Tag: M.W=200-300

Reference of 289039-25-4, A common heterocyclic compound, 289039-25-4, name is 3-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

3-Chloro-5-iodobenzoic acid (D52, 4.72 g, 16.71 mmol) in dichloromethane (16.71 ml.) was added to a stirring solution of 1 ,1-dimethylethyl 2,2,2-trichloroethanimidoate (7.30 g, 33.4 mmol) in toluene (33.4 ml.) at room temperature under argon. Boron trifluoride etherate (0.334 ml_, 2.64 mmol) was then added to the mixture and left to stir for 18 hours. 1 ,1-Dimethylethyl 2,2,2-trichloroethanimidoate (7.30 g, 33.4 mmol) was added and the solution allowed to stir for another 6 hours. Solid sodium bicarbonate was added to the reaction mixture which was then filtered through silica and eluted with dichloromethane. The crude material (10.6 g) was then purified by flash chromatography (eluting with dichloromethane) to afford the title compound as a white solid.1H NMR delta (DMSOd6): 1.54 (9H, s), 7.85 (1 H, dd), 8.1 1-8.13 (2H, m)

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; GLAXO GROUP LIMITED; WO2009/819; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1000802-34-5, 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 1000802-34-5 as follows.

To a solution of 6-iodobenzo[d][1,3]dioxol-5-amine (1 g, 3.8 mmol) and paraformaldehyde (1.14 g, 38 mmol) in methanol (10 mL) was added NaBH3CN (2.39 g, 38 mmol) slowly with stirring. The mixture was heated to 50 C. for 4 h. Water (100 mL) was added and extracted with methylene chloride (100 mL). The organic layer was washed with brine (100 mL), dried (MgSO4) and evaporated under vacuum to give crude title compound 0102-15 (1.16 g) as a brown oil which was used directly to the next step without further purification. LCMS: 292 [M+1]+; 1H NMR (DMSO-d6) delta 2.56 (s, 6H), 6.02 (s, 2H), 6.96 (s, 1H), 7.32 (s, 1H).

According to the analysis of related databases, 1000802-34-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Curis, Inc.; Cai, Xiong; Qian, Changgeng; (62 pag.)US2016/317508; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 268568-11-2, name is Ethyl 2-amino-5-iodobenzoate, 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 268568-11-2, Recommanded Product: 268568-11-2

General procedure: As a typical experiment, the reaction of 4-(trifluoromethyl)bromobenzene (0.225 g, 1 mmol), methyl 3-amino-4-methylthiophene-2-carboxylate (0.342 g, 2 mmol) and KOAc (0.196 g, 2 mmol) at 120 C during 20 h in DMAc (3 mL) in the presence of PdCl(C3H5)(dppb) (12.2 mg, 0.02 mmol) under argon affords methyl 3-amino-4-methyl-5-(4-trifluoromethylphenyl)-thiophene-2-carboxylate 1a after extraction with dichloromethane, evaporation and filtration on silica gel (pentane/ether) in 82% (0.258 g) yield.

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Reference:
Article; Derridj, Fazia; Si Larbi, Karima; Roger, Julien; Djebbar, Safia; Doucet, Henri; Tetrahedron; vol. 68; 36; (2012); p. 7463 – 7471;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 239135-53-6, name is 2-Fluoro-4-iodo-1-(trifluoromethyl)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: 239135-53-6

Intermediate 79: 3,4-bis(Benzyloxy)-6-[(E)-2-[3-fluoro-4-(trifluoromethyI)- phenyl]ethenyl]pyridazine A vessel containing 3,4-bis(benzyloxy)-6-ethenylpyridazine (Intermediate 78, 1.09 g, 3.42 mmol), tris-(2-methylphenyl)phosphane (0.208 g, 0.685 mmol), 2-f.uoro-4-iodo-l- (trifluoromethyl)benzene (1.191 g, 4.1 1 mmol) and palladium(II) acetate (0.038 g, 0.171 mmol) was evacuated and acetonitrile (10 ml) and triethylamine (9.07 ml, 65.1 mmol) were added in vacuo and then the mixture was flushed with nitrogen. The reaction was then heated in the microwave at 80 C for 4 hours and, upon cooling, was diluted with dichloromethane and washed with saturated aqueous ammonium chloride solution. The organics were dried ( gSC^), filtered and solvent removed in vacuo to give a brown oil which was purified by column chromatography (silica, eluting with 30- 100 % dichloromethane in petrol) to yield 3,4-bis(benzyloxy)-6-[(E)-2-[3-fiuoro-4- (trifluoromethyl)phenyl]ethenyl]pyridazine (1.1 g, 2.29 mmol, 67 % yield). 1H NMR (CDCI3) delta 7.53 – 7.68 (m, 3 H), 7.31 – 7.53 (m, 12 H), 6.97 (s, 1 H), 5.71 (s, 2 H) and 5.28 (s, 2 H). MS ES+: 481.

The synthetic route of 2-Fluoro-4-iodo-1-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FARNABY, William; FIELDHOUSE, Charlotte; HAZEL, Katherine; KERR, Catrina; KINSELLA, Natasha; LIVERMORE, David; MERCHANT, Kevin; MILLER, David; WO2013/27000; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 7212-28-4 as follows. Recommanded Product: 2-Iodo-N-phenylacetamide

General procedure: 0.3 g (1.56 mmol) of 7, 1.87 mmol of 3a-j and 0.32 g (2.34 mmol) of K2CO3 were combined and refluxed in 20 ml of acetone for 2 h. The solvent was evaporated under reduced pressure and the crude product was washed with water, filterred and dried. The pure product was obtained by recrystallization from petroleum ether and ethyl acetate.

According to the analysis of related databases, 7212-28-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Wukun; Hua, Jie; Zhou, Jinpei; Zhang, Huibin; Zhu, Haiyang; Cheng, Yanhua; Gust, Ronald; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 5008 – 5012;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 90064-47-4,Some common heterocyclic compound, 90064-47-4, name is 4-Iodo-2,5-dimethoxybenzaldehyde, molecular formula is C9H9IO3, 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 DMAc solution (30 mL) of 6 (1.0 g, 1.66 mmol),4-iodo-2,5-dimethoxybenzaldehyde (0.63 g, 2.16 mmol),sodium carbonate (0.53 g, 4.99 mmol), 2,6-di-tertbutyl-p-cresol (0.07 g, 0.33 mmol), and trans-di(-acetato)bis[o-(di-o-tolylphosphino)benzyl] dipalladium(II)(16 mg, 0.017 mmol) was stirred at 110 C for 16 h.After removal of the solvent, the mixture was poured intomethylene chloride and washed with water. After removalof the organic solvent, the residue was purified by columnchromatography on a silica gel using methylene chlorideand n-hexane (1:5, v/v) as an eluent. Yield (550 mg,43%). mp 254-257 C. 1H NMR (400 MHz, DMSO-d6) 3.90 (s, 3 H, -Ph-O-CH3), 3.98 (s, 3 H, -Ph-O-CH3),7.20 (s, 1 H, CHO-Ph-CH ), 7.29 (t, J = 7.7 Hz, 4H,-Ph-carbazole), 7.30 (d, J = 16.5 Hz, 1 H, -CH CH-),7.35 (s, 1 H, CHO-Ph-CH ), 7.40 (d, J = 8.8 Hz, 2 H,CH-Ph-N-), 7.43 (t, J = 7.7 Hz, 4 H, -Ph-carbazole),7.45 (d, J = 16.5 Hz, 1 H, -CH CH-), 7.47 (d, J =8.8 Hz, 4 H, -N-Ph-carbazole), 7.50 (d, J = 8.8 Hz,4 H, -N-Ph-carbazole), 7.53 (d, J = 7.7 Hz, 4 H, -Ph-carbazole), 7.59 (d, J = 8.8 Hz, 2 H, CH-Ph-N-), 8.16(d, J = 7.7 Hz, 4 H, -Ph-carbazole), 10.4 (s, 1 H, -Ph-CHO); 13C NMR (100.64 MHz, DMSO-d6) 56.12,56.24, 109.15, 109.72, 111.09, 115.14, 119.84, 120.18,123.25, 124.29, 125.20, 125.83, 128.05, 128.18, 132.35,132.61, 136.58, 140.85, 142.37, 146.15, 147.21, 187.91,161.18, 156.94, 187.94.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-2,5-dimethoxybenzaldehyde, its application will become more common.

Reference:
Article; Lee, Jeonghun; Im, Hunbae; Kim, Sukwon; Kim, Chulhee; Journal of Nanoscience and Nanotechnology; vol. 15; 2; (2015); p. 1434 – 1442;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 914636-93-4 as follows. Computed Properties of C7H4FIO

Step 5. (R,E)-N-(3-fluoro-5-iodobenzylidene)-2-methylpropane-2-sulfinamide To a solution of 3-fluoro-5-iodobenzaldehyde (8.75 g, 35 mmol) and (R)-(+)-t-Butylsulfinamide (4.67 g, 38.5 mmol) in DCE (117 mL) was added copper(II) sulfate (anhydrous) (16.76 g, 105 mmol) and the resulting suspension was heated at 60° C. overnight. LCMS indicated desired product formation. Reaction mixture was filtered through Celite and the filtrate concentrate in vacuo and then taken to the next step as such. LCMS (m/z): 354.1 (MH+), 1.08 min.

