Tag: M.W=300-400

181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, belongs to iodides-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. category: iodides-buliding-blocks

General procedure: A two-necked 200-mL round-bottomed flask equipped with a magnetic stirring bar was charged with aryl iodide 17 (1.733 g, 5.083 mmol), CuI (20.8 mg, 0.109 mmol), and DMF (25 mL). To the solution were added Et3N (2.1 mL, 15.1 mmol), PdCl2(PPh3)2 (36.1 mg, 0.0514 mmol), and trimethylsilylacetylene (1.1 mL, 7.8 mmol). The solution was stirred for 30 h. The reaction was quenched with water, and the mixture was extracted with EtOAc three times. The combined organic extracts were washed with water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to leave the residue, which was purified by short silica gel column chromatography (hexanes-EtOAc= 9 : 1) to afford TMS-acetylene (1.706 g, 5.49 mmol, quant.) as yellow solids; Rf=0.74 (Silica gel, hexanes-EtOAc= 3 : 1). A 100-mL round-bottomed flask equipped with a magnetic stirring bar was charged with TMS-acetylene and MeOH (10 mL). To the solution was added K2CO3 (1.4 g, 10.1 mmol) at 0 C. The solution was stirred for 10 min. The solution was concentrated under reduced pressure. The reaction mixture was filtered through a pad of Celite. The filter cake was washed with ether, and the filtrate was concentrated under reduced pressure to leave the residue, which was purified by silica gel column chromatography (hexanes-ether= 9 : 1) to afford aryl acetylene 18 (909 mg, 3.80 mmol, 75 % for 2 steps) as a pale yellow solid;

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cho, Hidetsura; Iwama, Yusuke; Okano, Kentaro; Tokuyama, Hidetoshi; Chemical and Pharmaceutical Bulletin; vol. 62; 4; (2014); p. 354 – 363;,
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Related Products of 51839-15-7,Some common heterocyclic compound, 51839-15-7, name is Dimethyl 5-iodoisophthalate, molecular formula is C10H9IO4, 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 dimethyl 5-iodoisophthalate (500 mg, 1.56 mmol, 1.0 eq) inMeOH (20 mL) was added an aqueous 1 M NaOH solution (4.69 mL, 4.69 mmol,3.0 eq). After stirring at 40 C temperature for 18 h, the brown suspension was diluted with water (10mL) and acidified to pH 3 with aqueous 1M HCl solution. The aqueous layer was extracted withEtOAc (3 x 20 mL). Combined organic extracts were washed with brine (20 mL), dried overanhydrous Na2SO4 and evaporated under reduced pressure to yield product 18 as a yellowish solid(455 mg, 100% yield), which was used in subsequent step without purification. 1H-NMR spectrumwas identical to that from the literature.9

The synthetic route of 51839-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zogota, Rimants; Kinena, Linda; Withers-Martinez, Chrislaine; Blackman, Michael J.; Bobrovs, Raitis; Pantelejevs, Teodors; Kanepe-Lapsa, Iveta; Ozola, Vita; Jaudzems, Kristaps; Suna, Edgars; Jirgensons, Aigars; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 344 – 352;,
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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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Iodo-2-(2-iodoethoxy)ethane

To the mixture of sodium 2-nitrophenolate (0.5 g, 3.1 mmol) in DMF (2 mL), 1-iodo-2-(2-iodoethoxy)ethane (3 g, 9.3 mmol) is added at room temperature. The mixture is heated at 80C. for 1 hour. EtOAc (100 mL) is added at room temperature and the white precipitate is removed by filtration. The organic layer is washed with water, brine, dried (anhydrous Na2SO4) and concentrated under vacuum. The crude product is purified by silica gel column chromatography to give Compound 3 (0.9 g).

The synthetic route of 34270-90-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AAT Bioquest, Inc.; Diwu, Zhenjun; Guo, Haitao; Peng, Ruogu; Zhao, Qin; Liao, Jinfang; Liu, Feng; (99 pag.)US9810700; (2017); B1;,
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Application of 34270-90-1,Some common heterocyclic compound, 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, molecular formula is C4H8I2O, 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.

Sodium bis(trimethylsilyl)amide solution in THF (1M, 19.5 mL, 19.5 mmol) was added dropwise to a solution of 2-(4-bromo-2-methylphenyl)acetonitrile (3.75 g, 17.85 mmol) in THF (90 mL) at 0C. After stirring for 0.5 h, the cooling bath was removed and the reaction mixture was stirred at 20C for 0.5 h. l-Iodo-2-(2-iodoethoxy)ethane (2.8 mL, 19.67 mmol) was added dropwise. The reaction mixture was stirred for 0.5 h at 20C. Sodium bis(trimethylsilyl)amide solution in THF (1M, 19.5 mL, 19.5 mmol) was added dropwise. The reaction mixture was stirred for 18 h at 20C, then quenched with saturated aqueous ammonium chloride solution (25 mL) and diluted with water (25 mL). The aqueous layer was extracted with EtOAc (3 x 50 mL). The combined organic extracts were washed with brine (50 mL) and dried over sodium sulfate, then filtered and concentrated in vacuo. The resulting brown oil was separated by flash column chromatography on silica, using a gradient of fc/7-butyl methyl ether in heptane (0-25%), to afford the title compound (2.3 g, 45%) as a yellow solid. 6n (250 MHz, CDCb) 7.47- 7.36 (m, 2H), 7.16 (d, 8.4 Hz, 1H), 4.16-4.06 (m, 2H), 4.06-3.91 (m, 2H), 2.65 (s, 3H), 2.33-2.21 (m, 2H), 2.17-1.99 (m, 2H). HPLC-MS (method 9): [M+water]+ m/z 297 and 299, RT 1.80 minutes.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2-(2-iodoethoxy)ethane, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SRL; BRACE, Gareth Neil; BROOKINGS, Daniel Christopher; FOULKES, Gregory; LECOMTE, Fabien Claude; (0 pag.)WO2020/11731; (2020); A1;,
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Related Products of 629-09-4, 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. 629-09-4, name is 1,6-Diiodohexane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Sodium methoxide (25 wt. %, 5.5 mL, 24.1 mmol) was added bysyringe to 20 (4.0 mL, 24.3 mmol) in DMF (10 mL) over 20 min. Thereaction solution was heated at 63 C for 17 h. After cooling to 0 C,the reaction solution was treated with 3:1 cold 0.5 M HCl/6 M NaCl(200 mL) and was extracted with EtOAc (2 150 mL, 50 mL). Theorganic extracts were washed with 1% NaHSO3 (150 mL), H2O(2 150 mL) and 6 M NaCl (100 mL), and solvent was removedby rotary evaporation. Flash column chromatography using 4%then 6% EtOAc/petroleum ether furnished 1.61 g of 2174 (28%) asa liquid: 1H NMR d 3.37 (t, J = 6.4 Hz, 2H), 3.33 (s, 3H), 3.19 (t,J = 7.0 Hz, 2H), 1.83 (quintet, J = 7.1 Hz, 2H), 1.54-1.62 (m, 2H),1.33-1.46 (m, 4H). 13C NMR d 72.78, 58.72, 33.58, 30.46, 29.57,25.26, 7.25. HRMS m/z calcd for C7H19INO, 260.0506 (M+NH4);found, 260.0515. Anal. Calcd for C7H15IO: C, 34.73; H, 6.25.Found: C, 34.44; H, 6.19.

The synthetic route of 1,6-Diiodohexane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bergeron, Raymond J.; Bharti, Neelam; McManis, James S.; Wiegand, Jan; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5954 – 5971;,
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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. 16355-92-3, name is 1,10-Diiododecane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C10H20I2

1 molar parts taken honokiol and 2 moles of sodium carbonate were mixed in dry acetonitrile was added, the volume of acetonitrile and honokiol molar ratio of 150: 1 (L / mol), was added X (CH2)nY16 molar parts, at 85 for 5h was honokiol derivatives.However, the present embodiment of X (CH2)nThe Y, X, Y are I, n = 10.In other embodiments, X, Y independently is Br, O, S, F or Cl, n is an integer of ? 30 for 1,2,3,4, etc.

The synthetic route of 16355-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou card licensing Biological Technology Co., Ltd; Yuan, Xiao; Zhou, Dongbin; Fan, Jianjun; Zhang, Wei; (27 pag.)CN105622603; (2016); A;,
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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. 1219741-79-3, name is 4-Bromo-5-fluoro-2-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Bromo-5-fluoro-2-iodoaniline

To a vial was added, 4-bromo-5-fluoro-2-iodoaniline (5.67 g, 17.95 mmol), PdOAc2 (0.201 g, 0.897 mmol), sodium bicarbonate (3.77 g, 44.9 mmol), ethyl acrylate (2.049 ml, 18.85 mmol) and DMF (12.0 ml). The reaction was heated for 3 hour at 100 C. The reaction was cooled to RT, diluted with water and extracted with DCM (3*). The combined organics were washed with water and brine, dried over magnesium sulfate, filtered and concentrated. The resulting material was triturated with heptane overnight and then filtered to afford (E)-ethyl 3-(2-amino-5-bromo-4-fluorophenyl)acrylate (4.00 g, 13.88 mmol, 77% yield) as a light yellow solid. m/z (ESI) 288.0 (M+H)+.

The synthetic route of 1219741-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
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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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-Bromo-1-iodo-2-nitrobenzene

Intermediate M2-b (4.8 g, 15 mmol), 2-iodo-5-bromonitrobenzene (5.9 g, 18 mmol),Sodium tert-butoxide (2.9 g, 30 mmol), 50 mL of toluene, protected with nitrogen,0.17 g of d2(dba)3, tri-tert-butylphosphine (11 ml, 10% in toluene),The stirring was started, and the mixture was heated to reflux at 100 C for 12 hours.The reaction solution is washed with water, and the organic phase is concentrated and passed through a silica gel column.The eluent is petroleum ether: ethyl acetate = 50:1, concentrated eluent,Obtaining intermediate M2-c(6.6 g, yield 84.6%).

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Zhang Yaguang; Zhang Xianghui; Ren Xueyan; (39 pag.)CN108341824; (2018); A;,
Iodide – Wikipedia,
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These common heterocyclic compound, 51839-15-7, name is Dimethyl 5-iodoisophthalate, 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. Application In Synthesis of Dimethyl 5-iodoisophthalate

Step A and B: Cross-coupling and Saponification. To a solution of dimethyl 5-iodoisophthalate (13 g, 40.6 mmol) in 100 mL THF was added 2-cyano-phenyl zinc bromide (97.5 mL, 48.7 mmol, 0.5 M THF) and tetrakis(triphenylphosphine) palladium (214 mg, 0.2 mmol) and the reaction mixture was stirred at room temperature for 2 h. The precipitated solid was filtered, the filtrate was diluted with MeOH to provide after filtration a second crop for a total of 10.1 g of dimethyl 5-(2-cyanophenyl)isophthalate which was hydrolyzed to the corresponding monoacid 2′-cyano-5-(methoxycarbonyl)-1,1′-biphenyl-3-carboxylic acid following a similar procedure as described in intermediate B preparation, step C: 1H NMR (400 MHz, d6-DMSO) delta 13.55 (br s, 1H), 8.60-8.55 (m, 1H), 8.38-8.31 (m, 2H), 8.02 (d, J=8.3 Hz, 1H), 7.85 (td, J=8.3 Hz, 1.5 Hz 1H), 7.75 (d, J=8.3 Hz, 1H), 7.66 (td, J=8.3 Hz, 1.5 Hz 1H), 3.93 (s, 3H).

The synthetic route of Dimethyl 5-iodoisophthalate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Barrow, James C.; Coburn, Craig A.; Nantermet, Philippe G.; Selnick, Harold G.; Stachel, Shawn J.; Stanton, Matthew G.; Stauffer, Shaun R.; Zhuang, Linghang; Davis, Jennifer R.; US2007/142634; (2007); 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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., name: 1-Iodo-3,5-bis(trifluoromethyl)benzene

General procedure: Sulfuric acid (400?800 muL) was added to a stirred mixture of iodoarene (1 mmol), Oxone (1 mmol, 617 mg) and arene (1.1?3 mmol) in acetonitrile (2 mL). The reaction mixture was stirred overnight and a solution of KBr (2 mmol, 240 mg) in water (10 mL) was added. After the formation of a solid or oily residue, acetonitrile was removed under reduced pressure. To the residue Et2O (10 mL) was added and the suspension stirred for 10 min. The precipitated diaryliodonium bromide was filtrated and washed with water (15 mL) and Et2O (15 mL). The product was dried under vacuo.

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Soldatova, Natalia; Postnikov, Pavel; Kukurina, Olga; Zhdankin, Viktor V.; Yoshimura, Akira; Wirth, Thomas; Yusubov, Mekhman S.; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 849 – 855;,
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