Tag: M.W=200-300

Related Products of 332-48-9, A common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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 103 4-Benzyl-1-(2-(4-fluorophenoxy)ethyl)piperidine hydrochloride STR139 From a mixture of 4-benzylpiperidine (500 mg, 2.85 mmol), 2-(4-fluorophenoxy)ethyl bromide (655 mg, 2.99 mmol) and K2 CO3 (413 mg, 2.99 mmol) in CH3 CN (20 mL) was obtained the title compound as a fluffy, colorless, crystalline solid (395 g, 79%): mp 165-167 C., 1 H NMR (CDCl3) 1.70-1.90 (m, 3H), 1.94-2.14 (m, 2H), 2.59 (d, J=7.2 Hz, 2H), 2.65-2.85 (m, 2H), 3.20-3.50 (m, 2H), 3.65 (d, J=12 Hz, 2H), 4.49 (t, J=4.5 Hz, 2H), 6.76-7.30 (m, 9H), 12.47 (bs, 1H); Anal. Calcd for C20 H25 ClFNO: C, 68.66; H, 7.20; N, 4.00. Found: C, 68.66; H, 7.11; N, 3.98.

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; Warner-Lambert Company; Cocensys, Incorporated; US6124323; (2000); A;,
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Reference of 6358-77-6,Some common heterocyclic compound, 6358-77-6, name is 5-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.

General procedure: To asolution of 2-chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde (e, 1.0 g 3.52 mmol) in ethanol (20 mL) was addedsubstituted aromatic amine (3.52 mmol) and acetic acid (1 drop). Themixture was refluxed for 3 h. Thereafter, the mixture was cooled toroom temperature, the precipitate was formed and filtered, washedwith ethanol and dried under reduced pressure to afford product l1-l14

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-methoxyaniline, its application will become more common.

Reference:
Article; Chen, Shaowei; Han, Yufei; Hou, Yunlei; Wang, Ruxin; Yan, Pingzhen; Ye, Tianyu; Zhao, Yanfang; Bioorganic Chemistry; vol. 99; (2020);,
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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. 204452-91-5, name is 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine, A new synthetic method of this compound is introduced below., Product Details of 204452-91-5

[0578] Into a 3 I 4-necked round-bottom flask was placed7 -( dimethoxymethyl)-1 ,2,3,4-tetrahydro-1 ,8-naphthyridine(intermediate 4, 114.6 g, 550.3 mmol) in acetonitrile (2 1).This was followed by the addition of NBS (1 03 g, 578 mol) inportions with stirring at 25 C. The resulting solution wasstirred for 30 min at 25 C. The resulting mixture was concentratedunder vacuum and the residue was diluted with1000 ml of diethylether. The mixture was washed with 3xl 00ml of ice/water. The aqueous phase was extracted with 2xl 00ml of diethylether and the organic layers were combined. Theresulting mixture was washed with lxlOO ml of brine, driedover sodium sulfate and concentrated under vacuum to givethe title compound as a light yellow solid. LC-MS: (ES, m/z):[0579] 286.03 [M+Ht. 1H-NMR: (300 MHz, CDCI3 ) o1.86-1.94 (2H, m), 2.70-2.74 (2H, m), 3.9-3.43 (2H, m), 3.47(6H, s), 5.23 (lH, s), 5.58 (lH, s), 7.29 (lH, s).

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; Novartis AG; Buschmann, Nicole; Fairhurst, Robin Alec; Furet, Pascal; Knoepfel, Thomas; Leblanc, Catherine; Liao, Lv; Mah, Robert; Nimsgern, Pierre; Ripoche, Sebastien; Xiong, Jing; Han, Bo; Wang, Can; Zhao, Xianglin; US2015/119385; (2015); A1;,
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Electric Literature of 1663-61-2, 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. 1663-61-2, name is (Triethoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To asolution of hydrazide (0.73 mmol) in 10 mL of anhydrous ethanol, added triethyl orthoester (0.81 mmol) and ammonium chloride (0.219 mmol). The solution was stirred and heated to reflux until it complete (0.5-18 h). The reaction mass was cooled to room temperature and concentrated under vacuum. The crude product was made into slurry in a mixture of hexanes and ether (3:1), filtered,washed with deionized water or purified by column chromatography.

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

Reference:
Article; Gnanasekaran, Krishna Kumar; Nammalwar, Baskar; Murie, Maeghan; Bunce, Richard A.; Tetrahedron Letters; vol. 55; 50; (2014); p. 6776 – 6778;,
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Adding a certain compound to certain chemical reactions, such as: 588-63-6, name is (3-Bromopropoxy)benzene, 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 588-63-6, COA of Formula: C9H11BrO

EXAMPLE 15 3-(Octadecyloxy)-5-(3-phenoxypropoxy)benzoic acid phenylmethyl ester A mixture of 12 g (0.024 mol) of 3-hydroxy-5-(octadecyloxy)benzoic acid phenylmethyl ester, 6 ml (0.038 mol) of 3-phenoxypropyl bromide, 3.6 g (0.024 mol) of sodium iodide and 10 g (0.072 mol) of potassium carbonate in 400 ml of acetone and 80 ml of DMF was stirred at reflux for 46 hours. The reaction mixture was filtered and the filtrate was concentrated to dryness at reduced pressure. Water was added to the residue and the product was extracted with ethyl acetate. The dried extract was concentrated at reduced pressure to an oil which was purified by HPLC using 5percent ethyl acetate-hexane. The pure fractions were combined, triturated with hexane and filtered to give 14.6 g (96percent yield, mp 46¡ã-47¡ã) of 3-(octadecyloxy)-5-(3-phenoxypropoxy)benzoic acid phenylmethyl ester. The structure was confirmed by nmr and mass spectra. Anal. Calcd for C41 H58 O5: C, 78.05; H, 9.27. Found: C, 77.89; H, 9.03.

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; Hoffmann-La Roche Inc.; US5298652; (1994); A;,
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Reference of 175278-17-8,Some common heterocyclic compound, 175278-17-8, name is 2-Bromo-4-(trifluoromethoxy)aniline, molecular formula is C7H5BrF3NO, 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 solution of 2-bromo-4-(trifluoromethyloxy)aniline (5.1 g), in 1 ,4-dioxane (30 ml.) was treated with bis(trichloromethyl) carbonate (2.2g). The mixture was heated to 1000C to give a clear solution then allowed to cool to ambient temperature. The solvent was evaporated and the residue was dissolved in dichloromethane (70ml) and 1 ,1- dimethylethyl 4-amino-1 -piperidinecarboxylate (4.0 g) was added. The mixture was stirred overnight at room temperature. Silica gel was added and the solvent was evaporated. The residue was loaded onto a silica gel chromatography column which was eluted with hexane/ethyl acetate 0-100% followed by chromatography on silica gel eluted with dichloromethane/methanol 0-10% to give the title compound as a white solid from diethyl ether (4.3 g).1HNMR delta (DMSO, 400 MHz): 1.25 (2H, m), 1.40 (9H, s), 1.79 (2H, m), 2.93 (2H, broad), 3.64 (1 H, m), 3.80 (2H, m), 7.21 (1 H, d), 7.35 (1 H, d), 7.66 (1 H, s), 7.91 (1 H, s), 8.19 (1 H, d).

The synthetic route of 175278-17-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/107565; (2007); 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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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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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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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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