According to the analysis of related databases, 914636-93-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Novartis AG; Bagdanoff, Jeffrey T.; Ding, Yu; Han, Wooseok; Huang, Zilin; Jiang, Qun; Jin, Jeff Xianming; Kou, Xiang; Lee, Patrick; Lindvall, Mika; Min, Zhongcheng; Pan, Yue; Pecchi, Sabina; Pfister, Keith Bruce; Poon, Daniel; Rauniyar, Vivek; Wang, Xiaojing Michael; Zhang, Qiong; Zhou, Jianguang; Zhu, Shejin; (366 pag.)US9242996; (2016); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 404337-42-4, A common heterocyclic compound, 404337-42-4, name is 5-Chloro-2-iodo-m-xylene, molecular formula is C8H8ClI, 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.

4-Chloro-2,6-dimethyliodobenzene (9.6 g, 36 mmol) is dissolved in pyrene (60 mL). To this solution, a hot solution of KMnO4 (28 g, 0.18 mol) is poured and the mixture is stirred at 115 C. for 8 hours. After additional heating for 5 hours, a 1M HCl solution is added. The precipitate is filtered off and washed with THF. The resultant filtrate is washed with THF and dried over Na2SO4. After the evaporation, the dicarboxylic acid derivative is obtained as a solid. Yield 9.1 g (78%). FD-MS (8 kV): m/z=326.7. 1H NMR (250 MHz, DMSO-d6) delta ppm 7.24 (s, Ar): 13C NMR (62.5 MHz, CD3OD-d4): delta ppm 126.7, 128.1, 134.5, 150.1, 174.6.

The synthetic route of 404337-42-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; Kawano, Shin-Ichiro; Baumgarten, Martin; Muellen, Klaus; Murer, Peter; Schaefer, Thomas; Saleh, Moussa; US2014/357898; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1097871-23-2,Some common heterocyclic compound, 1097871-23-2, name is 1-Chloro-2,5-difluoro-4-iodobenzene, molecular formula is C6H2ClF2I, 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.

Step 2: Preparation of (S)-N-(-(4-chloro-2,5-difluorophenyl)(oxetan-3-yl)methyl)-2-methylpropane-2-sulfinamide To an oven-dried 500 mL round bottom flask under a nitrogen atmosphere was added 1-chloro-2,5-difluoro-4-iodobenzene (9.93 g, 36.18 mmol) in 175 mL anhydrous THF. The resulting solution was cooled to -100 C. with a diethyl ether/liquid nitrogen bath, and then n-BuLi solution (1.6M in THF, 22.6 mL, 36.2 mmol) was added dropwise so that the internal temperature remained between -90 and -100 C. The resulting yellow colored mixture was stirred between -90 and -100 C for 30 min and then (S,E)-2-methyl-N-(oxetan-3-ylmethylene)propane-2-sulfinamide (7.53 g, 39.80 mmol) in 15 mL THF was added dropwise via syringe so that the internal temperature remained between -90 and -100 C. The resulting mixture was stirred between -90 and -100 C. for 30 min and then quenched at the same temperature by dropwise addition of saturated NH4Cl solution followed by warming to room temperature. The mixture was diluted with 150 mL water and 150 mL EtOAc. The layers were shaken and separated and the organic phase was washed with saturated NaCl solution, dried over Na2SO4, and concentrated to a viscous nearly colorless oil which was purified by MPLC using silica gel (0-100% ethyl acetate/hexanes) to provide the desired single diastereomer (6.88 g, 20.38 mmol) as a white foam. LCMS-APCI (POS.) m/z: 338.1 (M+H)+

The synthetic route of 1097871-23-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; CYTOKINETICS, INC.; Ashcraft, Luke; Boezio, Alessandro; Butler, John; Chandra, Aroop; Chuang, Chihyuan; Collibee, Scott E.; Debenedetto, Mikkel; DiMassa, Vincent; Graceffa, Russell; Malinowski, Justin; Moebius, David; Morgan, Bradley P.; Payette, Joshua; Romero, Antonio; St. Jean, JR., David; Vargas, Richard; Yeoman, John; Zhang, Hanmo; (146 pag.)US2019/77793; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1000802-34-5, A common heterocyclic compound, 1000802-34-5, name is 6-Iodobenzo[d][1,3]dioxol-5-amine, molecular formula is C7H6INO2, 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.

To a solution of 6-iodobenzo[d][1,3]dioxol-5-amine (1 g, 3.8 mmol) and paraformaldehyde (1.14 g, 38 mmol) in methanol (10 mL) was added NaBH3CN (2.39 g, 38 mmol) slowly with stirring. The mixture was heated to 50 C. for 4 h. Water (100 mL) was added and extracted with methylene chloride (100 mL). The organic layer was washed with brine (100 mL), dried (MgSO4) and evaporated under vacuum to give crude title compound 0107-111 (1.16 g) as a brown oil which was used directly to the next step without further purification. LCMS: 292 [M+1]+; 1H NMR (DMSO-d6) delta 2.56 (s, 6H), 6.02 (s, 2H), 6.96 (s, 1H), 7.32 (s, 1H).

The synthetic route of 1000802-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2008/234314; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com