Month: June 2021

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;,
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Adding a certain compound to certain chemical reactions, such as: 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride, 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 60792-79-2, Quality Control of 2,2′-Oxybis(ethylamine) dihydrochloride

A suspension of 0.2 M 2,2′-oxydiethylamine dihydrochloride (0.135 gm, 0.74 mmole) and 0.4 M DIEA (0.32 ml, 1.85 mmole) in 2.5 DMF was added to 4-morpholino-1,8-naphthalic anhydride (0.068 gm, 0.24 mmole) and heated at 150 C with microwave treatment under nitrogen for 12 minutes. The mixture was cooled, diluted with dichloromethane, washed with sat. NaHCO3, dried over MgSO4, and concentrated under vacuum to give N-aminoethylethoxy-4-morpholino-1,8 naphthalimide 9. 1H NMR (300 MHz, CDCl3): delta 8.59 (IH, d, J = 7.2 Hz); 8.53 (IH, d, J = 7.8 Hz); 8.42 (IH, d, J = 8.4 Hz); 7.70 (IH, t, J= 7.2 Hz); 7.25 (d, IH, J= 8.1 Hz); 4.43 (2H, t, J= 5.8 Hz); 4.02 (4H, m); 3.80 (2H, t, J= 6.0 Hz); 3.54 (2H, t, J = 5.2 Hz); 3.26 (4H, m); 2.81 (2H, t, ./ = 5.7 Hz).

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, 2,2′-Oxybis(ethylamine) dihydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; WO2006/60533; (2006); A2;,
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Ether | (C2H5)2O – PubChem

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. 107622-80-0, name is (4-Phenoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

Production example 3 0.88 g of a BOP reagent and 0.40 g of triethylamine were successively added to a mixture of 0.28 g of 2-aminonicotinic acid, 0.40 g of 4-phenoxybenzylamine and 10 ml of DMF. The obtained mixture was stirred at a room temperature for 4 hours. Thereafter, ice and a saline solution were successively added to the reaction mixture, and it was then extracted with ethyl acetate. The organic layer was further washed with a saline solution 3 times, and it was then dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. 0.80 g of the obtained residue was subjected to silica gel column chromatography, so as to obtain 0.62 g of N-(4-phenoxyphenyl)methyl-2-aminonicotinic acid amide (hereinafter referred to as the present compound 3).The present compound 3 [Show Image] 1H-NMR (DMSO-D6) delta: 4.42 (2H, d, J = 5.9 Hz), 6.59 (1H, dd, J = 7.8, 4.9 Hz), 6.97-6.99 (4H, m), 7.08 (2H, br), 7.10-7.13 (1H, m), 7.32-7.40 (4H, m), 7.95 (1H, dd, J = 7.8, 1.7 Hz), 8.08 (1H, dd, J = 4.9, 1.7 Hz), 8.98 (1H, t, J = 5.9 Hz).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2248423; (2010); A1;,
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Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, 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 20781-20-8, COA of Formula: C9H13NO2

To a solution of ethyl (4aS)- 1 -(4-fluorophenyl)-6-oxo-4,5 ,7,8-tetrahydrobenzo [fjindazole-4a- carboxylate (ig) (3.16 g, 8.92 mmol) and (2,4-dimethoxyphenyl)methanamine (2.68 mL, 17.83 mmol) in DCE (40 mL) was added acetic acid (1.54 mL, 26.75 mmol). After the reaction was stirred at rt for 5 mm and cooled down in an ice-bath, sodium triacetoxyborohydride (5.lg, 24.08 mmol) was added in portions. 5 Minute later, the reaction solution was allowed to warm to rt and continued stirring for 30 mm. The solution was quenched (sat. aq. NaHCO3) and extracted (EtOAc). The organic layers were washed (brine), dried (Na2SO4) and concentrated under reduced pressure. The cmde product was purified by silica gel chromatography (Si02, 0%-75 % EtOAc/hexanes, gradient elution) to provide the title compound (lila) (4.15 g, 92% yield) as an off-white solid. mlz (ESI, +ve ion) = 506.3 [M+Hj.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2,4-Dimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; REW, Yosup; SUN, Daqing; YE, Qiuping; ZHOU, Haiying; KAWAI, Hiroyuki; MOORE, Jared; PHAM, Johnny; WU, Kejia; ZHU, Liusheng; YAMASHITA, Dennis; (288 pag.)WO2018/191283; (2018); A1;,
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Some common heterocyclic compound, 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, molecular formula is C9H13NO, 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. Application In Synthesis of 2-(Benzyloxy)-1-ethanamine

A solution of N,N-diisopropylethylamine (2.31 ml, 13.2 mmol) and intermediate 29 (0.79 mg, 2.2 mmol) in dry tetrahydrofuran (6.6 ml) (+ few drop of Nu,Nu-dimethylformamide) was added drop wise to a solution of 1 ,1 ‘-carbonyl diimdazole (0.61 g, 3.74 mmol) in dry tetrahydrofuran (6 ml). The mixture was stirred at room temperature for 1 hour and 2-benzyloxyethanamine (0.998 g, 6.6 mmol) was added. The mixture was stirred at room temperature. When the reaction is completed, ethyl acetate was added and the organic layer was washed with water. The organic layer was dried, filtered and the solvent was removed under reduced pressure. The residue was purified by flash column chromatography over silica gel using dichloromethane and methanol as eluents. The product fractions were collected and the solvent was evaporated.Yield: 1.065 g of intermediate 30 (90%)LCMS method 1 : MH+ = 537, RT = 1.035 min

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 38336-04-8, its application will become more common.

Reference:
Patent; IPSEN PHARMA S.A.S.; ONCODESIGN S.A.; HOFLACK, Jan; BLOM, Petra; WO2013/46029; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 22236-08-4, name is 3-(Difluoromethoxy)aniline, 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 22236-08-4, HPLC of Formula: C7H7F2NO

EXAMPLE 2 Preparation of 2,3-dichloro-N-(m-difluoromethoxyphenyl)maleimide 16.7 g (0.1 mole) of 2,3-dichloromaleic anhydride is dissolved in 100 ml of dioxane, and a solution of 15.9 g (0.1 mole) of m-difluoromethoxyaniline in 30 ml of dioxane is added dropwise to it at room temperature over 20 minutes with stirring. Thereafter, the resulting solution is stirred at 70-80 C. for 2 hours and the dioxane is then distilled off under a reduced pressure. Water is added to the residue to precipitate crystals. The precipitated crystals are filtered off and recrystallized to give 29.2 g (yield: 95%) of 2,3-dichloro-N-(m-difluoromethoxyphenyl)maleimide melting at 122-124 C. in the form of light yellow plate crystals.

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; Showa Denko Kabushiki Kaisha; US4455315; (1984); A;,
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Application of 19056-40-7, 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. 19056-40-7, name is 4-Bromo-3-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-3-methoxyaniline (380 mg, 1.88 mmol), 2-(2-chlorophenylamino)-2-methylpropanoic acid (482 mg, 2.26 mmol) and diisopropylethylamine (413 mg, 558 jil, 3.2 mmol) were combined with dimethylformamide (15 ml). 0- (7 -Azabenzotriazol- 1 -yl)-N,N,N? ?N? – tetramethyluronium hexafluorophosphate (HATU, 1.22 g, 3.2 mmol) was added. The reaction mixture was stirred at room temperature oyernight. Reaction mixture was poured on water andextracted with dichloromethane. Chromatography (silicagel, ethyl acetate / heptane = 20:80 to50:50) yielded N-(4-bromo-3-methoxyphenyl)-2- (2-chlorophenylamino)-2-methylpropanamide (457 mg, 61percent) as brown solid. MS: mle =399.3 [M+H].

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, 4-Bromo-3-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CECCARELLI, Simona M.; JAGASIA, Ravi; JAKOB-ROETNE, Roland; PETERS, Jens-Uwe; WICHMANN, Juergen; WO2014/79850; (2014); A1;,
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