Author: Jessica.F

1484-26-0, name is 3-Benzyloxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 1484-26-0

Phenyl [3-(benzyloxy)phenyl]carbamate; To a stirred solution of 3-benzyloxyaniline (0.999 g, 5.01 mmol) in DCM (10 piL) was added pyridine (1.22 ml, 15.03 mmol) and phenyl chloroformate (0.68 ml, 5.51 mmol) dropwise (Exotherm.). The reaction was then allowed to stir at room temperature for 2 hours. The reaction mixture was then partitioned between DCM and IM HCl, extracted twice, combined organics passed through phase separating cartridge and filtrate evaporated to dryness to give an orange solid. This was then triturated in 10percent ethyl acetate/ hexanes, filtered and dried to give the product, phenyl [3-(benzyloxy)phenyl]carbamate, as beige solid (1.209 g, 3.78 mmol, 75percent yield).

The synthetic route of 1484-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/67401; (2006); 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. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 651734-54-2

In a 500-mL round bottom flask, 3.00 g (15.86 mmol) of 2,6-difluoro-3,5-dimethoxy-phenylamine and 3.13 g (15.86 mmol) of 4-ethylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde in 150 mL of toluene with 1.11 g (4.76 mmol) of camphorsulfonic acid was fitted with a Dean Stark trap and heated at reflux. During the day, the toluene was drained 3 times from the finger, replenished with 100 mL of the solvent and continued heating at reflux under nitrogen atmosphere overnight. The toluene was concentrated in vacuo and dried to give 7.19 g (quantitative) of the title compound. No further purification was necessary. MS (APCI) (m+1)/z 369.1.

The synthetic route of 651734-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke; US2004/19210; (2004); 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. 954235-83-7, name is 1-Bromo-2-(difluoromethoxy)-4-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-(difluoromethoxy)-4-fluorobenzene

A mixture of l -bromo-2-(difluoromethoxy)-4-fluorobenzene (intennediate 176a, 75 mg), (6-(2- (4-(ethylsulfonyl)phenyl)acetamido)-2-methylpyridin-3-yl)boronic acid (intermediate 178a, 310 mg), PdCl2(dppf)-CH2Cl2 adduct (20.33 mg) and Na2COj (39.6 mg) in acetonitrile (2.4 mL)/water (0.8 mL) was sealed in a vessel and heated in the microwave at 100C for 45 mins. The mixture was filtered through celite and silica gel. The filtrate was concentrated under reduced pressure and the residue was purified by MDAP to afford N-(5-(2-(difIuoromethoxy)-4-fluorophenyl)-6-methylpyridin-2-yl)-2-(4- (ethyIsulfonyl)phenyi)acetarnide, trifluoroacetic acid salt (16 mg) as a white solid. ?-NMR (400 MHz, DMSO-i¾) delta ppm 1.10 (t, J= 7.2 Hz, 3H), 2.21 (s, 3H), 3.27 (q, J= 7.2 Hz, 2H), 3.89 (s, 2H), 7.22 (t, J= 72 Hz, 1H), 7.24 (m, 2H), 7.40 (m, 1H), 7.53 (d, J= 8.4 Hz, 1H), 7.63 (d, 7= 8.4 Hz, 2H), 7.85 (d, 8.4 Hz, 2H), 7.94 (d, J= 8.4 Hz, 1H), 10.92 (s, 1H); 19F-NMR (376 MHz, DMSO-Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; MENG, Qinghua; CHENG, Yaobang; YANG, Ting; ZHANG, Guifeng; XIANG, Jianing; WU, Chengde; WO2013/29338; (2013); 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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., name: 2-Methoxyethylamine

The compound 13 4-amino-N-hydroxy-1,2,5-oxadiazole-3-carbimidoyl chloride (4.0 g, 24.7 mmol) was dissolved in 15 ethyl acetate (40 mL). 16 2-methoxyethane-1-amine (2.29 mL, 25.9 mmol) was added under an ice bath, and the mixture was stirred for 5 minutes. Then 17 triethylamine (5.16 mL, 37.05 mmol) was added. The reaction mixture was stirred for 2 hours until the reaction was completed. The mixture was washed with water and saturated brine. The organic phase was dried over anhydrous sodium sulfate and concentrated in vacuo to obtain the 18 compound 4-amino-N?-hydroxy-N-(2-methoxyethyl)-1,2,5-oxadiazole-3-carboximidamide 1d (4.5 g, 92%). (0101) MS m/z (ESI): 202.1. (0102) 1H NMR (400 MHz, DMSO, ppm): delta 10.67 (s, 1H), 6.28 (s, 2H), 6.14 (s, 1H), 3.56 (m, 2H), 3.44 (m, 2H), 3.28 (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; Jiangsu Hansoh Pharmaceutical Group Co., Ltd.; Shanghai Hansoh Biomedical Co., Ltd.; WU, Shenghua; LI, Kailong; BAO, Rudi; (45 pag.)US2019/40025; (2019); A1;,
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Synthetic Route of 19056-41-8, The chemical industry reduces the impact on the environment during synthesis 19056-41-8, name is 3-Bromo-4-methoxyaniline, I believe this compound will play a more active role in future production and life.

2-Amino-4-chloro-3′-methoxybenzophenone. In a flame-dried round bottom flask 4-chloroanthranilic acid N-methoxy-N-methylamide (4.58 g, 21.3 mmol) and m-bromoanisidine (4.02 g, 21.5 g) were dissolved in THF (185 mL) and the resulting solution was cooled to -78 C. With vigorous stirring, 2 equiv of nBuLi in hexanes (26.9 mL, 1.6 M, 43.0 mmol) was added dropwise by a syringe pump at 0.6 mL/min. After 20 min, 40 mL of 1 N hydrochloric acid was carefully added, the mixture was extracted with ethyl acetate (300 mL), and the ethyl acetate was washed with water (100 mL) and brine (100 mL), dried over sodium sulfate and concentrated in vacuo. Flash chromatography with hexanes/ethyl acetate (95:5, then 75:25) afforded 3.75 g (67% yield) of 2-amino-3′-methoxybenzophenone as a yellow oil. 1 H NMR (50 MHz, CDCL3): delta 3.83 (s,3), 6.17 (b, 2), 6.55 (dd, 1, J=2.0, 8.5), 6.72 (d, 1, J=2.0), 7.06 (dd, 1, J=2.6, 8.5), 7.13 (m, 2), 7.35 (t, 1, J=7.8), 7.39 (d, 1, J=8.5).

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

Reference:
Patent; Board of Regents, The University of Texas System; The Regents of the University of California; US6100254; (2000); A;,
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Application of 103291-07-2, 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.

[0413] A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (1.2 g, 8.1 mmol), 4-bromo- l-fluoro-2-methoxy-benzene (1.8 g, 8.9 mmol), Pd2(dba)3 (0.74 g, 0.81 mmol), Xaniphos (0.93 g, 1.6 mmol) and cesium carbonate (7.88 g, 24.2 mmol) were suspended in dioxane (60 mL) and heated at reflux under the argon atmosphere for 5 h. The reaction mixture was cooled to room temperature and diluted with DCM (30 mL). The mixture was filtered and the filtrate concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford the title compound (0.3 g, 14%) as a beige solid.

The synthetic route of 103291-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
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Application of 1706-12-3, 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. 1706-12-3, name is 1-Methyl-4-phenoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 1 (b) 4-(4-Methylphenoxy)benzenesulfonyl chloride {VIII-a: Z=CH3} To a solution of 1.84 g (10.0 mmol) of 4-methyldiphenyl ether (J. Chem. Soc., Perkin Trans. 1; 1992, 407-408, which article is entirely incorporated herein by reference) with 2 mL of dichloromethane in an ice-bath was added a solution of chlorosulfonic acid (0.73 mL, 11.0 mmol) in 2 mL of dichloromethane dropwise. The resulting mixture was stirred at 0 C. to room temperature for 2 hr, and then oxalyl chloride (11.14 mL, 13.0 mmol) was added dropwise, followed by 0.15 mL of DMF. The resulting mixture was heated to 40 C. for 1 hr and then allowed to cool to room temperature over a 2 hr period. The reaction mixture was poured into ice-pH 7 phosphate buffer (50 mL), then extracted with ethyl acetate:Hexane (4:3) (3*150 mL). The combined organic layers were washed with brine (75 mL). The aqueous layer was extracted with ethyl acetate/Hexane(4:3) (150 mL). The organic layer was dried over Na2SO4, then evaporated by vacuum to give crude product as white solid. This solid was triturated with hexane and collected by filtration, then dried under high vacuum to give 1.555 g (57%) of 4-(4-methylphenoxy)benzenesulfonyl chloride as white solid: mp 295-300 C. 1H-NMR (dMSO-d6) delta 2.34 (s, 3H), 6.91-6.99 (dd, J=7.7,8.4 Hz, 4H), 7.24-7.27 (d, J=8.4 Hz, 2H), 7.61-7.63 (d, J=8.1 Hz, 2H). Anal. calc. for C13H11O3SCl: C, 55.22; H, 3.92; S, 11.34; Cl, 12.71. Found: C, 55.06; H, 3.95; S, 11.28; Cl, 12.71.

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-4-phenoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US1992; (2001); H1;,
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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. 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, This compound has unique chemical properties. The synthetic route is as follows., name: 2-((Benzyloxy)methyl)oxirane

General procedure: In a typical procedure, an admixture comprising of a solid cata-lyst (20 mg), an aryloxy epoxide (1 mmol) and an amine (1 mmol)were taken in a 5 mL screw capped vial and stirred vigorously fora given time period (monitored by TLC) under solvent free con-dition. At the end of the reaction, products amino alcohols wereobtained as viscous liquids or solids. Therefore, the reaction mix-ture was repeatedly washed with methanol (3 mL) and centrifuged.Methanol from the combined organic layer was evaporated underreduced pressure to get crude amino alcohol. A small sample of thecrude product was subjected to HPLC to find out regioselectivity,while rest of the reaction mixture was subjected to flash columnchromatography (hexane/ethyl acetate, 90:10) to get the majorregioisomer in pure form. The purified product was characterizedby1H and13C NMR, FTIR, Microanalysis and characterization datafor all the ring opening products are given in supporting informa-tion. The residue obtained from centrifugation was dried in air (1 h)and then in oven at 100C for 3 h to get back the catalyst (>97%recovery) for further use.

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 2930-05-4.

Reference:
Article; Shah, Arpan K.; Prathap, K. Jeya; Kumar, Manish; Abdi, Sayed H.R.; Kureshy, Rukhsana I.; Khan, Noor-ul H.; Bajaj, Hari C.; Applied Catalysis A: General; vol. 469; (2014); p. 442 – 450;,
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Some common heterocyclic compound, 22236-08-4, name is 3-(Difluoromethoxy)aniline, molecular formula is C7H7F2NO, 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 3-(Difluoromethoxy)aniline

General procedure: Atwo neck round bottom flask under argon equipped with a condenser was chargedwith aldehyde 4 (1.0 mmol, 1.0 equiv.)and 4-chloroaniline 3b (1.1 mmol, 1.1equiv.) in 2-pentanol (3.3 mL, 0.3 M) and stirred at reflux for two hours. Thetetronic acid 5 (1.1 mmol, 1.1 equiv.)in 2-pentanol (0.8 mL) was then added at reflux, after 10 mins. The thirdcomponent aniline 3 (1.0 mmol, 1.0 equiv.)was added dropwise and was refluxed for 30 min. The solvent was evaporated under vacuum and theproduct purified by recrystallization in ethanol (5.0 mL) or by flashchromatography

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22236-08-4, its application will become more common.

Reference:
Article; Jeedimalla, Nagalakshmi; Johns, Jennifer; Roche, Stephane P.; Tetrahedron Letters; vol. 54; 44; (2013); p. 5845 – 5848;,
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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 7252-83-7 as follows. Quality Control of 2-Bromo-1,1-dimethoxyethane

To a suspension of 2-amino-3,5-dibromopyrazine (2 g, 7.91 mmol) in water (25 mL) was added 2-bromo-1,1-dimethoxyethane (0.96 mL, 8.15 mmol, 1.03 equiv.) and the reaction mixture was heated at 100C for 2h. The reaction mixture was then cooled down to r.t. and the resulting precipitate was collected by filtration and dried under reduced pressure overnight to afford the title product as a beige solid (2 g, 7.22 mmol, 91 %) that was used without further purifi25 cation. ESI-MS: 275.95/277.95/279.95 [M+H]+.

According to the analysis of related databases, 7252-83-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SELVITA S.A.; BOBOWSKA (NEE WITKOWSKA), Aneta; GALEZOWSKI, Michal; NOWAK, Mateusz; COMMANDEUR, Claude; SZEREMETA-SPISAK, Joanna; NOWOGRODZKI, Marcin; OBARA, Alicja; DZIELAK, Anna; LOZINSKA, Iwona; DUDEK (NEE SEDLAK), Marcelina; JANIGA, Anita; REUS, Jacek; WRONOWSKI, Marek; ZASTAWNA, Magdalena; RADZIMIERSKI, Adam; SWIRSKI, Mateusz; ZACHMANN, Julian; FABRITIUS, Charles-Henry; PORTER, Rod; FOGT, Joanna; (276 pag.)WO2019/2606; (2019); A1;,
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