Category: 1228780-72-0

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 500-mL three necked round bottom flask equipped with magnetic stirrer, thermometer, condenser, charged 4-bromo-2-(1H-pyrrolo[2,3-b]pyridine-5-yloxy)benzoic acid (8.67 g, 26 mmol), (4-(N,N-dimethylamino)phenyl)-di-tert-butyl-phosphine (APhos, 895 mg, 0.78 mmol, 0.13 equiv), tris(dibenzylideneacetone)-dipalladium(0) (1.54 g, 1.69 mmol, 0.065 equiv), THF (87 mL) and 1-[[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl]methyl]piperazine in toluene (31.2 g, 29 mmol, 1. 12 equiv). The reaction mixture was stirred under inert atmosphere, 1.5 M lithium bis(trimethylsilyl)amide in THF (74 mL, 112 mmol, 4.3 equiv) was added, and heated to 55-56C. The reaction mixture was stirred at 55-56C for 30 min then quenched by addition of cold (2-8C) 12% aqueous NaCl (347 mL). After phase separation the organic layer was filtered and concentrated in vacuum to 1/3 volume. The residue was added to a cold (0-5C) suspension of perlite (22 g) in n-heptane (364 mL). The suspension was stirred for 1 hour at 0-5C then filtered. The wet-cake was washed with n-heptane (3 x87 mL), and dried under vacuum at 20-25C for 2 hours. The solid was suspended in THF (87 mL), filtered and the wet cake was washed with THF (4×87 mL). HPLC-analysis of the combined THF solution comprised 8.3 g of VNT-08 content (yield: 56%).

1228780-72-0, 1228780-72-0 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine 66713599, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASSIA CHEMICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; POTARINE JUHASZ, Zsuzsa; STRUBA, Szabolcs; NEMETHNE RACZ, Csilla; TOTH, Zoltan Gabor; SZILAGYI, Andrea; KERTI-FERENCZI, Renata; MOLNAR, Sandor Janos; PASZTOR-DEBRECZENI, Nora; HAJKO, Janos; (100 pag.)WO2017/156398; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 500-mL three necked round bottom flask equipped with magnetic stirrer, thermometer, condenser, charged 4-bromo-2-(1H-pyrrolo[2,3-b]pyridine-5-yloxy)benzoic acid (8.67 g, 26 mmol), (4-(N,N-dimethylamino)phenyl)-di-tert-butyl-phosphine (APhos, 895 mg, 0.78 mmol, 0.13 equiv), tris(dibenzylideneacetone)-dipalladium(0) (1.54 g, 1.69 mmol, 0.065 equiv), THF (87 mL) and 1-[[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl]methyl]piperazine in toluene (31.2 g, 29 mmol, 1. 12 equiv). The reaction mixture was stirred under inert atmosphere, 1.5 M lithium bis(trimethylsilyl)amide in THF (74 mL, 112 mmol, 4.3 equiv) was added, and heated to 55-56C. The reaction mixture was stirred at 55-56C for 30 min then quenched by addition of cold (2-8C) 12% aqueous NaCl (347 mL). After phase separation the organic layer was filtered and concentrated in vacuum to 1/3 volume. The residue was added to a cold (0-5C) suspension of perlite (22 g) in n-heptane (364 mL). The suspension was stirred for 1 hour at 0-5C then filtered. The wet-cake was washed with n-heptane (3 x87 mL), and dried under vacuum at 20-25C for 2 hours. The solid was suspended in THF (87 mL), filtered and the wet cake was washed with THF (4×87 mL). HPLC-analysis of the combined THF solution comprised 8.3 g of VNT-08 content (yield: 56%).

1228780-72-0, 1228780-72-0 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine 66713599, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; ASSIA CHEMICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; POTARINE JUHASZ, Zsuzsa; STRUBA, Szabolcs; NEMETHNE RACZ, Csilla; TOTH, Zoltan Gabor; SZILAGYI, Andrea; KERTI-FERENCZI, Renata; MOLNAR, Sandor Janos; PASZTOR-DEBRECZENI, Nora; HAJKO, Janos; (100 pag.)WO2017/156398; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1228780-72-0, Combined 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-bromobenzonitrile (6.6 g) and 1-((4’chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[ 1,1 ‘-biphenyl]-2-yl)methyl)piperazine (7. 7 g) intetrahydrofuran (200 mL). To the reaction mixture sodium tert. Butoxide (6.0 g) and ( 4-(N,N-Dimethylamino)phenyl)di-tert-butyl phosphine (A-phos) (445 mg) were added at30C and degassed with Argon for 30 minutes under stirring at the same temperature.Tris(dibenzylideneacetone)dipalladium(O)-chloroform adduct (870 mg) was added anddegassed for 5 minutes at 30C. The reaction mixture was heated to 70C and stirred for15 hours at the same temperature. The reaction mixture was cooled and filtered on celitebed. The celite bed was washed with tetrahydrofuran (2 x 50 mL) and evaporated thesolvent in the filtrate. The crude product was dissolved in the ethyl acetate (100 mL) andwashed with water (100 mL), saturated sodium bicarbonate solution (70 mL), 10%solution of L-cysteine (100 mL) and brine solution (60 mL). The organic solution wasdried over sodium sulfate and evaporated the solvent under reduced pressure. The crudeproduct was purified by column chromatography using 100-200 mesh silica gel and 40-50% ethyl acetate-hexane as eluent to obtain the title compound as yellow solid. Yield:9.5 g; Purity by HPLC: 98.30%

The synthetic route of 1228780-72-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DR. REDDY?S LABORATORIES LIMITED; PEDDIREDDY, Subba Reddy; KOTTUR, Mohan Kumar; JURUPULA, Ramprasad; BAIG, Mohammed Azeezulla; CHAKKA, Ramesh; THIPPARABOINA, Rajesh; PEDDY, Vishweshwar; RAO, Pallavi; ORUGANTI, Srinivas; DAHANUKAR, Vilas Hareshwar; (88 pag.)WO2017/212431; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound J, methyl 2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-4-(4-((2-(4-chlorophenyl)- 4,4-dimethylcyclohex-1-enyl)methyl)piperazin-1-yl)benzoate, may be prepared as follows. A mixture of Compound I (1.55 g), Compound F (2.42 g), and HK2PO4 (1.42 g) in dimethylsulfoxide (20 mL) at 135 C. was stirred for 24 hours. The reaction was cooled, diluted with ether (400 mL), and washed with 3×1M NaOH, and brine, and concentrated. The crude product was chromatographed on silica gel with 10-50% ethyl acetate/hexanes to provide the product (Compound J).

1228780-72-0, As the paragraph descriping shows that 1228780-72-0 is playing an increasingly important role.

Reference：
Patent; ACERTA PHARMA B.V.; HAMDY, Ahmed; ROTHBAUM, Wayne; IZUMI, Raquel; LANNUTTI, Brian; COVEY, Todd; ULRICH, Roger; JOHNSON, Dave; BARF, Tjeerd; KAPTEIN, Allard; (732 pag.)WO2016/24230; (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.1228780-72-0,1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine,as a common compound, the synthetic route is as follows.

Example 40G ethyl 2-(3-chlorophenoxy)-4-(4-((2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl)methyl)piperazin-1-yl)benzoate EXAMPLE 40A (1.2 g), EXAMPLE 40F (1.4 g), and HK2PO4 (0.9 g) were stirred in DMSO (2 mL) at 130 C. for 24 hours. The mixture was diluted with ethyl acetate, washed three times with water, washed with brine, dried, and concentrated. The concentrate was chromatographed on silica gel with 20% ethyl acetate/hexanes.

1228780-72-0, 1228780-72-0 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine 66713599, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/184766; (2010); 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.1228780-72-0,1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine,as a common compound, the synthetic route is as follows.

(0142) A mixture of Compound 18A (1.7 g), Compound 3E (1.8 g), and HK2PO4 (1.21 g) in dimethylsulfoxide (20 ml) at 135 C. was stirred for 24 hours. The reaction was cooled, diluted with ether (400 ml), and washed with 3¡Á1M NaOH, and brine, and concentrated. The crude product was chromatographed on silica gel with 10-50% ethyl acetate/hexanes., 1228780-72-0

The synthetic route of 1228780-72-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AbbVie Inc.; Catron, Nathaniel; Lindley, David; Miller, Jonathan M.; Schmitt, Eric A.; Tong, Ping; US10213433; (2019); B2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under nitrogen protection, Compound 20 (1.0 g, 3.13 mmol), Compound 1 (0.9 g, 3.13 mmol) and dipotassium hydrogen phosphate (1.10 g, 6.26 mmol) Add to a solution of dimethyl sulfoxide (DMSO, 25 ml), The reaction solution was reacted at 140 C for 12 h, and cooled to room temperature. The reaction was quenched with water (50 mL). Dry over anhydrous sodium sulfate, remove the solvent,The concentrate is subjected to column separation (eluent: petroleum ether/ethyl acetate (v/v) = 3:1), Obtained 1.4 g of a yellow oil, The yield was 76%.

1228780-72-0, As the paragraph descriping shows that 1228780-72-0 is playing an increasingly important role.

Reference£º
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Liu Zhiqiang; (35 pag.)CN108658983; (2018); 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.1228780-72-0,1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine,as a common compound, the synthetic route is as follows.

1-( ( 4′-chloro-S ,S-dimethyl-3 ,4,S,6-tetrahydro-[ 1,1 ‘-bipheny 1]-2-yl)methyl)piperazine(12.3 g) was dissolved in dimethyl sulfoxide (8S mL) under nitrogen atmosphere and added dibasic potassium phosphate (20.6 g) at 29C and stirred for 5 minutes at the sametemperature. Methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate (8.5 g) wasadded to the reaction mixture at at 29C and stirred for 5 minutes at the same temperature.Heated the reaction mixture to 120C and stirred for 24 hours at the same temperature.The reaction mixture was cooled to 30C and quenched with cold water (255 mL) slowlyin 20 minutes. The reaction mixture was stirred for 30 minutes at the 30C and filtered.The compound was dissolved in ethyl acetate (85 mL) and washed with saturated aqueoussodium bicarbonate (2 x 50 mL) and brines solution (25 mL). The separated organic layerwas dried over sodium sulfate and evaporated the solvent completely to obtain crudecompound. The crude compound was purified by column chromatography using 60-120silica gel mesh and 60% ethyl acetate – hexane as eluent followed by recrystallization indiethyl ether and petroleum ether to obtain title compound as white solid. Yield: 11.4 g;Purity by HPLC: 99.052%

1228780-72-0, The synthetic route of 1228780-72-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DR. REDDY?S LABORATORIES LIMITED; PEDDIREDDY, Subba Reddy; KOTTUR, Mohan Kumar; JURUPULA, Ramprasad; BAIG, Mohammed Azeezulla; CHAKKA, Ramesh; THIPPARABOINA, Rajesh; PEDDY, Vishweshwar; RAO, Pallavi; ORUGANTI, Srinivas; DAHANUKAR, Vilas Hareshwar; (88 pag.)WO2017/212431; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

1228780-72-0, 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 43D methyl 2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-4-(4-((2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl)methyl)piperazin-1-yl)benzoate A mixture of EXAMPLE 43C (1.55 g), EXAMPLE 33F (2.42 g), and HK2PO4 (1.42 g) in dimethylsulfoxide (20 mL) at 135 C. was stirred for 24 hours. The reaction was cooled, diluted with ether (400 mL), and washed three times with 1M NaOH, and brine, and concentrated. The crude product was chromatographed on silica gel with 10-50% ethyl acetate/hexanes., 1228780-72-0

1228780-72-0 1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine 66713599, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/184766; (2010); 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.1228780-72-0,1-((4′-Chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine,as a common compound, the synthetic route is as follows.

1228780-72-0, To a solution of 1 – ((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro- [1,1′-biphenyl] -2-yl)Methyl) piperazine (1.62 g, 5.08 mmol, 1.12 eq)Compound 7 (1.30 g, 4.54 mmol, 1.0 eq)And dipotassium hydrogen phosphate(2.0 g, 13.0 mmol, 2.8 eq) and reacted at 140 C overnight under nitrogen. The reaction solution was poured into 100 mL of water and EA (40 mL x 3) was extracted. The organic phase was dried over anhydrous sodium sulfate, dried over the column, and the eluent was dried with PE / EA (v / v) = 3/1 The yellow oil was 1.4 g, yield 51.0%.

The synthetic route of 1228780-72-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sunshine Lake Pharma Co.,Ltd.; Kou, Yuhui; Hu, Bolin; Jiang, Haigang; Ye, Jiuyong; Liu, Zhiqiang; Xie, Hongming; Zhang, Yingjun; (42 pag.)CN106565706; (2017); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics