether-diethyl ether. The isolated compound (3.7g, 94percent) is used in the next step without further purification.

4318-42-7, As the paragraph descriping shows that 4318-42-7 is playing an increasingly important role.

Reference：
Patent; GALAPAGOS N.V.; WO2007/138072; (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.154590-34-8,tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

3-4-2: Preparation of [3-fluoro-4-(BOC-piperazino)]aniline To 150 ml of ethyl acetate were sequentially added 9.3 g (28.6 mmol) of [3-fluoro-4-(BOC-piperazino)]nitrobenzene synthesized in Preparation Example 3-4-1 and 930 mg (10 W %) of Pd/C, followed by reaction in a hydrogen reactor under hydrogen pressure of 4 bar for 6 hours. After the reaction was complete, Pd/C was filtered through celite. The filtrate was distilled under reduced pressure and dried under vacuum at about 40 to afford 8.22 g (yield: 97%) of the desired compound. Mass (M+): 296.1 1H-NMR (DMSO-d6): 1.42(s, 9H), 2.76(brm, 4H), 3.43(brm, 4H), 5.02(s, 2H), 6.33(m, 2H), 6.79(m, 1H).

154590-34-8, 154590-34-8 tert-Butyl 4-(2-fluoro-4-nitrophenyl)piperazine-1-carboxylate 16203508, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Ryu, Jei Man; Lee, Jin Soo; Park, Whui Jung; Hwang, Yun Ha; Kim, Ki Yoon; US2011/306606; (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.75336-86-6,(R)-2-Methylpiperazine,as a common compound, the synthetic route is as follows.,75336-86-6

EXAMPLE 16; Example 16A. 1.1.1 -trifluoro-2-f4-( ((2R)-2-methyl-4-r2-f trifluoromethvDphenyl’lpiperazin- 1 – yl 1 sulfonvOphenyl’lpropan-sigma-ol; Step 16A; A mixture of (R)-2-methyl-piperazine (300 mg, 2.99 mmol), 2-bromo benzotrifluoride (612 mg, 2.72 mmol), tris(dibenzylidineacetone)dipalldium (0) (24.72 mg, 0.027 mmol), rac-2,2′-bis(diphenylphosphino)-l,l’-binaphtyl (51.06 mg, 0.082 mmol) and sodium tert- butoxide (326.77 mg, 3.4 mmol) were charged to a microwave vial. Toluene (3.0 mL) was introduced under nitrogen atmosphere and the reaction mixture was irradiated at 1 1O0C for 30 minutes. Reaction was complete as determined by TLC. The reaction was repeated at (R)-2- methyl-piperazine (1.0 g, 9.98 mmol). Reaction mixtures were combined, diluted with dichloromethane, washed with water, saturated brine then dried over Na2SO4 and concentrated. The crude product was purified via flash column chromatography to yield (R)-3-methyI-l -(2- trifluoromethyl-phenyO-piperazine as yellow oil (1.23 g, 39.6percent yield). IH NMR (400 MHz, CHLOROFORM-D) delta ppm 1.07 (d, J=6.32 Hz, 3 H) 2.41 – 2.51 (m, 1 H) 2.74 – 2.84 (m, 1 H) 2.90 – 2.98 (m, 2 H) 3.00 – 3.13 (m, 3 H) 7.18 – 7.25 (m, 1 H) 7.35 (d, J=8.08 Hz, 1 H) 7.47 – 7.55 (m, 1 H) 7.62 (d, J=7.83 Hz, 1 H).

As the paragraph descriping shows that 75336-86-6 is playing an increasingly important role.

