Month: September 2021

Reference of 107622-80-0, 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 107622-80-0 as follows.

Example 104 2-(4-methyl-2,5-dioxo-4-imidazolidinyl)-N-(4-phenoxybenzyl)acetamide Hydantoin 103a (50 mg, 0.30 mmol) was coupled to 4-phenoxybenzylamine using general coupling method A to give 45 mg of the product hydantoin. MS found:(M+H)+=354.

According to the analysis of related databases, 107622-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sheppeck, James E.; Duan, Jingwu; Xue, Chu-Biao; Wasserman, Zelda; US2003/130273; (2003); 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. 16452-01-0, name is 3-Methoxy-4-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 16452-01-0

Intermediate 18To a suspension of 4-methyl-3-(methyloxy)aniline (Intermediate 17, 1.86 g) in water (100 mL)/H2S04 (30 mL, 563 mmol) at 0C a solution of sodium nitrite (1.029 g, 14.91 mmol) in water (10 mL) was slowly added and the reaction mixture was stirred for 30 minutes at 0 C. The reaction mixture was slowly added to a solution of H2S04 98% (20 mL) in Water (80 mL) pre-heated at 90C and stirred at this temperature for 1 h. After cooling the mixture was extracted with Et20 (2x200mL), the organic layer was dried on sodium sulphate, filtered and evaporated to afford the title compound (1.86 g) as a red/brown oil.H-NMR (400 MHz, DMSO-c/6) delta ppm: 9.14 (1 H, br.s), 6.87 (1 H, d), 6.35 (1 H, d), 6.24 (1 H, dd), 3.71 (3H, s), 2.01 (3H, s); UPLC_B: 0.63 min, 137 [M-H]-.

The synthetic route of 16452-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; ALVARO, Giuseppe; DECOR, Anne; FONTANA, Stefano; HAMPRECHT, Dieter; LARGE, Charles; MARASCO, Agostino; WO2011/69951; (2011); A1;,
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These common heterocyclic compound, 103291-07-2, name is 4-Bromo-1-fluoro-2-methoxybenzene, 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. Product Details of 103291-07-2

PREPARATION 12 3-(4-Fluoro-3-methoxyphenyl)pyridine A solution of 15.6 g (76.1 mmole) of 1-bromo-4-fluoro-3-methoxybenzene in 67 ml of tetrahydrofuran was added dropwise, with stirring, under nitrogen, to 1.92 g (79.1 mmole) of dried magnesium turnings. Stirring was continued for 1 hour and then the supernatant liquid was removed to give a solution of 4-fluoro-3-methoxyphenylmagnesium bromide. In a separate flask, 7.3 ml (76.1 mmole) of 3-bromopyridine was dissolved in 23 ml of tetrahydrofuran and 880 mg (0.76 mmole) of tetrakis-triphenylphosphine palladium was added. This latter mixture was heated to reflux, and the above Grignard solution was added dropwise, during 10 minutes, with stirring. The resulting mixture was refluxed for 1 hour and then it was stirred overnight at room temperature. The reaction mixture was diluted with 100 ml of water, followed by 100 ml of 10% hydrochloric acid, and the resulting solution was washed with dichloromethane. The aqueous phase was basified with sodium bicarbonate and then it was extracted with dichloromethane. The combined extracts were dried using potassium carbonate and evaporated in vacuo to give 12.3 g (79%) of the title compound as a reddish oil.

The synthetic route of 4-Bromo-1-fluoro-2-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4593037; (1986); A;,
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Electric Literature of 59557-91-4, These common heterocyclic compound, 59557-91-4, name is 4-Bromo-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.

To a solution of 4-bromo-2-methoxyaniline (4.0 g, 20 mmol) in concentrated hydrochloric acid (40 mL) was added dropwise sodium nitrite (1.4 g, 21 mmol) and water (2 mL) solution while maintaining at -20C, and the mixture was stirred at the same temperature for 15 min. The mixture was warmed to 0C, and the mixture was stirred at the same temperature for 20 min, and further, a solution of tin chloride·2 hydrate (17 g, 74 mmol) in concentrated hydrochloric acid (140 mL) was added dropwise to the reaction mixture while maintaining at -20C. After stirring at the same temperature for 10 min, and the mixture was stirred at room temperature for 40 min. The precipitate was collected by filtration, and washed with ice water and diethyl ether. To the filtered material was added ethyl acetate and 10% aqueous potassium carbonate, and the insoluble material was filtered off. The aqueous layer of the filtrate was extracted with ethyl acetate, the organic layer was combined, and the mixture was washed with saturated brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give the title compound as a pale yellow solid (3.4 g, 78%). 1H NMR (CDCl3) delta: 3.49 (2 H, br), 3. 84 (3 H, s), 5.61 (1 H, br), 6.85 – 6.88(2 H, m), 7.06 (1 H, dd, J=2.1, 8.7 Hz).

Statistics shows that 4-Bromo-2-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 59557-91-4.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2455380; (2012); A1;,
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Synthetic Route of 458-50-4,Some common heterocyclic compound, 458-50-4, name is 4-Bromo-3-fluoroanisole, molecular formula is C7H6BrFO, 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 degassed solution of 3-amino-furo[3,2-c]pyridine-2-carboxylic acid ethyl ester (206 g, 1.0 mmol), l-bromo-2-fluoro-4-methoxy-benzene (246 mg, 1.2 mmol), Pd2dba3 (46 mg, 0.050 mmol), Xantphos (58 mg, 0.10 mmol) and K3PO4 (254 mg, 1.2 mmol) in toluene (5 ml) was heated to 1100C then stirred for 18 hours. The reaction mixture was cooled to ambient temperature then diluted with EtOAc and filtered through a pad of celite. The filtrate was concentrated in vacuo to give a black oil. The oil was purified by flash chromatography (Si-SPE, MeOH: DCM, gradient 0: 100 to 10:90) to provide the title compound as a yellow oil (130 mg, 39percent). LCMS (method B): Rx = 2.93 min, M+H+ = 331.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-fluoroanisole, its application will become more common.

Reference:
Patent; GENENTECH, INC.; WO2008/24725; (2008); A1;,
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Application of 61367-43-9, A common heterocyclic compound, 61367-43-9, name is cis-4-Methoxycyclohexanamine hydrochloride, molecular formula is C7H16ClNO, 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.

Example 227 6-(4-(4-cyanophenyl)-5-hydroxy-lH-pyrazol-l-yl)-N-((ls,4s)-4- methoxycyclohexyl)nicotinamide [0985] Combined 6-(4-(4-cyanophenyl)-5 -hydroxy- lH-pyrazol-l-yl)nicotinic acid (100 mg, 0.327 mmol), (ls,4s)-4-methoxycyclohexanamine, HC1 (81 mg, 0.490 mmol), and Nl- ((ethylimino)methylene)-N3,N3-dimethylpropane-l,3-diamine, HC1 (94 mg, 0.490 mmol) in DMF (1.555 mL). Then added lH-benzo[d][l,2,3]triazol-l-oL, water (75 mg, 0.490 mmol) and Hunig’s base (0.171 mL, 0.980 mmol) and stirred for 4 hours at room temperature. The reaction mixture was acidified to a pH of 5 to give a solid. The solid was washed with 50 mL MeOH and 50 mL hexanes, and then dried to afford the title compound (95.3 mg, 66.4%) as light yellow solid. NMR (400 MHz, DMSO-d6) delta ppm 1.24 (br. s., 2 H) 1.39 (d, J=14.7 Hz, 2 H) 1.89 (br. s., 2 H) 2.05 (d, J=10.9 Hz, 2 H) 3.25 (s, 3 H) 3.35 (br.s., 2 H) 7.80 (d, J=8.3 Hz, 2 H) 8.82 – 8.96 (m, 1 H). MS m/z [M+H]+ 418.4.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BROWN, Jason, W.; DAVIS, Melinda; IVETAC, Anthony; JONES, Benjamin; KIRYANOV, Andre, A.; KUEHLER, Jon; LANIER, Marion; MIURA, Joanne; MURPHY, Sean; WANG, Xiaolun; WO2014/160810; (2014); 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. 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 27060-75-9

General procedure: An argon flushed pressure tube was charged with indole (59 mg, 0.5mmol), bromobenzene (62 muL, 0.5 mmol), Mo(CO)6 (132 mg, 0.5mmol), DBU (75 muL, 0.5 mmol), K3PO4 (106 mg, 0.5 mmol), Pd(OAc)2(3.4 mg, 3 mol%), BuPAd2 (10.8 mg, 6 mol%), and DMF (3 mL). The tubewas subsequently sealed and the mixture was stirred at 120 C for 16h. Afterwards, the reaction mixture was diluted with CH2Cl2 (3 × 5mL) and washed with H2O (3 × 5 mL). The aqueous layer was extractedwith CH2Cl2 (2 × 5 mL), the combined organic phases were dried(Na2SO4), and the solvent was evaporated. The crude product was purifiedby column chromatography (pentane-EtOAc (8:2) with additionof 0.5% Et3N) to give benzoylindole as a viscous oil that solidifiedon standing; yield: 98 mg (89%); mp 64-65 C.

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 27060-75-9.

Reference:
Article; Wu, Xiao-Feng; Oschatz, Stefan; Sharif, Muhammad; Langer, Peter; Synthesis; vol. 47; 17; (2015); p. 2641 – 2646;,
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Related Products of 29578-83-4, 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. 29578-83-4 name is 1-Bromo-3-methoxy-5-methylbenzene, This 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.

A mixture of D-6-1 (100 g, 497 mmol), NBS (88.5 g, 497 mmol), and AIBN (10 g, 50 mmol) in CCl4 (700 mL) is heated to reflux for 12 h. The mixture is cooled to ambient temperature, diluted with H2O, and extracted with EtOAc. The organic layer is separated, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue is purified by flash silica gel chromatography to afford D-6-2 (48 g, 42% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-methoxy-5-methylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim International GmbH; BRENNEMAN, Jehrod Burnett; GINN, John David; HOPKINS, Tamara Denise; LOWE, MIchael D.; SARKO, Christopher Ronald; WESTBROOK, John A.; YU, Maolin; ZHANG, Zhonghua; (233 pag.)US2016/24059; (2016); A1;,
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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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., Formula: C9H13NO2

Weighing 167 mg of 2,4-dimethoxybenzylamine, 6.1 mg of Ru catalyst,3.0 mL of ethanol was weighed, 290 mg of 5-HMF was weighed,In 10mL autoclave mixed evenly, the system with 10bar hydrogen replacement 3 times,The reaction initial hydrogen pressure was 20 bar, the temperature was 110 C,The reaction time was 12 h. After the end of the reaction, the ethanol was removed under reduced pressure,The residue was separated using a silica gel columnWith a color solid of 325.4 mg, yield 84%.

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; Dalian Institute of Chemical Physics; Zhang Zongchao; Xu Zhanwei; Wan Lu; Yan Peifang; (17 pag.)CN106632165; (2017); A;,
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Synthetic Route of 6358-77-6, A common heterocyclic compound, 6358-77-6, name is 5-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.

b. 4-(5-Bromo-2-methoxyanilino)-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 5-bromo-2-methoxyaniline (39 mg, 0.193 mmol) similar to Example 117 and isolated as a tan solid (26 mg, 32%). 1H NMR (CDCl3): 9.67-9.66 (m, 1H), 8.77-8.71 (m, 3H), 7.55 (s, 1H), 7.48-7.43 (m, 1H), 7.24 (dd, J=2.4, 8.7 Hz, 1H), 6.92 (s, 1H), 6.83 (d, J=9.0 Hz, 1H), 3.93 (s, 3H).

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; Cytovia, Inc.; US2003/69239; (2003); A1;,
Ether – Wikipedia,
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