Author: Jessica.F

Application of 27060-75-9,Some common heterocyclic compound, 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene, molecular formula is C8H9BrO, 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.

Preparation process: Select a 100ml round bottom flask, add substrate 4-1 (1eq.),Tetrakis (triphenylphosphine) palladium (5%) and solvent ethylene glycol dimethyl ether to water 2: 1 (0.1M), after stirring at room temperature for twenty minutes,Add 2,4,6-trimethylphenylboronic acid (1.1 eq.) And sodium carbonate (3 eq.) And heat to 90 C for 36 h under reflux.Cool to room temperature, extract 3 times with ethyl acetate, collect the organic phase, dry over anhydrous sodium sulfate, spin-dry column chromatography, and use petroleum ether to ethyl acetate 40: 1 as eluent.A pale yellow solid was obtained with a yield of 86%.

The synthetic route of 27060-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Jianuolin Optoelectric Technology Co., Ltd.; Hang Xiaochun; Yin Junli; Liu Ruqing; (57 pag.)CN110615787; (2019); A;,
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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 2752-17-2 as follows. Product Details of 2752-17-2

5LlO-l,2-HOPOBn; To a solution of l ,2-HOPO(Bn)-thiazolide (644 mg, 2.1 mmol) in dry methylene chloride (20 mL), was added neat 5LIO-amine ( 104 mg, 1.0 mmol). The mixture was stirred overnight, after which time the solvent was removed and the residue was loaded onto a flash silica column. Elution with 2-6% methanol in methylene chloride allowed for the separation and isolation of the benzyl-protected 5L1O- 1 , 2-HOPO(Bn) to give a pale yellow oil (447 mg. 85 % based on amine). [0251] 1 H NMR (500MHz, CDCl3): delta 3.22(s, 8H, CH2), 5.24(s, 4H, benzyl CH2), 6.26(dd, J= I, .2 Hz, 2H, HOPO H), 6.3 l (d, 2H, J = 9.0 Hz, HOPO H), 7.24(dd, 2H, J= 9.0, 2 Hz, ArH), 7.26-7.45(m, 12H, ArH), 7.74(s,br, 2H, amideH). 1 3C NMR ( 125 MHz, CDCI3): delta 38.8, 68.1 , 78.2, 104.7, 121.7, 127.7, 128.3, 129.0, 132.9, 138.3, 143.2, 157.8, 160.0. MS(FAB+): 559.2 (MH ‘).

According to the analysis of related databases, 2752-17-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2008/8797; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 52189-63-6, name: 1-Fluoro-3,5-dimethoxybenzene

Synthesis of 1-(2-fluoro-6-hydroxy-4-methoxyphenyl)-2-(4-methoxyphenyl)ethanone To 1,2-dichloroethane (40 mL) were added anhydrous aluminum chloride (4.27 g) and zinc chloride (436 mg), followed by stirring 15 min. Under ice-cooling, a solution of 1,3-dimethoxy-5-fluorobenzene (5 g) in 1,2-dichloroethane (15 mL) was added. The mixture was cooled to -10 C. and 4-methoxyphenylacetyl chloride (4.9 mL) in dichloroethane (10 mL) was added drop-wise. The mixture was stirred 30 min at -10 C., and 1 h at room temperature and then heated to reflux for 2 h. The mixture was cooled at 0 C., poured carefully into ice-water and extracted twice with dichloromethane. The dichloromethane layer was dried over MgSO4 and evaporated in vacuo to give the title compound (9.1 g); 1H NMR (CDCl3): 13.23 (s, 1H), 7.17 (d, 2H, J=8.4 Hz), 6.88 (d, 2H, J=8.4 Hz), 6.24 (d, 1H, J=2.1 Hz), 6.18 (dd, 1H, J=13.8 Hz, J’=2.1 Hz), 4.20 (d, 2H, J=3.9 Hz), 3.82 (s, 3H), 3.80 (s, 3H); MS: 291 (MH+); containing 1-(4-fluoro-2-hydroxy-6-methoxyphenyl)-2-(4-methoxyphenyl)ethanone as a by-product. 1H NMR (CDCl3): 13.62 (s, 1H), 7.2-6.0 (6H), 4.29 (s, 2H), 3.90 (s, 3H), 3.81 (s, 3H).

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.

Reference:
Patent; Barlaam, Bernard; Folmer, James J; Piser, Timothy M; US2004/39015; (2004); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 62257-15-2, name is 2-Fluoro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 62257-15-2

E. Preparation of N-benzyl-2-fluoro-5-methoxyaniline This procedure was patterned after that of Tietze and Grote, Chem Ber. 126(12), 2733 (1993). A solution of 2.73 g of 2-fluoro-5-methoxyaniline and 2.67 g of benzaldehyde in 48 ml of methanol was treated with 3.43 g of zinc chloride and then cooled in an ice bath. Sodium cyanoborohydride (1.58 g) was added in small poroom temperature ions over 30 minutes and the reaction was stirred for five hours at room temperature. After evaporation of the solvent, the residue was slurried in 40 ml of 1 N sodium hydroxide solution and then extracted twice with ether. The extracts were washed with water and then with brine, dried over magnesium sulfate and concentrated. The residue was recrystallized from hexane to afford 2.61 g and the mother liquors were chromatographed on silica gel using 20:1 hexane/ether to afford another 1.4 g of the subtitle compound (90%). mp. 56-58 C. Elemental Analyses Calculated: C 72.71; H 6.10; N 6.06 Found: C 72.51; H 6.06; N 5.99

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 62257-15-2.

Reference:
Patent; Eli Lilly and Company; US6177440; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 1978-39-8, These common heterocyclic compound, 1978-39-8, name is 5-Fluoro-2-methoxyaniline, 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.

A suspension of 5-fluoro-2-methoxy-phenylamine (3.3 g, 23 mmol), 3-oxo-butyric acid ethyl ester (3.0 g, 23 mmol), acetic acid (120 muL), and drierite (12.0 g) in ethanol (20 mL) was heated to reflux for 5 d. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated in vacuo and purified by flash chromatography on silica gel (elution with EA/hexane 1 :3) to give crude 3-(5-fluoro-2-methoxy-phenylamino)-but-2- enoic acid ethyl ester.

Statistics shows that 5-Fluoro-2-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 1978-39-8.

Reference:
Patent; JERINI AG; WO2008/116620; (2008); A1;,
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Related Products of 41365-75-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 41365-75-7, name is 1-Amino-3,3-diethoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

Prepared according to General Procedure B from THP-protected bromophenol S1 (10.0 g, 38.9mmol), CuI (0.99 g, 5.84 mmol), L-proline (1.34 g, 11.7 mmol), K2CO3 (10.7 g, 77.8 mmol) andamino-3,3-diethoxypropane (9.43 mL, 58.4 mmol) in DMSO (55 mL). The reaction was stirred at 90C for 24 h and then purified by flash chromatography (SiO2, 0.5% Et3N in 5:1?1:1, 40-60 Cpetroleum ether/diethyl ether) to yield the title compound S2 (10.4 g, 32.2 mmol, 83% yield) as anorange oil; Rf 0.45 (5:1, 40-60 C petroleum ether/diethyl ether); numax/cm-1 (film) 3386, 2971, 2940,2875, 1616, 1510, 1226, 1201; deltaH (400 MHz, CDCl3) 6.92 (2H, d, J = 8.8 Hz), 6.55 (2H, d, J = 8.8Hz), 5.23 (1H, t, J = 3.3 Hz), 4.62 (1H, t, J = 5.5 Hz), 3.99-3.93 (1H, m, J = 3.3 Hz), 3.81 (1H, bs),3.71-3.64 (2H, m), 3.60-3.55 (1H, m), 3.54-3.47 (2H, m), 3.17 (2H, t, J = 7.0 Hz), 2.03-1.91 (3H,m), 1.85-1.81 (2H, m), 1.70-1.56 (3H, m), 1.22 (6H, t, J = 7.0 Hz); deltaC (100 MHz, CDCl3) 149.3,143.7, 118.2, 113.8, 102.2, 97.7, 62.1, 61.5, 40.9, 33.3, 30.6, 25.3, 19.1, 15.3; HRMS (ESI) calculatedfor C18H30NO4 [M+H]+ m/z 324.2169, found 324.2170.