Reference：
Patent; WYETH; WO2007/92435; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

70261-81-3, 1-Methyl-4-(4-nitrobenzyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

70261-81-3, 4-Amino-N-[4-[(4-methylpiperazin-1-yl) methyl] phenyl]-1Hpyrazole-3-carboxamide (5): The mixture of N-methylpiperazine (4.9 mL, 44.2 mmol) and triethylamine (12 mL,86.3 mmol) in dichloromethane (20 mL) was added dropwiseto a stirred solution of Nitro-benzyl bromide 1 (10.0 mg,46.3 mmol) in dichloromethane (100 mL) under the ice-waterbath and was refluxed for 1 h. The reaction mixture was extractedwith chloroform (100 mL×3), washed with water andsaturated sodium chloride each time (100 mL×1). The organicphase was dried with anhydrous magnesium sulfate, filtered,evaporated under vacuum to give pale yellow solid 2. Withoutfurther purification, 2 mixed with FeO(OH)/C (catalyst 2.0 g)and 95% ethanol (100 mL) were kept refluxing and dropwiseadded the mixture of hydrazine hydrate (25 mL) and 95%ethanol (20 mL), then filtrated when the solution was hot. Theresidue was washed with hot ethanol (30 mL×2). The solventwas distilled under vacuum to give white solid 3 (6.7 g), thenmixed with 4-nitro-1H-pyrazole-3-acid (6.3 g, 40.0 mmol),EDCI (8.4 g, 43.8 mmol) and HOBT (6.0 g, 44.4 mmol) in anhydrousDMF (100 mL), stirred for 24 h at room temperature.The reaction mixture was poured into ice water (200 mL).A large amount of yellow solid precipitation was acquired.The pure product 4 was got from recrystallizing with mixedsolvent of methanol and ethyl acetate, then the same processof hydrazine hydrate reduction was done with the catalyst ofFeO(OH)/C. The solvent was distilled under vacuum to give white solid 5 (3.5 g). Yield= 63.9%; mp 199-201C; IR (KBr)cm-1: 3369, 3227 (NH2), 1346 (C= C), 1456 (C= N) pyrazole,646 (ArH); 1H-NMR (300 MHz, DMSO-d6) delta (ppm): 2.1 (3H,s, -CH3), 2.3-2.5 (8H, m, -CH2-), 3.3 (2H, s, -CH2-), 4.7(1H, s, -NH2), 7.1-7.2 (3H, m, ArH), 7.7 (2H, d, J=10.5 Hz,ArH), 9.7 (1H, s, -NHCO-), 12.7 (1H, s, Pyrazole); MS m/z:315.82 (M+); Anal. Calcd for C16H22N6O: C, 61.13; H, 7.05; N,26.73; O, 5.09. Found: C, 61.31; H, 6.84; N, 26.52.

70261-81-3 1-Methyl-4-(4-nitrobenzyl)piperazine 677795, apiperazines compound, is more and more widely used in various fields.

Reference：
Article; Lu, Yi; Ran, Ting; Lin, Guowu; Jin, Qiaomei; Jin, Jianling; Li, Hongmei; Guo, Hao; Lu, Tao; Wang, Yue; Chemical and Pharmaceutical Bulletin; vol. 62; 3; (2014); p. 238 – 246;,
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.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

694499-26-8, 3-Iodo-4-methy1-N-(4-((4-methy1piperazin-1-y1)methy1)-3-(trfluoromethy1)pheny1)Benzamide: 3-Iodo-4-methylbenzoyl chloride (0.48 g, 1.7 mmol), prepared from the reaction of3-iodo-4-methylbenzoic acid and SOCI2 (as previously described), was added to a solution of 4-((4-methylpiperazin-1 -yl)methyl)-3-(trifluoromethyl)aniline (0.47 g, 1.7 mmol), N,N5 diisopropylethylamine (0.26 g, 2.0 mmol), and a catalytic amount of DMAP in THF (10 mL).After stirring at rt for 2 h, the reaction was quenched with water. EtOAc was added and the layers separated. The combined organic layers were concentrated to dryness and purified by silica gel chromatography (eluted with 5% MeOH/DCM, MeOH was pre-saturated with ammonia gas), to provide 0.51 g of product as an off-white solid.

694499-26-8 4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 46838908, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ARIAD PHARMACEUTICALS, INC.; GOZGIT, Joseph, M.; RIVERA, Victor, M.; SHAKESPEARE, William, C.; ZHU, Xiaotian; DALGARNO, David, C.; WO2013/162727; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

55112-42-0, 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Other examples are summarized in the following table:, 55112-42-0

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference：
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/2629; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics