Category: 4318-42-7

4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Oxalyl chloride (47.7 kg, 375.8 mol) was added to a solution of oxazole-5-carboxylic acid (32.88 kg, 290.8 mol) in isopropyl acetate (144 kg) maintaining the temperature at 52-58 °C. The temperature was increased to 58.5 °C, stirred for 5 h and then cooled to 20 °C. The reactionmixture was added to a solution of 1-(isopropyl)piperazine (41 kg, 319.8 mol) and potassium carbonate (118.4kg) in isopropyl acetate (348 kg) and water (103 kg) maintaining the temperature below 25 °C. The reaction was stirred for 15 mins, the temperature was increased to 33 °C and the organic phase washed with water (191 kg), concentrated under reduced pressure to 95 L and cooled to 20 °C. n-Heptane (157 kg) was added and the crystallisation stirred for 2 h, and theproduct filtered off, washed with n-heptane (157 kg) and dried under vacuum 40 °C to give the title compound (57.14 kg, 88.0percent).1H NMR (400 MHz, CDCI3-d) ppm 7.94 (5, 1 H), 7.56 (5, 1 H), 3.91-3.73 (m, 4 H), 2.75 (spt., J=6.5 Hz, 1 H), 2.63-2.52 (m, 4 H) and 1.06 (d, J=6.6 Hz, 6 H)., 4318-42-7

The synthetic route of 4318-42-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BREAM, Robert Nicholas; HAYLER, John David; IRONMONGER, Alan Geoffrey; SZETO, Peter; WEBB, Michael Robert; WHEELHOUSE, Katherine Marie Penelope; WILLACY, Robert David; (50 pag.)WO2016/193255; (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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.,4318-42-7

Oxalyl chloride (47.7 kg, 375.8 mol) was added to a solution of oxazole-5-carboxylic acid (32.88 kg, 290.8 mol) in isopropyl acetate (144 kg) maintaining the temperature at 52-58 °C. The temperature was increased to 58.5 °C, stirred for 5 h and then cooled to 20 °C. The reaction mixture was added to a solution of l-(isopropyl)piperazine (41 kg, 319.8 mol) and potassium carbonate (118.4kg) in isopropyl acetate (348 kg) and water (103 kg) maintaining the temperature below 25 °C. The reaction was stirred for 15 mins, the temperature was increased to 33 °C and the organic phase washed with water (191 kg), concentrated under reduced pressure to 95 L and cooled to 20 °C. n- Heptane (157 kg) was added and the crystallisation stirred for 2 h, and the product filtered off, washed with n-heptane (157 kg) and dried under vacuum 40 °C to give the title compound (57.14 kg, 88.0percent). (0441) *H NMR (400 MHz, CDC -d) delta ppm 7.94 (s, 1 H), 7.56 (s, 1 H), 3.91-3.73 (m, 4 H), 2.75 (spt., J=6.5 Hz, 1 H), 2.63-2.52 (m, 4 H) and 1.06 (d, J=6.6 Hz, 6 H).

4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CAMPOS, Sebastien Andre; PATEL, Vipulkumar Kantibhai; DALTON, Samuel Edward; (74 pag.)WO2018/29126; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10A. (E)-3-(4-Fluorophenyl)-1-(4-isopropylpiperazin-1-yl)prop-2-en-1-one To a solution of E-4-fluorocinnamic acid (1.18 g, 7. 10 mmol), which is commercially available from Sigma-Aldrich, and TBTU (3.42 g, 10.6 mmol) in DMF (50 mL) was added 1-isopropylpiperazine (1.12 mL, 7.81 mmol) at ambient temperature. The reaction was stirred for ca. 15.5 h before being concentrated under reduced pressure, wherein the crude residue was dissolved in EtOAc (70 mL) and partitioned with sat. aq. NaHCO3 (25 mL). The aq. layer was separated and further extracted with EtOAc (2.x.30 mL). The combined organic layers were then washed with sat. aq. NaHCO3 (2.x.20 mL) and brine (35 mL), then concentrated in vacuo. The resulting residue was subjected to flash chromatography (SiO2-40 g; gradient elution: 100percent DCM for 5 min, then 0percent to 2percent MeOH/DCM over 5 min; hold for 5 min, 2percent to 4percent over 5 min, hold for 5 min, 4percent to 10percent over 5 min, hold 10percent MeOH/DCM for 5 min at 40 mL/min) to give 1.58 g 10A (80percent yield) as a pale orange solid. m/z (ES+) M+1=277.4; HPLC tR=1.50 min. 1H NMR (500 MHz, CDCl3) delta 7.62 (d, J=15.6 Hz, 1H), 7.50 (dd, J=8.9, 5.5 Hz, 2H), 7.11-6.99 (m, 2H), 6.80 (d, J=15.6 Hz, 1H), 3.85-3.54 (m, 4H), 2.73 (quintet, J=6.7 Hz, 1H), 2.55 (d, J=5.2 Hz, 4H), 1.05 (d, J=6.4 Hz, 6H).

4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; US2009/76020; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4318-42-7

Step B/lntermediate B108: 1-(3-chloro-2-methyl-4-nitrophenyl)-4-(1- methylethyl)piperazine; To the solution of 2-chloro-4-fluoro-3-methyl-1 -nitrobenzene (12.5 g, 64.8 mmol, 1.2 equiv.) and isopropylpiperazine (10.8 g, 53.98 mmol, 1 equiv.) in 90 mL of anhydrous DMSO was added powdered K2CO3 (37 g, 269 mmol, 5 equiv.). The mixture was stirred at 40~50°C overnight before it was poured into 200 ml. of ice-water. The precipitates were collected and purified via chromatography on SiO2 to afford 1-(3- chloro-2-methyl-4-nitrophenyl)-4-(1-methylethyl)piperazine as a yellow solid (12.7g, 79percent Yield). 1 H NMR (400 MHz, CDCI3) delta ppm 0.95-1.05 (d, J=6.53Hz, 6H), 2.31 (s, 3H), 2.60-2.72 (m, 5H), 2.89-2.95 (m, 4H), 6.87 (d, J=8Hz, 1 H), 7.62 (d, J=8Hz, 1 H).

4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (2009); 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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

Intermediate B65: 5-[4-(1 -methylethyl)-1 -piperazinyl]-2-(methyloxy)aniline; Step A/Intermediate B66: 1-(1-methylethyl)-4-[4-(methyloxy)-3- nitrophenyl]piperazine; To an N2 degassed solution of 1 ,4-dioxane (50 mL, Aldrich) was added 4-bromo-1- (methyloxy)-2-nitrobenzene (1.0 g, 4.31 mmol, Aldrich), XANTPHOS (0.74 g, 1.28 mmol, Aldrich), Pd2(dba)3 (0.79 g, 0.86 mmol, Aldrich), Cs2CO3 (2.8 g, 8.63 mmol, Aldrich), and 1-isopropylpiperazine (1.10 g, 8.6 mmol, Oakwood Chemicals). After heating overnight at 9O0C, the reaction was diluted with ethyl acetate (50 ml_), washed with water (50 ml_), organic layer adsorbed to silica gel and purified by column chromatography (dichloromethane to 5percent methanol/dichloromethane) to afford 1-(1-methylethyl)-4-[4-(methyloxy)-3-nitrophenyl]piperazine (0.66 g, 55percent). ESIMS (M+H)+ = 280.

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

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4318-42-7

To a stirred solution of aryl bromide (0.76 mmol) and amine (0.86 mmol) in dioxane (4 mL), was added XantPhos (0.048 mmol), cesium carbonate (1 .66 mmol) and Pd2(dba)3 (0.024 mmol). The mixture was stirred for 16 h at 90 °C, diluted with water and extracted into DCM (20 mL). The organic layers were passed through a phase separator and concentrated and the crude mixture was purified by flash silica column chromatography. Following method I from compound 15c (250 mg, 0.76 mmol) and /so-propylpiperazine (125 muIota, 0.86 mmol). Purification using flash silica column chromatography (gradient elution /’-hex/EtOAc 0percent to 100percent) gave the title compound as a yellow oil (187 mg, 65percent). LCMS (ES+) 379 (M+H)+

4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; CHDI FOUNDATION, INC.; LUCKHURST, Christopher A.; HAUGHAN, Alan F.; BRECCIA, Perla; STOTT, Andrew J.; BURLI, Roland W.; HUGHES, Samantha J.; MUNOZ-SANJUAN, Ignacio; DOMINGUEZ, Celia; MANGETTE, John E.; WO2012/103008; (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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.,4318-42-7

Intermediate B46: 4-[4-(1 -methylethyl)-1 -piperazinyl]-2-(methyloxy)aniline; Step A/Intermediate B47: 1-(1-methylethyl)-4-[3-(methyloxy)-4- nitrophenyl]piperazine; To 4-chloro-2-(methyloxy)-1 -nitrobenzene (3.0 g, 16.0 mmol) in dioxane (75 mL) was added 1-(1-methylethyl)piperazine (4.1 g, 32.0 mmol), XANTPHOS (1.4 g, 2.4 mmol), and Cs2CO3 (10.4 g, 32.0 mmol). The mixture was bubbled with N2 for 15 min prior to the addition of Pd2(dba)3 (1.5 g, 1.6 mmol). The reaction was stirred at 100 0C for 5 h. Following cooling to room temperature, the reaction mixture was diluted with ethyl acetate (150 mL) and water (100 mL). The organic layer was dried over sodium sulfate, filtered, taken to a residue under reduced pressure, and purified by silica gel chromatography to afford 1-(1-methylethyl)-4-[3-(methyloxy)-4-nitrophenyl]piperazine (4.0 g, 90percent yield). ESIMS (M+H)+ = 280.

4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/20990; (2009); 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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

A mixture of l-(4-methoxybenzyl)-7-(3-oxoazetidin-l-yl)-l,5-naphthyridin-2(lH)-one (C-7) (5.796 g, 17.3 mmol, 1.0 eq) and 1-isopropylpiperazine (4.432 g, 34.6 mmol, 2.0 eq) in DCM (150 mL) and acetic acid (0.5 mL) was heated at reflux temperature for 3 h, then NaBH(OAc)3 (7.33 g, 34.6 mmol, 2.0 eq) was added in portions and the resulting mixture was kept reflux overnight. The reactant mixture was cooled and diluted with H20 (300 mL) and extracted with DCM (4 x 100 mL). The combined organic layers were washed with brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (2-5percent MeOH-DCM) to afford the desired product l-(4-methoxybenzyl)-7-(3-(4-isopropylpiperazin-l- yl)azetidin-l-yl)-l,5-naphthyridin-2(lH)-one (C-8) (5.6 g, 72.3percent yield ) as a pale solid. :H NMR (300 MHz, CDCl3-<3/4) delta: 7.83 (d, J = 7.5 Hz, 1H), 7.78 (s, 1H), 7.15 (d, J = 6.9 Hz, 2H), 6.85 (d, J = 6.6 Hz, 2H), 6.72 (d, J = 7.2 Hz, 1H), 6.37 (s, 1H), 5.40 (s, 2H), 4.02 (m, 2H), 3.78 (m, 5H), 3.67 (m, 1H), 3.51 (m, 1H), 3.42 (m, 1H), 2.97 (m,lH), 2.80 (m, 4H), 2.55 (m, 2H), 1.17 (d, J= 4.8 Hz, 6H); ESI-MS m/z : 448.3 [M+H]+. 4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; INTELLIKINE, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WILSON, Troy, Edward; CAMPBELL, Simon, Fraser; WO2011/149937; (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.4318-42-7,1-Isopropylpiperazine,as a common compound, the synthetic route is as follows.

A mixture of l-(4-methoxybenzyl)-7-(3-oxoazetidin-l-yl)-l,5-naphthyridin-2(lH)-one (C-7) (5.796 g, 17.3 mmol, 1.0 eq) and 1-isopropylpiperazine (4.432 g, 34.6 mmol, 2.0 eq) in DCM (150 mL) and acetic acid (0.5 mL) was heated at reflux temperature for 3 h, then NaBH(OAc)3 (7.33 g, 34.6 mmol, 2.0 eq) was added in portions and the resulting mixture was kept reflux overnight. The reactant mixture was cooled and diluted with H20 (300 mL) and extracted with DCM (4 x 100 mL). The combined organic layers were washed with brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (2-5percent MeOH-DCM) to afford the desired product l-(4-methoxybenzyl)-7-(3-(4-isopropylpiperazin-l- yl)azetidin-l-yl)-l,5-naphthyridin-2(lH)-one (C-8) (5.6 g, 72.3percent yield ) as a pale solid. :H NMR (300 MHz, CDCl3-<3/4) delta: 7.83 (d, J = 7.5 Hz, 1H), 7.78 (s, 1H), 7.15 (d, J = 6.9 Hz, 2H), 6.85 (d, J = 6.6 Hz, 2H), 6.72 (d, J = 7.2 Hz, 1H), 6.37 (s, 1H), 5.40 (s, 2H), 4.02 (m, 2H), 3.78 (m, 5H), 3.67 (m, 1H), 3.51 (m, 1H), 3.42 (m, 1H), 2.97 (m,lH), 2.80 (m, 4H), 2.55 (m, 2H), 1.17 (d, J= 4.8 Hz, 6H); ESI-MS m/z : 448.3 [M+H]+. 4318-42-7, 4318-42-7 1-Isopropylpiperazine 78013, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; INTELLIKINE, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WILSON, Troy, Edward; CAMPBELL, Simon, Fraser; WO2011/149937; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

4318-42-7,4318-42-7, 1-Isopropylpiperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-lsopropyl-4-(5-nitro-Pyridin-2-yl)-piperazine (NVP-BKT293)N-lsopropylpiperazine (1.8 mL, 12.7 mmol, 2 equiv) is added to a cold (5¡ãC) mixture of 2- chloro-5-nitropyridine (1 g, 6.3 mmol) in DCM (5 mL). The reaction mixture is allowed to warm to RT, stirred for 16h, diluted with DCM/H2O and extracted with DCM. The organic phase is washed with brine, dried (Na2SO4), filtered and concentrated to provide the title compound as a yellow solid: ES-MS: 251.2 [MH]+; tR= 2.20 min (system 1).

The synthetic route of 4318-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2007/71752; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics