Tag: M.W=300-400

Related Products of 31827-94-8, A common heterocyclic compound, 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, molecular formula is C8H6BrIO, 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 QC-13b To a solution of (S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (6.5 g, 26.1 mmol) in 150 mL of ethyl acetate was added triethylamine (4.0 mL, 28.7 mmol) and Example QC-13a (8.5 g, 26.1 mmol) at 0 C. The resulting mixture was stirred at room temperature overnight. The reaction mixture was filtered. The filtrate was washed with saturated sodium bicarbonate aqueous solution, and brine. The organic layer was dried with MgSO4 and concentrated. The crude product was purified by a flash chromatography (silica gel, 10-40% ethyl acetate/hexanes) to give the product as a white solid Example QC-13b (15.3 g, 85.4%). 1H NMR (500 MHz, CDCl3) delta ppm 1.87-2.01 (m, 1H) 2.01-2.16 (m, 1H) 2.22-2.42 (m, 2H) 3.44-3.58 (m, 1H) 3.59-3.71 (m, 1H) 4.45-4.58 (m, 1H) 5.04-5.50 (m, 4H) 7.27-7.38 (m, 5H) 7.53 (d, J=8.24 Hz, 1H) 7.59 (d, J=8.24 Hz, 1H) 7.85 (dd, J=8.39, 3.81 Hz, 2H). LC/MS: Anal. Calcd. for C21H21INO5 [M+H]+ 494.05; found 494.32.

The synthetic route of 31827-94-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2010/249190; (2010); A1;,
Iodide – Wikipedia,
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Electric Literature of 328-73-4,Some common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3F6I, 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.

N-Methyl-2-pyrrolidone (10 mL) was added to 4-bromothiophenol (0.500 g, 2.64 mmol) in a sealed tube and the mixture was purged with argon for 5 minutes. After this time, 3,5-bis(trifluoromethyl)iodobenzene (0.89 g, 2.64 mmol), CuCl (0.131 g, 1.32 mmol), tetramethyl heptanedione (0.14 mL, 0.66 mmol) and cesium carbonate (1.70 g, 5.28 mmol) were added to the reaction mixture. The reaction mixture was stirred at 130° C. under argon for 2 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and filtered through a celite bed. The filtrate was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to yield the crude product. Silica gel chromatography (neat hexanes) provided impure 1-(4-bromo-phenylsulfanyl)-3,5-bis(trifluoromethyl)benzene (0.44 g). MS calcd. for C14H8BrF6S [(M+H)+] 402, obsd. 402.

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

Reference:
Patent; Hoffmann-La Roche Inc.; Firooznia, Fariborz; Lin, Tai-An; Mertz, Eric; So, Sung-Sau; Sidduri, Achyutharao; Tilley, Jefferson Wright; US2013/225588; (2013); A1;,
Iodide – Wikipedia,
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Application of 755027-18-0, The chemical industry reduces the impact on the environment during synthesis 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, I believe this compound will play a more active role in future production and life.

General procedure: To a degassed solution of 1-bromo-4-iodo-2-methoxybenzene (2.2 g, 7.03 mmol), (4-methoxy-2-nitrophenyl)boronic acid (2.1 g, 10.55 mmol) in DME (80 mL) was added Pd(Ph3P)4 (812 mg, 0.7 mmol) and CsF (2.4 g, 15.82 mmol) under nitrogen. The reaction was then heated to 70 C for 18 h. The reaction was then extracted with EtOAc and water. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified silica (gradient elution, 3-40% EtOAc/hexanes) to give the title compound (2.7 g, 99%).

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, 1-Bromo-4-iodo-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rudd, Michael T.; McCauley, John A.; Romano, Joseph J.; Butcher, John W.; Bush, Kimberly; McIntyre, Charles J.; Nguyen, Kevin T.; Gilbert, Kevin F.; Lyle, Terry A.; Holloway, M. Katharine; Wan, Bang-Lin; Vacca, Joseph P.; Summa, Vincenzo; Harper, Steven; Rowley, Michael; Carroll, Steven S.; Burlein, Christine; Dimuzio, Jillian M.; Gates, Adam; Graham, Donald J.; Huang, Qian; Ludmerer, Steven W.; McClain, Stephanie; McHale, Carolyn; Stahlhut, Mark; Fandozzi, Christine; Taylor, Anne; Trainor, Nicole; Olsen, David B.; Liverton, Nigel J.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 23; (2012); p. 7201 – 7206;,
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Adding a certain compound to certain chemical reactions, such as: 51839-15-7, name is Dimethyl 5-iodoisophthalate, belongs to iodides-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 51839-15-7, Application In Synthesis of Dimethyl 5-iodoisophthalate

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 of a second crop 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 A preparation, step C. LH NMR (400 MHz, d6-DMSO) 8 13.55 (br s, 1H), 8.60-8. 55 (m, 1H), 8.38-8. 31 (m, 2H), 8.02 (d, J=8. 3HZ, LH), 7.85 (td, J = 8. 3 Hz, 1. 5 HZ 1H), 7.75 (d, J=8. 3HZ, 1H), 7. 66 (td, J = 8.3 Hz, 1.5 Hz 1H), 3.93 (s, 3H).

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, Dimethyl 5-iodoisophthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2005/32471; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 260355-20-2, name is 1-Chloro-4-iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Recommanded Product: 260355-20-2

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene, and isoxazole-4-amine (12 mmol) was sequentially added to the system, palladium acetate ( 0·5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine. After stirring for 10 minutes, add 10 ml of cesium carbonate (10 mmol). The aqueous solution is heated to 50 C for 4 hours. After the reaction is completed, 20 ml of water is added to the system, stirred for 20 minutes, and the organic phase is dried over anhydrous sodium sulfate, concentrated, and then purified by flash column chromatography to give 2.2 g. Yellow N-(4-chloro-3-trifluoromethylphenyl)-isoxazole-4-amine powder, 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; Zhang Ruwei; Ge Baoyin; Jing Fan; (7 pag.)CN108353920; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 199786-58-8

A solution of oxalyl chloride (1.53 g, 0.012 mol) in CH2Cl2 (15 mL) was cooled to -70 C., and DMSO (1.41 g, 0.018 mol) in CH2Cl2 (15 mL) was added at -65 to -70 C. The mixture was stirred under nitrogen for 10 minutes at -70 C. and then treated with the product from Example 15B (2.35 g, 7.5 mmol) in 60 mL CH2Cl2. The slurry was stirred at -65 C. for 15 minutes and treated with triethylamine (3.8 g, 0.037 mol). The mixture was allowed to warm to -10 C. over 1 hour. The mixture was treated with 20 mL of water and allowed to warm to room temperature. The organic layer was separated and concentrated to provide the title compound. 1H NMR (CDCl3, 400 MHz) delta 9.97 (s, 1H), 7.97 (d, J=4 Hz, 1H), 7.79 (d, J=8 Hz, 1H), 7.40 (dd, J=4, 8 Hz, 1H). MS (DCl/NH3) [M+NH4]+ at 328.

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 199786-58-8.

Reference:
Patent; Altenbach, Robert J.; Black, Lawrence A.; Chang, Sou-jen; Cowart, Marlon D.; Faghih, Ramin; Gfesser, Gregory A.; Ku, Yi-yin; Liu, Huaqing; Lukin, Kirill A.; Nersesian, Diana L.; Pu, Yu-ming; Curtis, Michael P.; US2005/256309; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H6BrIO2

General procedure: 500mL round-bottom flask reactor, methyl 5-bromo-2-iodo benzoate (25.0g, 73mmol) in 4-dibenzofuran boronic acid(18.7g, 88mmol), tetrakis (triphenylphosphine) palladium (1.7g, 0.15mmol), potassium carbonate (20.2 g,Put 146.7mmol) were placed 125 mL toluene, tetrahydrofuran, 125mL, water 50 mL. The temperature of the reactor 80 road winsOn and stirred 10 hours. When the reaction is complete cool down the temperature of the reactor to room temperature, extracted with ethyl acetate and the organicAnd separating the base layer. The organic layer was obtained an intermediate a-1 (75.0g, 60.1%) and, after concentration under reduced pressure, separated by column chromatography. Synthesis Example 1- (1) in the 4-dibenzofuran boronic acid, except that instead of the and is, using the same method to give the (8.2g, 68.6%) .

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; SFC CO., LTD.; CHA, SUN OK; JONG, KYONG SEOK; SONG, JOO MIN; LEE, YU RIM; PARK, SANG WOO; KIM, HUI DAE; PARK, SEOK BAE; (76 pag.)KR2016/13678; (2016); A;,
Iodide – Wikipedia,
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Electric Literature of 199786-58-8, These common heterocyclic compound, 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, 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.

Solution of compound 3 (5.00g, 0.04mol) dissolved in dry triethylamine (100mL) was added dropwise to a suspension of compound 2 (12.52g, 0.04mol), Pd(PPh3)2Cl2 (0.63g, 0.9mmol), triphenylphosphine (0.89g, 3.4mmol), and copper(I) iodide (0.29g, 1.7mmol) in dry triethylamine (200mL) at room temperature under nitrogen. The mixture was stirred at near 80C for 24h. The mixture was cooled to room temperature and filtered to remove the insoluble salt (triethylamine hydrobromide) formed during the reaction. The filtrate was washed with ether. After concentrated, the product was purified by column chromatography [silica gel, petroleum ether: ethyl acetate (v:v)=2:1] to give 6.3g of a yellowish solid. Yield:55%; 1H NMR (600MHz, DMSO-d6): delta=7.62 (s, 1H), 7.41 (dd, J=8.2, 1.9Hz, 1H), 7.32 (d, J=8.2Hz, 1H), 7.19 (d, J=8.4Hz, 1H), 6.55 (d, J=8.5Hz, 1H), 5.58 (s, 1H), 5.42 (t, J=5.7Hz, 1H), 4.65(d, J=5.6Hz, 1H)ppm (Fig.S3). HRMS(EI,DIP); m/z calcd. for C15H12BrNO [M+H]+: 301.01, found 301 (Fig.S4).

Statistics shows that (5-Bromo-2-iodophenyl)methanol is playing an increasingly important role. we look forward to future research findings about 199786-58-8.

Reference:
Article; Guan; Jia; Zhang; Zhang; Ma; Lu; Lai; Lei; Dyes and Pigments; vol. 136; (2017); p. 873 – 880;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromo-2-iodobenzoic acid

A solution of 5-bromo-2-iodobenzoic acid (5. 00g, 15. [3MMOL)] in dimethylformamide [(60ML)] was treated with EDAC. [HC1] (3.. [51G, 18. 4MMOL), 1-] [HYDROXYBENZOTRIAZOLE] hydrate (2. [48G,] 18. 4mmol), and 4-aminomethylbenzoic acid tert-butyl ester (3.74g, 18. [4MMOL),] then stirred overnight at room temperature. The solution was treated with water [(40ML),] saturated aqueous sodium bicarbonate solution (15mL), followed by water [(40ML)] and the mixture stirred at room temperature for 1 hour. The solid was collected by filtration, washed with water and allowed to air dry overnight. The solid was heated in hexanes/ethyl acetate 2: 1, cooled to room temperature, and the crystals collected by filtration. Drying afforded the product as 6.30g of white solid (79.8% yield). [1H-NMR] [(CDC13)] ; d 7.98-7. 96 (d, [2H),] 7.70-7. 68 (d, 1H), 7.53-7. 52 (d, [1H),] 7.44-7. 43 (d, [2H),] 7.24-7. 21 (dd, 1H), 6.13 (bs, 1H), 4.67 (d, 2H), 1.60 (s, [9H).] MS: M+ +1 = 515.9/517. 9 Da.

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 21740-00-1.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/14379; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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

11 (135 mg, 0.50 mmol), Na2B4O7 (1.00 g, 4.97 mmol) and 4-iodobenzenesulfonyl chloride (151 mg, 0.50 mmol) were suspended in H2O (30 mL) under vigorous stirring. The reaction mixture was stirred at rt overnight meanwhile a colorless precipitate was formed. This solid was dissolved by addition of 1 M NaOH and the resulting solution was extracted with CH2Cl2 to remove byproducts. The aqueous layer was treated with conc. HCl to adjust pH value to 1 and the formed precipitate was filtered, washed with H2O and dissolved in THF. Removal of the solvent under reduced pressure gave 5l. Colorless solid, mp 238 C (dec.), yield 162 mg (61 %). C21H18IN3O4S (535.4). Rf = 0.82 (ethyl acetate, detection: 254 nm). 1H NMR (400 MHz, DMSO-D6): delta [ppm] = 4.07 (d, J = 6.3 Hz, 2H, NHCH2), 7.39 (d, J = 7.9 Hz, 2H, 2-HB, 6-HB), 7.52 (t, J = 7.5 Hz, 2H, 3-HC, 5-HC), 7.57-7.63 (m, 3H, 2-HA, 6-HA, 4-HC), 7.86 (d, J = 8.0 Hz, 2H, 3-HB, 5-HB), 7.93 (d, J = 7.3 Hz, 2H, 2-HC, 6-HC), 7.99 (d, J = 8.3 Hz, 2H, 3-HA, 5-HA), 8.34 (t, J = 6.3 Hz, 1H, SO2NHCH2), 10.47 (s, 1H, ArBCONHNH), 10.48 (s, 1H, NHNHCOArC). 13C NMR (101 MHz, DMSO-D6): delta [ppm] = 45.7 (1C, NHCH2), 100.5 (1C, C-4A), 127.4 (2C, C-2C, C-6C), 127.47 (2C, C-3B, C-5B), 127.49 (2C, C-2B, C-6B), 128.3 (2C, C-2A, C-6A), 128.5 (2C, C-3C, C-5C), 131.4 (1C, C-4B), 131.8 (1C, C-4C), 132.6 (1C, C-1C), 138.1 (2C, C-3A, C-5A), 140.2 (1C, C-1A), 141.6 (1C, C-1B), 165.5 (1C, ArBCONHNH), 165.8 (1C, NHNHCOArC). FT-IR: nu [cm-1] = 3410, 3318 (N-H), 3152, 3075 (C-HAr), 2870 (C-Haliph.), 1701, 1659 (C=O), 1612, 1566, 1516 (C=CAr), 1315, 1153 (SO2), 1057 (Ar-I), 818, 729, 702 (Ar-Hout of plane). HRMS (APCI): m/z = 535.0137 (calcd. 536.0135 for C21H19IN3O4S [M+H]+). HPLC: tR = 19.1 min, purity 98.1 %.

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mueller, Sebastian L.; Schreiber, Julian A.; Schepmann, Dirk; Strutz-Seebohm, Nathalie; Seebohm, Guiscard; Wuensch, Bernhard; European Journal of Medicinal Chemistry; vol. 129; (2017); p. 124 – 134;,
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