The chemical industry reduces the impact on the environment during synthesis 1-Amino-3,3-diethoxypropane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Williamson, Alice E.; Ngouansavanh, Tifelle; Pace, Robert D. M.; Allen, Anna E.; Cuthbertson, James D.; Gaunt, Matthew J.; Synlett; vol. 27; 1; (2016); p. 116 – 120;,
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Adding a certain compound to certain chemical reactions, such as: 102-52-3, name is 1,1,3,3-Tetramethoxypropane, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 102-52-3, category: ethers-buliding-blocks

To a solution of ethyl 3,5-diamino-lH-pyrazole-4-carboxylate (5.00 g, 29.38 mmol) in DMF (80 mL) were added 1 , 1 ,3,3-tetramethoxypropane (14.50 mL, 88.15 mmol) and AcOH (0.34 mL, 5.88 mmol). The reaction mixture was stirred at 100 C for 14 h, and then concentrated in vacuo. The residue was partitioned between DCM (50 mL) and water (50 mL). The organic phase was separated and the aqueous phase was extracted with DCM (100 mL x 3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (a solution of NH3in MeOH (7 M)/DCM (v/v) =1/100) to give the title compound as a pale yellow solid (3.52 g, 58.1%).MS (ESI, pos. ion) m/z: 207.1 [M+H]+; H NMR (400 MHz, CDC1 ): delta (ppm) 8.60 (dd, J= 4.40 Hz, 1.76 Hz, 1H), 8.46 (dd, J = 6.76 Hz, 1.76 Hz, 1H), 6.86 (dd, J = 6.72 Hz, 4.40 Hz, 1H), 4.50 (q, J = 7.08 Hz, 2H), 1.47 (t, J = 7.08 Hz, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1,3,3-Tetramethoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 105404-89-5, name is 2,7-Dibromo-3,6-dimethoxynaphthalene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2,7-Dibromo-3,6-dimethoxynaphthalene

Sodium (0.21 g, 8.6 mmol) was added portionwise to anhydrous methanol (30 mL) stirred under an argon atmosphere. Upon complete dissolution, copper(I) iodide (1.65 g, 8.64 mmol), 3,6-dibromo-2,7-dimethoxynaphthalene (7, 1.50 g, 4.32 mmol) and anhydrous DMF (5 mL), were added to the reaction mixture and brought to reflux for 24 h. Additional copper(I) iodide (0.83 g, 4.32 mmol) and satd sodium methoxide (20 mL) were added to regenerate the catalyst and stirred at reflux for an additional 12 h. The reaction was quenched by the addition of water (10 mL) and extracted with DCM (2*25 mL), washed successively with 10% HCl (2*10 mL), water (2*10 mL), dried (MgSO4) and concentrated in vacuo to afford a crude solid, which was recrystallized from ethanol to afford the title compound (0.75 g, 70%). Mp 255-256 C (lit. 23 mp>200 C). 1H NMR (300 MHz, CDCl3) delta 7.04 (s, 4H), 3.98 (s, 12H); 13C NMR (75 MHz, CDCl3) delta 148.1, 124.1, 55.8; IR (ATR) (cm-1) 3064, 3003, 2964, 2937, 2887, 1669, 1608, 1528, 1510. HRMS (EI+, 70 eV); m/z: [M]+ calcd for C14H16O4 248.1049, found 248.1048.

According to the analysis of related databases, 105404-89-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tate, Daniel J.; Abdelbasit, Mohamed; Kilner, Colin A.; Shepherd, Helena J.; Warriner, Stuart L.; Bushby, Richard J.; Tetrahedron; vol. 70; 1; (2014); p. 67 – 74;,
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Application of 33170-72-8, 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. 33170-72-8, name is 2-Bromo-1,1-dimethoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: 1-(4-Bromo-pyridin-2-yl)-4,4-dimethoxy-butan-1-one (2)To a solution of (1) (8.86 g, 36.2 mmole) in 250 mL of anhydrous THF in a 3-neck flamed dried round bottom flask at -70 C. (acetone-dry ice bath) is slowly added the Grignard reagent prepared from bromopropionaldehyde dimethyl acetal (16.5 g, 90.4 mmol) and Mg turnings (4.39 g, 181 mmol) in anhydrous THF (250 mL), maintaining internal temperature around -68 C. to -70 C. After stirring at -70 C. for 2 hours, the reaction mixture is diluted with 200 mL of water with the dry ice bath removed. The mixture is poured into a separatory funnel, and the mixture is extracted 3 times with ethyl acetate (150 mL). The organic layers are combined and dried over Na2SO4 and the solvent evaporated leaving a thick yellow oil (11 g, 100% crude yield, MS ES+258.02).

The synthetic route of 2-Bromo-1,1-dimethoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Norvartis AG; US2011/65726; (2011); A1;,
Ether – Wikipedia,
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