Tag: M.W:200-300

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1,3-dibromobenzene (1.10 g, 4.67 mmol), (cis)-tert-butyl 3,5- dimethylpiperazine- 1 -carboxylate (0.5 g, 2.33 mmol) and 2-dicyclohexylphosphino-2?,6?- dimethoxy- 1,1 ?-biphenyl (47.9 mg, 0.117 mmol) in THF (15 mL) in a pressure reactionvial was purged with nitrogen. Tris(dibenzylideneacetone)dipalladium(0) (42.7 mg,0.047 mmol) was added, followed by lithium bis(trimethylsilyl)amide (7.0 mL, 7.0 mmol,1 N in THF). The mixture was purged with nitrogen for several mm and then capped andheated at 70 C for 2.5 h. The reaction mixture was cooled and quenched with aq.NaHCO3, then diluted with 75 mL of EtOAc, washed with H20, brine, dried andconcentrated. The residue was purified on silica gel, with a linear gradient of 0-100%EtOAc/hexanes to give (cis)-tert-butyl 4-(3 -bromophenyl)-3 ,5 -dimethylpiperazine- 1- carboxylate (0.505 g) as an oil. LCMS, M+H = 369.2/37 1.2 Method G. Rt. 3.55 mm.

129779-30-2, The synthetic route of 129779-30-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; BHIDE, Rajeev S.; BATT, Douglas G.; CHERNEY, Robert J.; CORNELIUS, Lyndon A.M.; LIU, Qingjie; MARCOUX, David; NEELS, James; POSS, Michael A.; QIN, Lan-ying; RUAN, Zheming; SHI, Qing; SRIVASTAVA, Anurag S.; TINO, Joseph A.; WATTERSON, Scott Hunter; (532 pag.)WO2016/64957; (2016); 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.76003-30-0,1-Boc-2-methyl-3-oxopiperazine,as a common compound, the synthetic route is as follows.

76003-30-0, To a heterogeneous mixture of Lawesson’s reagent (2.11 g, 5.06 mmol) in toluene (18 mL) was added the product of Example 1, step a (1.01 g, 4.73 mmol). The mixture was heated at 80 C for 1 h and then concentrated in vacuo. The residue was dissolved in DCM and filter loaded on Si02 column eluting with EtO Ac/Hex to afford the desired product as an orange solid (1.12 g, 100%).

The synthetic route of 76003-30-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; ANDRES GIL, JOSE IGNACIO; LETAVIC, MICHAEL A; RECH, JASON C; RUDOLPH, DALE A; SOYODE-JOHNSON, AKINOLA; CHROVIAN, CHRISTA C; (158 pag.)JP2017/527588; (2017); 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.314741-40-7,(S)-tert-Butyl 3-(hydroxymethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

A solution of iert-butyldimethylsilyl chloride (1.53 g, 10.17 mmol) in DCM (10 ml) was added dropwise to (5)-4-A/-Boc-2-hydroxymethyl-piperazine (2 g, 9.25 mmol) and triethylamine (2.58 ml, 18.49 mmol) in DCM (50 ml) at 20C over a period of 5 minutes under air. The resulting solution was stirred at 20C for 16 hours then evaporated to dryness. The residue was purified by flash silica chromatography, elution gradient 0 to 5% EtOH in EtOAc. Pure fractions were evaporated to dryness to afford te/t-butyl (S)-3-(((ieri-butyldimethylsilyl)oxy)methyl)piperazine-l-carboxylate (2.84 g, 93%) as a colourless oil. 1H NM (500 MHz, CDCI3) 0.00 (s, 6H), 0.84 (s, 9H), 1.40 (s, 9H), 2.48 (s, 1H), 2.6 – 2.87 (m, 3H), 2.92 (d, J = 11.5 Hz, 1H), 3.41 (dd, J = 7.2, 9.8 Hz, 1H), 3.52 (s, 1H), 3.85 (s, 2H).

314741-40-7, The synthetic route of 314741-40-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; KETTLE, Jason, Grant; BAGAL, Sharanjeet, Kaur; BOYD, Scott; EATHERTON, Andrew, John; FILLERY, Shaun, Michael; ROBB, Graeme, Richard; RAUBO, Piotr, Antoni; (144 pag.)WO2018/206539; (2018); 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

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

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.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

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

548762-66-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.548762-66-9,(2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

(b) (2S,5R)-4-[5-(4-Bromo-3-trifluoromethoxy-phenylcarbamoyl)-pyridin-2-yl]-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester The product of the previous step (3.86 g, 10.2 mmol) (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (2.62 g, 12.2 mmol) and N,N-diisopropylethylamine (5.32 mL, 30.5) was dissolved in DMSO (12 mL). The reaction mixture heated at 120 C. for 3 h, diluted with EtOAc (100 mL), washed with water, and saturated NH4Cl, water, and brine. The reaction mixture was evaporated to about 40% volume and 3 M HCl in cyclopentyl methyl ether (4.24 mL, 12.7 mmol) was added slowly. Seeds from a previous run at smaller scale were added and the reaction mixture was stirred for 2 days and filtered to provide the HCl salt of the title intermediate (5.15 g, 83% yield). Analytical HPLC: Retention time=21.1 min.

The synthetic route of 548762-66-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Thalladi, Venkat R.; Nzerem, Jerry; Huang, Xiaojun; Zhang, Weijiang; US2013/295048; (2013); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

129779-30-2, (3R,5S)-rel-tert-Butyl 3,5-dimethylpiperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1,3-dibromobenzene (1.10 g, 4.67 mmol), (cis)-tert-butyl 3,5- dimethylpiperazine- 1 -carboxylate (0.5 g, 2.33 mmol) and 2-dicyclohexylphosphino-2?,6?- dimethoxy- 1,1 ?-biphenyl (47.9 mg, 0.117 mmol) in THF (15 mL) in a pressure reactionvial was purged with nitrogen. Tris(dibenzylideneacetone)dipalladium(0) (42.7 mg,0.047 mmol) was added, followed by lithium bis(trimethylsilyl)amide (7.0 mL, 7.0 mmol,1 N in THF). The mixture was purged with nitrogen for several mm and then capped andheated at 70 C for 2.5 h. The reaction mixture was cooled and quenched with aq.NaHCO3, then diluted with 75 mL of EtOAc, washed with H20, brine, dried andconcentrated. The residue was purified on silica gel, with a linear gradient of 0-100%EtOAc/hexanes to give (cis)-tert-butyl 4-(3 -bromophenyl)-3 ,5 -dimethylpiperazine- 1- carboxylate (0.505 g) as an oil. LCMS, M+H = 369.2/37 1.2 Method G. Rt. 3.55 mm.

129779-30-2, The synthetic route of 129779-30-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; BHIDE, Rajeev S.; BATT, Douglas G.; CHERNEY, Robert J.; CORNELIUS, Lyndon A.M.; LIU, Qingjie; MARCOUX, David; NEELS, James; POSS, Michael A.; QIN, Lan-ying; RUAN, Zheming; SHI, Qing; SRIVASTAVA, Anurag S.; TINO, Joseph A.; WATTERSON, Scott Hunter; (532 pag.)WO2016/64957; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics