Author: Jessica.F

2674-34-2, name is 1,4-Dibromo-2,5-dimethoxybenzene, 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. COA of Formula: C8H8Br2O2

1, 4-diamino -2, 5- […] (1, 4-diamino-2, 5-dimethoxybenzene) (16.9mmol) and 30 parts by weight of diethyl ether (70 ml) at -78 C 1.55N of agitating n-BuLi (16.8mmol) in 11 ml of hexane of. input additional are mixed together. 1.5 in the maintaining -78 C mixture adaptation stirring time. Dichloro d methyl thread column (8.4mmol) and 30 parts by weight of diethyl ether in the -78 C a 2 ml is closed after charging additional adaptation stirring during night at room temperature. After 1.5 reflux time was are input, in water and and stirring. possibility layer hexane and water extraction of water and balancer in a washing machine after the washing phosphorous in the magnesium sulfate expresses water after to remove, is every. D-1 compounds via fractional distillation (45% yield) is obtained.

The synthetic route of 2674-34-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG DISPLAY CO., LTD.; SIN, IN AEY; LEE, SUNG JAE; BIN, JONG KWAN; LEE, BANG SOOK; SAW, BO MIN; YU, YOUNG JU; (45 pag.)KR2015/64794; (2015); A;,
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Application of 261762-35-0, 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. 261762-35-0, name is 5-Bromo-1,2-difluoro-3-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a flask containing a mixture of 5-bromo- 1 ,2-difluoro-3-methoxy-benzene (1.1 g, 4.93 mmol) and 1,4-dioxa-8-azaspiro[4.5]decane (0.85 g, 5.92 mmol) in 1,4-dioxane (10 mL) was added t-BuONa (0.95 g, 9.86 mmol), Pd2(dba)3 (92 mg, 0.10 mmol) and Ru-Phos (92 mg, 0.20 mmol) under N2. After being heated with stirring at 100 C overnight, the reaction mixture was cooled to rt and diluted with water (20 mL), The resulting mixture was extracted with EA (30 mL) for three times. The combined organic layer was washed with brine, dried over anhydrousNaSO and concentrated in vacuo to give 8-(3,4-difluoro-5-methoxy-phenyl)-1,4-dioxa-8- azaspiro[4.5]decane (1.57 g), which was used in the next step without further purification.

The synthetic route of 5-Bromo-1,2-difluoro-3-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
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Application of 74654-07-2, The chemical industry reduces the impact on the environment during synthesis 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, I believe this compound will play a more active role in future production and life.

Weigh A4 (0.841 g, 1 mmol) in 15 ml DMF in a 25 ml one-neck flask and add NMM (N-methylmorpholine) (112 muL, 1.0 mmol) and HATU Benzotriazole) -N, N, N ‘, N’-tetramethyluronium hexafluorophosphate) (0.57 g, 1.5 mmol) was activated for 30 min.Add PEG163 (0.163g, 1mmol) with stirring for 1h, then warmed to room temperature for reaction for 10h. The reaction was stopped and dichloromethane was added for extraction. The mixture was washed twice with water and twice with saturated NaCl solution. The organic phase was distilled under reduced pressure to give 0.91g of light yellow solid. Column chromatography white solid 0.651g, 65.08% yield.

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-(2-Methoxyethoxy)ethoxy)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Jiao Tong University; Shen Yumei; Gong Bing; Tan Lianjiang; Shao Zhifeng; Yang Qinglai; Li Xiaowei; Jiang Yu; Zhang Zhen; (42 pag.)CN104693258; (2017); B;,
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538-86-3, name is (Methoxymethyl)benzene, 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. HPLC of Formula: C8H10O

General procedure: A mixture of nitriles (5 mmol), methyl ethers (6 mmol) and Fe(ClO4)3¡¤H2O (5percentmol) was placed in a round bottom flask. Then the reaction mixture was heated at 100 ¡ãC for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), 10 ml water was added into reaction system and extracted with ethyl acetate (3 ¡Á 20 ml). The organic layers were collected, combined, washed with water (3 ¡Á 20 ml), dried over anhydrous Na2SO4, and concentrated under vacuum. The pure products (1a?1k and 2a?2p) were obtained by directly passing through a silica gel (200?300 mesh) column using petroleum ether/ethyl acetate (10:1?5:1).

The synthetic route of 538-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yin, Guibo; Yan, Bin; Chen, Junqing; Ji, Min; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1355 – 1363;,
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Application of 702-24-9, 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. 702-24-9, name is 4-Methoxy-N-methylbenzylamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-(5-amino-4-fluoro-2-methylphenyl)-7-chloro-1-methyl-1,6-naphthyridin-2(1H)-one (1.36 g, 4.28 mmol, 1.00 eq), 4-methoxy-N-methylbenzylamine (0.971 g, 6.42 mmol, 1.50 eq) and DBU (0.960 mL, 6.42 mmol, 1.50 eq) were combined in NMP (20 mL) and heated at 180¡ã C. under Ar overnight. The mixture was cooled to RT and poured onto H2O (200 mL). The resulting solids were collected by filtration, rinsed very well with H2O, dried on the filter to dampness and then dissolved in EtOAc. The solution was dried (MgSO4), filtered and evaporated to afford 7-((4-methoxybenzyl)(methyl)amino)-3-(5-amino-4-fluoro-2-methylphenyl)-1-methyl-1,6-naphthyridin-2(1H)-one (1.86 g, 100percent yield) as a brittle brown foam which was used as is in the next reaction. 1H NMR (400 MHz, DMSO-d6): delta 8.45 (s, 1H), 7.63 (s, 1H), 7.16 (d, J=8.8 Hz, 2H), 6.85 (d, J=8.8 Hz, 2H), 6.86-6.82 (m, 1H), 6.57 (d, J=9.6 Hz, 1H), 6.29 (s, 1H), 4.88 (br s, 2H), 4.85 (s, 2H), 3.69 (s, 3H), 3.52 (s, 3H), 3.07 (s, 3H), 1.94 (s, 3H); MS (ESI) m/z: 433.3 [M+H]+.

The synthetic route of 4-Methoxy-N-methylbenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Petillo, Peter A.; US8461179; (2013); B1;,
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These common heterocyclic compound, 588-63-6, name is (3-Bromopropoxy)benzene, 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. Recommanded Product: 588-63-6

Intermediate 110 1,1-Dimethylethyl (2/?,4S)-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-({[3-(phenyloxy)propyl]oxy} methyl)- 1 -pyrrolidinecarboxylate1 ,1-Dimethylethyl (2R,4S)-4-{[(1 ,1-dimethylethyl)(dimethyl)silyl]oxy}-2-(hydroxymethyl)-1- pyrrolidinecarboxylate (0.6 g, 1.810 mmol) was diluted in THF (1 ml) to give a colorless solution. The resulting mixture was cooled down to 0 0C under argon. Then sodium hydride (0.217 g, 9.05 mmol) in THF (2ml_) was added to give a white suspension followed by [(3-bromopropyl)oxy]benzene 3-bromopropyl phenyl ether (0.779 g, 3.62 mmol) in THF (1 ml). The resulting mixture was stirred at rt over the week end (96 h).The reaction was then quenched by addition of water at 0 0C. The THF was removed in vacuo and the resulting crude was diluted in DCM and washed with 0.1 M HCI, sat NaHCOs using a hydrophobic frit. The organic layer was then concentrated in vacuo to yield a colorless oil. This resulting oil was loaded onto a 5 g silica SPE cartridge, then eluted sequentially with hexane DCM and EA. The corresponding fractions were combined and evaporated to afford the title compound (0.45 g, 53percent). LC-MS: m/z, 466 (M+H), rt 1.67 min.

The synthetic route of (3-Bromopropoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/26197; (2009); A1;,
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Synthetic Route of 1535-73-5,Some common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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.

(Formula 1-2: methyl 4-(((3-(trifluoromethoxy)phenyl)amino)methyl)benzoate)[1723][1724]Compound ofFormula 1-1(3-(trifluoromethoxy)aniline; 0.385 mL, 4.625 mmol), methyl 4-(bromomethyl)benzoate (1.271 g, 5.550 mmol) and DIPEA (1.228 mL, 6.937 mmol) were dissolved in acetonitrile (5 mL) at room temperature and stirred at the same temperature for 16 hours. Water was poured into the reaction mixture, and the organic layer was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride aqueous solution, dehydrated with anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure. The concentrate was purified and concentrated by column chromatography (silica; ethyl acetate/hexane=20percent) to give the desired compound ofFormula 1-2(0.607 g, 40.3percent) in the form of a white solid.

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

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Changsik; YANG, Hyun-Mo; CHOI, Hojin; KIM, Dohoon; KIM, Soyoung; HA, Nina; LIM, Hyojin; KO, Eunhee; YOON, Seongae; BAE, Daekwon; WO2014/178606; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4179-19-5, name is 3,5-Dimethoxytoluene, 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 4179-19-5, Safety of 3,5-Dimethoxytoluene

Step 1: Put 1,3-dimethoxy-5-methylbenzene (30g, 0.20mol)And dichloromethane (900 mL) were added to a dry round bottom flask (1 L), and the above solution was added dropwise with dichlorosulfone (52.5 g, 0.40 mol) under ice-cooling,After the addition was complete, the mixture was stirred at room temperature overnight.After completion of the reaction, aqueous NaHCO3 solution was added dropwise to adjust the pH = 8, and dichloromethane was extracted.Wash with dilute hydrochloric acid and distilled water,Dry and concentrate under reduced pressure to obtain compound 2,4-dichloro-1,5-dimethoxy-3-methylbenzene(31g, white solid),Used directly in the next step.

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; Rudong Lingda Bio-pharmaceutical Technology Co., Ltd.; Wan Huixin; Pan Jianfeng; Ma Jingui; (63 pag.)CN110857300; (2020); A;,
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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. 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, A new synthetic method of this compound is introduced below., SDS of cas: 6298-96-0

To a 250 mL RBF was added (S)-1-(4-methoxyphenyl)ethanamine (5.65 ml, 38.1 mmol 1.0 equiv.), 1-(pyridin-2-yl)ethanone (4.49 ml, 40 mmol, 1.05 equiv.), DCE (Volume: 38.1 ml, 1.0M) and STAB-H (16.15 g, 76 mmol, 2.0 equiv.) at rt and the reaction was stirred for 24h. The reaction was quenched by the addition of 1N NaOH until a pH of 8 was achieved. The phases were separated and the organic layer was treated with 1N NaOH until pH 11 was observed. The DCM layer was dried with MgSO4, filtered and concentrated to an oily residue. The residue was purified via combiflash to separate the diastereomers (~4:1 by crude NMR, 80g column 10-30% EtOAc in hexanes over 40 min). The fractions were concentrated to a clear oil which solidified upon standing. (S)-1-(4-methoxyphenyl)-N-((S)-1-(pyridin-2- yl)ethyl)ethanamine (3.86 g, 15.06 mmol, 40 % yield). 1H NMR (400 MHz, CDCl3): delta = 8.60 (d, J= 5.2 Hz, 1H), 7.61 (dt, J= 7.6, 1.8 Hz, 1H), 7.21-7.12 (m, 1H), 7.13 (d, J= 9.2 Hz, 2H), 7.06 (d, J= 7.2 Hz 1H), 3.80 (s, 3H), 3.57 (q, J= 7.4 Hz, 1H), 3.39 (q, J= 6.9 Hz, 1H), 1.29 (d, J= 6.8 Hz, 3H), 1.26 (d, J= 7.3 Hz, 3H); LC/MS 75% MeOH in H2O over 3 minutes, rt = 0.480 at 254 nM, MS (+) 257.2

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; EMORY UNIVERSITY; LIOTTA, Dennis C.; JECS, Edgars; WILSON, Robert James; NGUYEN, Huy Hoang; KIM, Michelle Bora; WILSON, Lawrence; MILLER, Eric James; TAHIROVIC, Yesim Altas; TRUAX, Valarie; KAISER, Thomas; (311 pag.)WO2018/156595; (2018); A1;,
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Electric Literature of 17715-69-4,Some common heterocyclic compound, 17715-69-4, name is 1-Bromo-2,4-dimethoxybenzene, molecular formula is C8H9BrO2, 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 mixture of magnesium turnings (1.2 g, 49.4 mmol) etched with iodine in anhydrous tetrahydrofuran (4 mL) at reflux was added 1-bromo-2,4-dimethyoxybenzene (6.0 mL, 41.7 mmol) dropwise over 10 min. The reaction mixture was heated at reflux for 30 min, and then cooled to ambient temperature. The prepared grignard reagent was added to a mixture of tetrahydro-4-[[4-[3-(methoxymethyl-amino)-3-oxopropoxy]phenyl]sulfonyl]-2H-pyran-4-carboxylic acid, 1,1-dimethylethyl ester (1.0 g, 1.9 mmol, prepared as in Example 7) in anhydrous THF (10 mL) at 0¡ã C. The reaction mixture was warmed to ambient temperature, and, after 2 hr, was quenched with saturated ammonium chloride, and then partitioned between ethyl acetate and water. The layers were separated, and the organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude material was covered with diethylether. The resulting green solid was triturated with diethyl ether. The final solid was collected to afford 2.2 g (94percent) of the desired ketone as a pale green powder. ESMS m/z=585 [M+Na]+. HRMS calculated for C29H38NO9S: 563.2315 [M+H]+, found: 563.2319.

The synthetic route of 17715-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Freskos, John N.; Fobian, Yvette M.; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Carroll, Jeffery N.; DeCrescenzo, Gary A.; Hockerman, Susan L.; Kassab, Darren J.; Kolodziej, Steve A.; McDonald, Joseph; Mischke, Deborah A.; Norton, Monica B.; Rico, Joseph G.; Talley, John J.; Villamil, Clara I.; Wang, Lijuan Jane; US2004/10019; (2004); A1;,
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