Category: 15258-73-8

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: (2,6-Dichlorophenyl)methanol

To a solution of 2,6-dichlorobenzyl alcohol (22 mg, 0.13 mmol, 1.0 eq) in tetrahydrofuran (1.5mL) was added sodium hydride (25 mg, 0.99 mmol, 7.8 eq) and the resulting reaction mixturewas stirred at 23 C. After 10 minutes a solution of 4-{5-[3-chloro-4- (dimethylcarbamoyl)phenylj -3-cyanopyridin-2-yl } piperazine- 1 -carbonyl chloride (55 mg, 0.13 mmol, 1.0 eq) in dichloromethane (1.5 mL) was added and the reaction mixture was stirred at 23C for 16 hours. The excess sodium hydride was quenched with the dropwise addition of water(0.15 mL), the mixture was concentrated and the residue was dissolved in DMSO and purified byreverse phase liquid chromatography (Gemini-NX C18, 5 jim, 30 x 100 mm column; 0-100%CH3CN/H20 gradient w/ 0.10% TFA present) to yield 2,6-dichlorobenzyl 4-{5-[3-chloro-4-(dimethylcarbamoyl)phenylj -3-cyanopyridin-2-yl } piperazine- 1 -carboxylate. ?H NMR (400MHz, CD3OD): oe 8.69 (d, J = 2.5 Hz, 1 H); 8.29 (d, J = 2.5 Hz, 1 H); 7.79 (d, J = 1.7 Hz, 1 H);7.67 (dd, J = 8.0, 1.7 Hz, 1 H); 7.48-7.33 (m, 4 H); 5.44 (s, 2 H); 3.85-3.58 (m, 8 H); 3.13 (s, 3H); 2.92 (s, 3 H). LRMS m/z (M+H) 572.2 found, 572.1 required.

With the rapid development of chemical substances, we look forward to future research findings about 15258-73-8.

Reference:
Patent; MERCK SHARP & DOHME CORP.; RUDD, Michael, T.; BRNARDIC, Edward, J.; KIM, Yuntae; MEISSNER, Robert, S.; RADA, Vanessa; STACHEL, Shawn, J.; ZERBINATTI, Celina, V.; (125 pag.)WO2017/83216; (2017); A1;,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 15258-73-8, name is (2,6-Dichlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of (2,6-Dichlorophenyl)methanol

[Example 10] Synthesis of sodium 2,6-dichlorobenzyloxymethyl trifluoroborate To the mixture of sodium hydride (61 %, 180 mg, 4.5 mmol) and tetrahydrofuran (6 ml), 2,6-dichlorobenzyl alcohol (740 mg, 4.2 mmol) was added at 0C (an outer temperature), and the obtained reaction mixture was stirred at room temperature for 1 hour. To the reaction mixture, 2-(bromomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (92%, 500 mg, 2.1 mmol) synthesised in Production Example 2 and dissolved in tetrahydrofuran (4 ml) was added at 0C (an outer temperature), and the obtained mixture was stirred at 30C (an outer temperature) overnight. After cooling the reaction mixture to 0C (an outer temperature), sodium hydrogen fluoride (590 mg, 4.5 mmol) was added to the reaction mixture at the same temperature, followed by the dropwise addition of water (8 ml) at the same temperature. After stirring the reaction mixture for 30 minutes at room temperature, the solvents were evaporated under reduced pressure. Acetone (40 ml) was added to the obtained residue, followed by filtration. The solvents were evaporated under reduced pressure from the filtrate, and then the obtained residue was washed with diethyl ether, thereby obtaining the entitled compound (460 mg, 78%). 1H-NMR Spectrum (DMSO-d6) delta(ppm): 2.61(2H, q, J=5.4Hz), 4.46(2H, s), 7.30-7.35(1H, m), 7.44(2H, d, J=8.0Hz)

With the rapid development of chemical substances, we look forward to future research findings about 15258-73-8.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2062901; (2009); A1;,
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Synthetic Route of 15258-73-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To solution of 6-chloro-1,2,3,4-tetrahydro-2,7-naphthyridine hydrochloride (500 mg;2.44 mmol; 1 eq) in 30 mL toluene were added (2,6-dichlorophenyl)methanol (518 mg; 2.93 mmol; 1.2 eq), 1,4,7,1O,13,16-hexaoxacyclooctadecane (18-Crown-6; 64.4 mg; 0.244 mmol; 1.1 eq) and KOH (547 mg; 9.75 mmol; 4 eq). The mixture was stirred for 3h at RT. The mixture was evaporated and the residue was purified byflash chromatography (silica gel, DCM:MeOH 9:1) giving the product with a yield of 710 mg (1.378 mmol; 47%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 15258-73-8, (2,6-Dichlorophenyl)methanol.

Reference:
Patent; ABBVIE INC.; ABBVIE DEUTSCHLAND GMBH & CO. KG; LANGE, Udo; OCHSE, Michael; VAN DER KAM, Elizabeth; VAN BERGEIJK, Jeroen; TURNER, Sean; OELLIEN, Frank; WALLESER, Patrick; AMBERG, Wilhelm; HORNBERGER, Wilfried; GENESTE, Herve; MEZLER, Mario; HUTCHINS, Charles; (301 pag.)WO2017/36978; (2017); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15258-73-8, name is (2,6-Dichlorophenyl)methanol, the common compound, a new synthetic route is introduced below. name: (2,6-Dichlorophenyl)methanol

To an ice cooled solution of (2, 6-dichloro-phenyl)-methanol (5 G, 28. 2 MMOL) in anhydrous tetrahydrofuran (200 mL) was added sodium hydride (1. 13 G, 28. 2 mmol, 60% disp.) slowly under nitrogen atmosphere. After stirring for 30 minutes, 3, 5-dibromo-pyrazin-2-ylamine (7. 08 g, 28. 2 MMOL) in anhydrous tetrahydrofuran (50 mL) was added via an addition funnel. Once the addition was complete the ice bath was removed and the reaction was REFLUXED under nitrogen and monitored by reversed phase HPLC. After 18 hr HPLC showed that the majority of the starting 3, 5-dibromo-pyrazin-2- ylamine had been consumed and the reaction was allowed to cool to room temperature. The reaction mixture was concentrated in vacuum until 50 mL remained. The mixture was diluted with ethyl acetate (200 mL) and extracted with 50% brine (2 X 200 ML). The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuum. The crude product was purified using a silica gel column ELUTING with 1 : 1 ETHYL ACETATE/DICHLOROMETHANE TO YIELD 5-BROMO-3- (2, 6-DICHLORO-BENZYLOXY)- PYRAZIN-2-YLAMINE as a white solid (8. 17 G, 83% yield).

The synthetic route of 15258-73-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUGEN, INC.; WO2004/76412; (2004); A2;,
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Synthetic Route of 15258-73-8 ,Some common heterocyclic compound, 15258-73-8, molecular formula is C7H6Cl2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Compound 3-e (320 mg, 1.818 mmol) was obtained in an ice bath.Diisopropyl azodicarboxylate (400 mg, 2.00 mmol) was slowly added dropwise to a solution of 2-nitrophenol (250 mg, 1.818 mmol), triphenylphosphine (520 mg, 2.00 mmol) in tetrahydrofuran (5 mL). After stirring overnight at room temperature, the solvent was distilled off under reduced pressure, and the residue was purified by Prep-TLC (petroleum ether/ethyl acetate = 1:1) to give compound 3-d (0.30 g, 55%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15258-73-8, its application will become more common.

Reference:
Patent; SHANGHAI KAIHUI TECHNOLOGY DEVELOPMENT CO;LTD; XU, ZUSHENG; Kaihui Science And Technology Development (Shanghai) Co., Ltd.; Xu Zusheng; (100 pag.)CN103304571; (2018); B;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 15258-73-8, name is (2,6-Dichlorophenyl)methanol. A new synthetic method of this compound is introduced below., Recommanded Product: 15258-73-8

To a solution of H-2 (5.11 g, 20.0 mmol), PPh3 (5.30 g, 20.0 mmol), and 2,6-dichlorobenzylalcohol (3.54 g, 20.0 mmol) in dry THF (100 mL) at 0 C. under Ar is added DEAD (3.15 mL, 20.0 mmol). The reaction mixture is kept at 0 C. for 1.5 h and at rt for 1.5 h. It is concentrated to a residue, that is purified by silica flash chromatography (17:3 hexanes/EtOAc) to give 7.61 g of the title compound: TLC (1 7:3 hexanes/EtOAc) Rf 0.57; 1H NMR (CD3SOCD3, 300 MHz) delta 7.85 (1H), 7.62 (1H), 7.58-7.45 (3H), 5.34 (2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 15258-73-8, (2,6-Dichlorophenyl)methanol.

Reference:
Patent; Pharmacia & Upjohn Company; Tanabe Seiyaku Co., Ltd.; US6685617; (2004); B1;,
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Reference of 15258-73-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, molecular weight is 177.03, as common compound, the synthetic route is as follows.

To a solution of 2,6-dichlorobenzyl alcohol (26 mg, 0.15 mmol) in tetrahydrofuran (1.5 mL) was added sodium hydride (95%, 25 mg, 1.0 mmol, 24 eq) and the reaction was stirred at 23 C for 15 minutes before adding a solution of r-(3-chloro-4-(dimethylcarbamoyl)phenyl)-[4,4′- bipiperidine]-l-carbonyl chloride (1-10) (60 mg, 0.15 mmol, 1.0 eq) in dichloromethane (1.5 mL). The resulting reaction was stirred at 23C for 16 hours. The reaction mixture was then quenched with water (0.25 mL) and concentrated and the residue was dissolved in DMSO and purified by reverse phase liquid chromatography (Gemini -NX CI 8, 5 muiotatauiota, 30 x 100 mm column; 0-100% CH3CN/H2O gradient w/ 0.10% TFA present) to yield 2,6-dichlorobenzyl l’-(3-chloro- 4-(dimethylcarbamoyl)phenyl)-[4,4′-bipiperidine]-l-carboxylate (1-11). 1H NMR (400 MHz, CD30D): delta 7.44 (s, 1 H); 7.42 (s, 1 H); 7.34 (dd, J = 9.0, 7.1 Hz, 1 H); 7.25 (d, J = 8.5 Hz, 1 H); 7.20 (d, J = 2.3 Hz, 1 H); 7.13 (dd, J = 8.6, 2.3 Hz, 1 H); 5.36 (s, 2 H); 4.21-3.98 (br m, 2 H); 3.78 (d, J = 12.4 Hz, 2 H); 3.09 (s, 3 H); 2.95 (t, J = 12.0 Hz, 2 H); 2.89 (s, 3 H); 2.77 (t, J = 12.8 Hz, 2 H); 1.89 (d, J = 12.1 Hz, 2 H); 1.74 (br s, 2 H); 1.40-1.33 (m, 4 H); 1.17 (br s, 2 H). LRMS m/z (M+H) 552.3 found, 552.2 required

The chemical industry reduces the impact on the environment during synthesis 15258-73-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn, J.; BENNETT, David Jonathan; BRNARDIC, Edward, J.; LIVERTON, Nigel, J.; MANLEY, Peter, J.; MENG, Zhaoyang; NANDA, Kausik, K.; RUDD, Michael, T.; WAI, Jenny; (137 pag.)WO2017/83219; (2017); A1;,
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Related Products of 15258-73-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 15258-73-8 as follows.

2,6-Dichlorobenzyl alcohol (1.1 mmol) was dissolved in dry DMF (5 ml) and treated with sodium hydride (60% dispersion in mineral oil, 1.21 mmol). The mixture was stirred at room temperature for 30 mins, then treated with lithium-5-chloro-pyrazine-2- carboxylate (1 mmol) and stirred at reflux overnight. The reaction mixture was partitioned between ethyl acetate and water, then the organic layer was separated, dried [(MGSO4),] filtered, evaporated and the residue purified by column chromatography on silica. Elution with mixtures of petroleum ether and diethyl ether afforded the title product. MS (ES): m/e 300 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15258-73-8, its application will become more common.

Reference:
Patent; ASTEX TECHNOLOGY LIMITED; WO2004/4720; (2004); A1;,
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Application of 15258-73-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 15258-73-8, name is (2,6-Dichlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of M-5 (0.126 g, 0.43 mmol), 2,6-dichlorobenzylalcohol (0.075 g, 0.43 mmol) and PPh3 (0.113 g, 0.43 mmol) in dry THF (4 mL) at 0 C under Ar is added DEAD (0.068 mL). The reaction mixture is permitted to warm to room temperature, and is stirred for 18 h. It is concentrated, and the residue is purified by silica chromatography: TLC (7:3 hexanes/EtOAc) Rf = 0.34; 1H NMR (CDCl3, 300 MHz) delta 8.31 (m, 1H), 7.37 (m, 2H), 7.25 (m, 2H), 7.08 (m, 1H), 5.81 (m, 1H), 5.29 (s, 2H), 4.65 (m, 1H), 3.70 (s, 3H), 3.24 (m, 2H), 1.63 (m, 1 H), 1.43 (s, 9H); 13C NMR (CDCl3, 75 MHz) delta 172.47, 155.50, 153.82, 149.71, 137.33, 137.00, 131.51, 130.72, 128.56, 123.99, 122.78, 79.74, 65.64, 53.25, 52.27, 38.43, 28.33 (3C); MS (+ESI) m/z 454.9 [M + H]+

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 15258-73-8, (2,6-Dichlorophenyl)methanol.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1144365; (2004); B1;,
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Synthetic Route of 15258-73-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 15258-73-8, name is (2,6-Dichlorophenyl)methanol, molecular formula is C7H6Cl2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of compound 8a (1.08 g, 10 mmol) and Et3N (1.52g, 15 mmol) in anhydrous DCM (100 mL) was added dropwisemethanesulfonyl chloride (1.36 g, 12 mmol) in anhydrous DCM(20 mL). The mixture was stirred for 12 h while being cooled withan ice-water bath. DCM was evaporated under vacuum. The residuewas dissolved in EtOAc (100 mL) and washed with 10% HCl(3 100 mL), saturated NaHCO3 (3 100 mL) and brine (3 100mL), and then dried over MgSO4 overnight. EtOAc was evaporatedto give 11a as yellow oil (1.77 g, yield: 95%). ESI-MS m/z 187.4 [M+H]+. The crude product was used directly in the next reactionwithout further purification.Compounds 11b-11w, 11aa-11ff and 23a-23h were preparedusing the same procedure described above.

According to the analysis of related databases, 15258-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cao, Jiangying; Ma, Chunhua; Zang, Jie; Gao, Shuai; Gao, Qianwen; Kong, Xiujie; Yan, Yugang; Liang, Xuewu; Ding, Qin’ge; Zhao, Chunlong; Wang, Binghe; Xu, Wenfang; Zhang, Yingjie; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3145 – 3157;,
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