Heterocyclic Building Blocks-piperazine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76003-29-7,1-Boc-3-Oxopiperazine,as a common compound, the synthetic route is as follows.

76003-29-7, To a solution of the product of Step 7 (10.0 g, 50.0 mmol) in anhydrous DMF(250 ml) in an ice-water bath were added sodium hydride (2.40 g, 60.0 mmol) andbenzyl chloride (6.60 g, 52.5 mmol). The mixture was stirred at RT for 4.5 h. Thereaction was quenched with water (10 ml), diluted with CH2CI2 (500 ml), and washedwith water (2x250ml). The organic layer was extracted with saturated NH4CI (200 ml),dried (MgSO4), concentrated, and purified by column chromatography (gradientMeOH/CH2CI2 0-5%) to give the product (10.7 g, 74%). 1H-NMR (CDCI3): 6=7.2-7.3(m, 5H), 4.57 (s, 2H), 4.10 (s, 2H), 3.53 (m, 2H), 3.19 (m, 2H), 1.41 (s, 9H).

As the paragraph descriping shows that 76003-29-7 is playing an increasingly important role.

Reference：
Patent; SCHERING CORPORATION; WO2006/14944; (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.300543-56-0,(R)-1-((4-Chlorophenyl)(phenyl)methyl)piperazine,as a common compound, the synthetic route is as follows.

Example 5; Preparation of Compound (II) & its hydrochloride salt; Compound III (obtained in example 2) was taken in toluene (300 ml). To this, 2-chloroethanol (23.29 g) and triethylamine (72.12 ml) were added and then heated to 1 10-1 15C for 3h. After cooling the reaction mass to 75-80C, the remaining 15.52 g of 2-chloroethanol was added. The temperature of the reaction mixture was further raised to 1 10-1 15C and maintained at this temperature for 4h. The progress of reaction was montiored by HPLC. After the completion, it was allowed to cool to 25- 30C and followed by the addition of water (150 ml) and stirred for 10 min. After separating the organic layer, it was washed with water (75ml) and then 1 12.5 ml of water was added to the organic layer. The pH of the reaction mixture was adjusted to 1.0-2.0 using cone. HC1 (~28 ml). After stirring, the aqueous layer was separated. To the aqueous layer, dichloromethane (225 ml) was added and adjusted the pH to 9.5- 10.0 using liquid ammonia. The organic layer was separated, washed with water (150 ml) and concentrated to yield an oily mass of title compound. This oily mass was taken in acetone (750 ml) and heated at 40-45C to get clear solution. The reaction mixture was cooled to 25-30C and cone. HC1 (45.8 ml) was added. It was allowed to stir for 12h at 25-30C. The solid thus obtained was washed with acetone (75 ml) and dried under vacuum to yield 68.61 g hydrochloride salt of title compound with 49.4% yield (with respect to compound (V)).

300543-56-0, The synthetic route of 300543-56-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JUBILANT LIFE SCIENCES LIMITED; BISWAS, Sujay; DUBEY, Shailendra, Kumar; MANGLA, Amit; MASAND, Mukesh; VIR, Dharam; WO2012/101475; (2012); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of bromide 61 (180 mg, 0.5 mmol), Cu20 (8 mg, 0.1 eq.) and 1 -Z-piperazine (0.5 mL, 2.5 mmol) in water (1 .0 mL) was stirred in a seal tube at 100 °C for 18 h. The reaction was cooled and the residue was extracted with EtOAc (3 x 25 mL). The combined organic layers were dried on MgS04, filtered and concentrated in vacuo. The crude reaction mixture was purified by flash column chromatography on silica gel [DCM/MeOH (2percent MeOH)] to give 89 as colourless solid (220 mg, 89percent), which was used in the next step without further purification. (0603) 1H NMR (500 MHz, CDCU, deltaEta): 7.37-7.30 (m, 5H, Ar), 5.74 (d, J = 2.5 Hz, 1 H, C3-H), 5.64 (s, 1 H, C5-H), 5.16 (s, 2H, CH2-Ph), 4.39-4.06 (m, 3H, C7-H, C1 1 -H, C12-H), 3.77 (dd, J = 15.0, 6.0 Hz, 1 H, C7-H), 3.60 (m, 4H, C13-H), 3.27 (m, 4H, C14-H), 3.01 (m, 2H, C1 1 -H C12-H), 2.87 (s, 1 H, C10-H), 2.35 (s, 1 H, C8-H), 1 .97 (d, J = 12.5 Hz, 1 H, C9-H), 1 .89 (d, J = 12.5 Hz, 1 H, C9-H), 1 .40-1 .18 (s, 9H, Boc); 13C NMR (125 MHz, CDCI3, 5C): 164.3 (CO), 156.4 (CO), 155.1 (CO), 154.6 (C4), 148.3 (C6), 136.4 (Ar), 128.5 (2C, Ar), 128.1 (Ar), 127.9 (2C, Ar), 96.4 (C3), 95.0 (C5), 80.1 (q Boc), 67.7 (CH2-Ph), 50.6, 50.5 (C1 1 , C12), 47.9 (C7), 46.1 (2C, C13), 43.1 (2C, C14), 35.4 (C10), 28.1 (3C, Boc), 27.7 (C8), 26.5 (C9); HRMS (ESI+): calculated for C28H37N4O5: 509.2758, found [M+H]+: 509.2733.

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

Reference：
Patent; THE UNIVERSITY OF BRISTOL; GALLAGHER, Timothy Charles; REGO CAMPELLO, Hugo; (154 pag.)WO2018/33742; (2018); 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.181955-79-3,1,4-Di-Boc-piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Intermediate 141 : (+/-)-1 ,4-bis(1 ,1-dimethylethyl) 2-methyl 1 ,2,4-piperazinetricarboxylate; In a 500 ml. round-bottomed flask, 22.6 g of intermediate 140 (68.4 mmole) were dissolved in 160 ml. of DCM and 40 ml. of methanol to give a colorless solution. 58 ml. of Trimethylsilyl diazomethane (1 16 mmole) were added dropwise keeping the internal temperature below +2 0C. The solution was allowed to reach RT and was stirred at RT for 2 h. The mixture was carefully evaporated under reduced pressure (Tbath = 35C) and the solid residue was triturated with 100 ml. of pentane, filtered and dried in vacuo to obtain 21 g of desired product as a white solid. The mother liquor was concentrated in vacuo to give 2.5 g of the title compound. UPLC-MS [Acquity UPLC BEH C18, 50×21 mm, 1.7 mum, Mobile phases: A: H2O +0.1% HCOOH/B: MeCN+0.06% HCOOH. Gradient: t=0 min: 97%A, 3% B, t= O.i min 94%A, 6%B t=0.6min 30%A, 70%B t=1.10min 1%A, 99%B t=1.45 min 97%A, 3%B t=1.50min 97%A ,3%B flow rate: 1 ml/min, UV range wavelength 210-350nm]: R1 = 0.80 min, m/z (ES): 344 [M+H]+, 367 [M+Na]+., 181955-79-3

As the paragraph descriping shows that 181955-79-3 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; WO2008/148853; (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.1030377-21-9,(S)-1-Boc-2-(Hydroxymethyl)piperazine,as a common compound, the synthetic route is as follows.

To a solution of (S)-l-Boc-2-hydroxymethylpiperazine (1.0 g, 4.62 mmol) in DCE (92.47 ml, 4.624 mmol) was added formaldehyde (3.474 ml, 46.24 mmol) (37% in water) followed by sodium triacetoxyborohydnde (4.9 g, 23.12 mmol). The mixture was stirred vigorously at room temperature for 2.5hours. The mixture was treated with saturated sodium bicarbonate (30 mL), stirred for 10 min then extracted with DCM (3 x 10 mL). The combined organic phases were dried over sodium sulfate, filtered and concentrated. ES+APCI MS m/z 231.1 [M+H]+., 1030377-21-9

The synthetic route of 1030377-21-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

57184-25-5, 1-(Cyclopropylmethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57184-25-5, 4-Cyclopropylmethyl-piperazine-1-carboxylic Acid 4-(3-chloro-5-trifluoromethyl-pyridin-2-yloxy)-phenyl Ester The hydrochloride of the title compound was prepared from 4-(3-chloro-5-trifluoromethylpyridin-2-yloxy)-phenyl chloroformate and 1-cyclopropylmethyl-piperazine, yield 83%. White crystals, m.p. 254-255 C.; IR (KBr): nu 1728 (C=O) cm-1.

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

Reference：
Patent; Ebdrup, Soren; de Jong, Johannes Cornelis; Jacobsen, Poul; Hansen, Holger Claus; Vedso, Per; US2003/166644; (2003); 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.108-49-6,2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.

2-(lH-Indazol-4-ylV6-rf3R.5S)-4-(2-methoxy-ethylV3,5-dimethyl-piperazin-l- ylmethyl]-4-mophiholin-4-yl-thienof3,2-d]pyrimidine (98).Prepared via 2-Chloro-6-[(3R,5S)-4-(2-methoxy-ethyl)-3,5-dimethyl- piperazin- 1 -ylmethyl]-4-mophiholin-4-yl-thieno[3,2-d]pyrimidine, prepared from (2R,6S)- 1 -(2-methoxy-ethyl)-2,6-dimethyl-piperazine.Amine preparation: to a solution of 2,6-dimethylpiperazine (predominantly cis) (250mg), te?t-butanol (2.5mL), sodium hydroxide (88mg) and water (0.5mL) was added a solution of di-tert-butyl-dicarbonate (478mg) in tert-butanol (0.5mL). After stirring overnight, the reaction mixture was diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent was removed in vacuo to yield (3R,5S)- 3,5-dimethyl-piperazine-l-carboxylic acid tert-butyl ester (400mg).A mixture of (3R,5S)-3,5-dimethyl-piperazine-l-carboxylic acid tert-butyl ester (1.5g), 2-bromoethyl methyl ether (1.32mL) and potassium carbonate (1.06g) was heated to 1200C in DMF (15mL) for 2 days. The reaction mixture was cooled, diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent was removed in vacuo to liberate (3R,5S)-4-(2-methoxy-ethyl)-3,5-dimethyl-piperazine- 1-carboxylic acid tert-butyl ester (1.4g) after column chromatography.Removal of the BOC group with HCl yielded the desired compound, which was isolated as the hydrochloride salt. EPO -Sl-1H NMR (400MHz, CDCl3): 1.01 (6H, d), 1.9 (2H, m), 2.61 (4H, m), 2.82 (2H, t), 3.27 (3H, s), 3.37 (2H, t), 3.71 (2H, s), 3.85 (4H,m), 4.02 (4H,m), 7.3 (IH, s), 7.43 (IH, t), 7.51 (IH, d), 8.21 (IH, d), 8.95 (lH,s), 10.10 (IH, m); MS (ESf) 522.35 (MH+).

108-49-6, 108-49-6 2,6-Dimethylpiperazine 66056, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; PIRAMED LIMITED; WO2006/46031; (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.59878-57-8,1-(Cyclopropylcarbonyl)piperazine,as a common compound, the synthetic route is as follows.,59878-57-8

3-((4-oxo-3,4-dihydro-phthalazin-1-yl-oxyl) benzoic acid (54 mg, 0.3 mmol) was dissolved in N, N-dimethylformamide, and then 1-(3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (EDCI) (220 mg, 1.2 mmol), triethylamine(150 muL, 1.2 mmol) and 1-hydroxy-7-azabenzotriazole (HOAt)(165 mg, 1.2 mmol) were added successively. The mixture was stirred at room temperature for half an hour, and then N-(cyclopropanecarbonyl) piperazine was added and reacted at room temperature overnight, and then the reaction was quenched with water, extracted with ethyl acetate, and washed with water for three times. The organic phases were combined and washed with saturated saline, dried with anhydrous sodium sulfate, and concentrated for column chromatography isolation (dichloromethane:methanol=20:1) to give Compound 7. A white solid was obtained. 1H NMR (600 MHz, DMSO-d6): delta 11.98 (s, 1H), 8.27 (d, 1H, J = 7.38 Hz), 8.10 (d, 1H, J = 7.74 Hz), 7.99-8.01 (m, 1H), 7.94-7.96 (m, 1H), 7.52 (t, 1H, J= 7.86 Hz), 7.39-7.38 (m, 2H), 7.28 (d, 1H, J = 7.62 Hz), 3.33-3.81 (m, 8H), 1.96 (brs, 1H), 0.69-0.74 (m, 4H); ESI-MSm/z: calculated for 418.16, found 417.89 [M-H]+.

59878-57-8 1-(Cyclopropylcarbonyl)piperazine 2064235, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Chengdu Di’ao Pharmaceutical Group Co. Ltd.; JI, Jianxin; GUO, Na; XUE, Ting; KANG, Bingqiang; YE, Xinfa; CHEN, Xin; ZHANG, Tao; EP2799435; (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.219509-79-2,1-tert-Butyl 4-methyl piperazine-1,4-dicarboxylate,as a common compound, the synthetic route is as follows.

The compound 1-tert-butoxycarbonyl-2,4-piperazine carboxylate (0.18g, 0.61mmol) in dichloromethane(6mL) was added HCl in ethyl acetate solution (4M, 3mL), stirred at rt for 1h, the solvent was removed to give awhite solid 146mg: 1,3-piperazine compound Two carboxylate hydrochloride, yield: 99%., 219509-79-2

219509-79-2 1-tert-Butyl 4-methyl piperazine-1,4-dicarboxylate 11118267, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd; Zhang, Ying jun; Liu, Bing; Yu, Tian Zhu; Zhang, Xiang Yu; (348 pag.)CN105399698; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

109384-27-2, 1-Methylpiperazin-2-one hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 51A 6-chloro-2-methyl-5-(4-methyl-3-oxopiperazin-1-yl)pyridazin-3(2H)-one [0791] A mixture of Example 18B (0.179 g, 1.0 mmol), 1-methylpiperazin-2-one, hydrochloric acid (0.301 g, 2 mmol), and triethylamine (0.405 g 4.0 mmol) in ethanol (10 mL) was heated under reflux for 16 hours. The solvent was removed, and the residue was purified by flash column chromatography on silica gel eluting with 1-5% methanol in ethyl acetate to afford 0.21 g (82%) of the title compound.

109384-27-2, As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.

Reference：
Patent; HUBBARD, Robert D.; WANG, Le; PARK, Chang H.; SUN, Chaohong; McDANIEL, Keith F.; PRATT, John K.; SOLTWEDEL, Todd N.; WENDT, Michael D.; HOLMS, John H.; LIU, Dachun; SHEPPARD, George S.; US2013/331382; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics