Tag: M.W:200-300

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.

To a stirred solution of tert-butyl (2S,5R)-2,5-dimethylpiperazine-1-carboxylate (0.2 g, 0.93 mmol) in acetonitrile (6 mL) were added DIPEA (0.5 mL, 2.80 mmol) and dimethyl 4,4′-(bromomethylene)dibenzoate (0.373 g, 1.03 mmol) at room temperature. The reaction mixture was heated at 85 C for 16 h. The volatiles were removed from the reaction mixture under reduced pressure to obtain the crude product, which was purified by silica gel column chromatography (24 g, 12 %-17 % ethyl acetate/ petroleum ether) to obtain dimethyl 4,4′-(((2R,5S)-4-(tert-butoxycarbonyl)-2,5-dimethylpiperazin-1-yl) methylene)dibenzoate (140 mg, 30.2 % yield). LCMS: m/z = 497.2 (M+H); retention time 2.52 min [LCMS method: Column: Waters Acquity UPLC BEH C18 (2.1 x 50 mm) 1.7 mm, Mobile phase A: 10 mM NH4OAc: acetonitrile (95:5); Mobile phase B: 10 mM NH4OAc:acetonitrile (5:95), Gradient = 20-90 % B over 1.1 minute, then a 0.6 minute hold at 90 % B; Temperature: 50 C; Flow rate: 0.7 mL/min; Detection: UV at 220 nm]., 548762-66-9

548762-66-9 (2S,5R)-tert-Butyl 2,5-dimethylpiperazine-1-carboxylate 11745988, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; CHUPAK, Louis S.; DARNE, Chetan Padmakar; DING, Min; GENTLES, Robert G.; HUANG, Yazhong; KAMBLE, Manjunatha Narayana Rao; MARTIN, Scott W.; MANNOORI, Raju; MCDONALD, Ivar M.; OLSON, Richard E.; RAHAMAN, Hasibur; JALAGAM, Prasada Rao; ROY, Saumya; TONUKUNURU, Gopikishan; VELAIAH, Sivasudar; WARRIER, Jayakumar Sankara; ZHENG, Xiaofan; TOKARSKI, John S.; DASGUPTA, Bireshwar; REDDY, Kotha Rathnakar; RAJA, Thiruvenkadam; (0 pag.)WO2020/6018; (2020); 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

To a stirred solution of tert-butyl 2-methylsulfanyl- 4- (trifluoromethylsulfonyloxy)-6,8-dihydro-5H-pyrido[3,4-d]pyrimidine-7-carboxylate (46.0 g, 107 mmol, 1.00 eq) in DMF (500 mL) was added DIEA (27.7 g, 214 mmol, 37.4 mL, 2.00 eq) followed by benzyl piperazine-l-carboxylate (25.9 g, 117 mmol, 22.7 mL, 1.10 eq). The reaction was heated to 100 C for 1 hour under a nitrogen atmosphere. The reaction mixture was poured into ethyl acetate (300 mL), washed with H20 (300 mL x 3) and brine (200 mL), dried over anhydrous Na2S04, filtered and concentrated under vacuum. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate = 1 :0 to 5: 1) to give tert-butyl 4- (4-benzyloxycarbonylpiperazin-l-yl)-2-methylsulfanyl-6,8-dihydro-5H-pyrido[3,4- d]pyrimidine-7-carboxylate (51.0 g, 96.9 mmol, 90.5 % yield, 92.0 % purity) as a white solid ESI MS m/z 500.3 [M+H]+ ., 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
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

3022-15-9, Piperazine-2-carboxylic acid dihydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 172 [4- (3-CHLORO-5-HYDROXYMETHYL-PYRIDIN-2-YL)-1- [5-TRIFLUOROMETHYL-7- (3,] 4,5- [TRIFLUORO-PHENYL)-LH-BENZOIMIDAZOL-2-YL]-PIPERAZINE-2-CARBOXYLIC ACID] methylamide. (a) Piperazine-1,2, 4-tricarboxylic acid 1,4-dibenzyl ester. Benzyl chloro formate (3.1 mL, 22 mmol, Aldrich) was added dropwise over a period of 5 min to a mixture of piperazine-2-carboxylic acid dihydrochloride (2.03 g, 10 mmol, Aldrich) and [NA2C03] (4.24 g, 40 mmol) in water (10 mL) with stirring at [0 C.] The mixture was stirred at [0 C] for 1 h, 2N [HC1] (10 mL) was added and the mixture was extracted with EtOAc (3 x 40 mL). The combined organic extracts were washed with water (10 mL) and brine (20 mL), dried over Na2S04, and filtered. The filtrate was evaporated in vacuo to give the title compound as a gum, which was used for the next step without additional purification. MS (ESI, pos. ion) m/e: 399 (M+1).

3022-15-9, 3022-15-9 Piperazine-2-carboxylic acid dihydrochloride 2723757, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; WO2004/35549; (2004); 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

General Procedure: To a 50 mL screw-cap round bottom flask equipped with a stir bar were added 1 -bromo-2,4-dichlorobenzene (2.0 g, 8.85 mmol), 2-methyl-piperazine-l -carboxylic acid tert-butyl ester (2.13 g, 10.6 mmol), palladium acetate (0.199 g, 0.89 mmol), 2-di-tert- butylphosphenylbiphenyl (0.264 g, 0.48mmol), sodium tert-butoxide (1.02 g, 10.6 mmol) and toluene (20 mL). The reaction flask was sealed and the reaction mixture was heated at 1 10 C overnight. The reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with water (2 x 50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified on silica gel using hexanes.diethyl ether = 95:5 to 90:10 in a gradient fashion, to give the desired product as yellow oil (858 mg, 28 %). 1H NMR (300 MHz, CDCl3): delta 7.28 (d, IH), 7.11 (dd, IH)5 6.85 (d, IH)5 4.28 (bs, IH), 3.89 (d, IH), 3.22 (m, IH), 3.08 (m, 2H), 2.67 (m, 2H), 1.43 (s, 9H), 1.34 (d, 3H).

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

Reference£º
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2007/87135; (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.630125-91-6,4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.,630125-91-6

3-((6-chloropyrimidin-4-yl)oxy)-N-(4-((4-ethylpiperazin-l-yl)methyl)-3- (trifluoromethyl)phenyl)-4-methylbenzamide: To a solution of 3-((6-chloropyrimidin-4- yl)oxy)-4-methylbenzoic acid (210 mg, 0.8 mmol), HATU (365 mg, 0.96 mmol), DMAP (117 mg, 0.96 mmol) and iPr2NEt (350uL, 2.0 mmol) in CH2C12 (4 mL) was added 4-((4- ethylpiperazin-l-yl)methyl)-3-(trifluoromethyl)aniline (230 mg, 0.8 mmol) and the resulting mixture was stirred at room temperature for 24 hours. The solution was filtered to remove solids, concentrated and purified column chromatography to yield 360 mg (84%) of product as a pale yellow oil. MS (ESI) m/z +.

630125-91-6 4-((4-Ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline 59134564, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; TREON, Steven, P.; BUHRLAGE, Sara, Jean; GRAY, Nathanael; TAN, Li; YANG, Guang; WO2015/89479; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

84477-85-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.84477-85-0,Benzyl 3-methylpiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

3-Methyl-l-piperazinecarboxylic acid, phenylmethyl ester (380 mg), the product from example 13 part (a) (400 mg) and MgSO4 were stirred in THF (30 ml) for 20 h. Sodium triacetoxy borohydride (510 mg) was added and stirred for 2 h. The mixture was quenched with water, extracted with EtOAc, washed with water and brine, dried (MgSO4), filtered and evaporated in vacuo. The residue was purified by chromatography on silica with 20%EtOAc/isohexane as eluent to yield the sub-title compound (500 mg).MS: APCI (+ve): 490 (M+l) 1H NMR (DMSO-d6) 6 7.34 (m, 6H), 7.23 (dd, IH), 6.88 (d, IH), 5.08 (dd, 2H), 4.68 (s, 2H),3.80 (m, IH), 3.66 (m, IH), 3.34 (m, 2H), 3.21 – 3.08 (m, IH), 3.05 – 2.81 (m, IH), 2.65 (m,IH), 2.46 (m, IH), 2.14 (m, IH), 1.41 (s, 9H), 1.03 (d, 3H)

84477-85-0 Benzyl 3-methylpiperazine-1-carboxylate 10421542, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/56752; (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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Example 21 7-[(4-tert-Butoxycarbonylpiperazin)-1-yl]-1-ethyl-8-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepine-2-one An oven-dried flask, charged with 7-bromo-1-ethyl-8-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepine-2-one (268 mg, 0.90 mmol), benzyl 1-piperazinecarboxylate (201 mg, 1.08 mmol), Pd(OAc)2 (20.16 mg, 0.09 mmol, 10 mol percent), BINAP (84.12 mg, 0.134 mmol) was purged with argon for 5 min. Anhydrous toluene (1.5 mL) was added via syringe. The flask was opened and sodium tert-butoxide (120.0 mg, 1.26 mmol) was added in one portion. After purging with argon for 3 min, the reaction mixture was stirred and heated at 100¡ã C. for 2 hrs. TLC indicated that the starting material has been consumed. The reaction mixture was allowed to cool to ambient temperature, poured into water, extracted with ethyl acetate, dried over Na2SO4, filtered and evaporated to dryness. Purification of the crude product by flash chromatography on silica gel column eluted with MeOH/DCM (10percent of MeOH in DCM) gave the title compound as brownish foam (266 mg, 73percent). M.P.: amorphous compound MS (FAB): calcd for C22H33N3O4 403.52; found m/e 404 (M+1)+., 31166-44-6

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Antex Pharma Inc.; US6514965; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

115619-01-7, 4-(4-Ethylpiperazin-1-yl)phenylamine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 46; 8-Ethyl-2- { [4-(4-ethylpiperazin- 1 -yl)phenyl] amino } -4-methyl-6-phenylpyrido [2,3 – d]pyrimidm-7(8H)-one[00242] 8-Ethyl-4-methyl-2-(methylsulfonyl)-6-phenylpyrido[2,3-cdpyrimidin-7(8H)- one (275 mg, 0.80 mmol) and 4-(4-ethylpiperazin-l-yl)aniline (197 mg, 1.2 equiv.) were added to dimethyl sulfoxide (5 mL) and the resulting mixture was heated to 100 0C and stirred overnight. After cooling to room temperature, the reaction was partitioned between aqueous and organic layers with ethyl acetate and H2O, organic layer was dried with anhydrous magnesium sulfate, filtered and evaporated, and directly applied to prep-LC to EPO provide the title compound in (210.0 mg, 56 % yield): 1H NMR (400 MHz, CDCl3): delta 7.80(s, IH), 7.62 (d, 2H), 7.60 (d, 2H)5 7.40 (m, 2H), 7.18 (s, 1eta), 6.95 (d, 2H)5 4.50 (q, 2H)5 3.22(m, 4H)5 2.70 (m, 4H)5 2.60 (s, 3H)5 2.50 (m, 2H)5 1.40 (t, 3H)5 1.20 (t, 3H); MS (EI) forC28^2N6O: 469.10 (MH4)., 115619-01-7

The synthetic route of 115619-01-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EXELIXIS, INC.; WO2007/44698; (2007); 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.208167-83-3,tert-Butyl 4-(2-chloroethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 6-(tert-butylsulfonyl)-4-((5-fluoro-lH-indazol-3-yl)amino)quinolin-7-ol (100 mg, 0.24 mmol) and tert-butyl 4-(2-chloroethyl)piperazine-l-carboxylate (72 mg, 0.20 mmol) in N,N- Dimethylformamide (DMF) (0.8 mL) was added potassium carbonate (50.0 mg, 0.36 mmol) and sodium iodide (7.2 mg, 0.05 mmol). The reaction was warmed to 50 C and stirred under an atmosphere of nitrogen. It was cooled to room temperature and concentrated under vacuum. The residue was subjected directly to purification by flash chromatography (60g pre-packed C-18 SNAP cartridge: 40% to 90% acetonitrile (0.1% ammonia) in water (10 mM ammonium bicarbonate)). The desired fractions were combined and concentrated to afford the title compound (100 mg, 0.16 mmol, 66 % yield). LCMS Method B T= 1.18 min, ES+ve 627.

208167-83-3, As the paragraph descriping shows that 208167-83-3 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

304897-49-2, tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Commercially available benzoic acid (1.3 mmol) was suspended in toluene (0.01 M), thionyl chloride (12 mmol) was added and the mixture was heated at 110 00for lh. Volatiles were evaporated and the residue was added to a solution of the intermediate of formula (X) (compounds of examples 4-6 of Table 2)(1 mmol) in pyridine (40 mmol) and the resulting mixture stirred for 1 h at rt. Pyridine was evaporated, then NaOMe (2 mmol) and MeOH were added. After 30 minutes solvent was evaporated and DCM and water were added. The separated organic phase was concentrated and the residue was purified by flash chromatography eluting with DCM/MeOH to give the compounds of examples 11,12,13.

304897-49-2, The synthetic route of 304897-49-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ROTTAPHARM BIOTECH S.R.L.; ARTUSI, Roberto; CASELLI, Gianfranco; ROVATI, Lucio; (78 pag.)WO2016/146220; (2016); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics