Tag: M.W=200-300

These common heterocyclic compound, 7212-28-4, name is 2-Iodo-N-phenylacetamide, 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. COA of Formula: C8H8INO

General procedure: 0.4 g (1.61 mmol) of 10, 1.93 mmol of 3a-j and 0.55 g (4.01 mmol) of K2CO3 were combined and refluxed in 20 ml acetone for 2 h. Then the solvent was reduced under reduced pressure. The crude product was washed with water, filtered and dried, followed by recrystallization from petroleum ether and ethyl acetate.

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

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;,
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Application of 930599-57-8,Some common heterocyclic compound, 930599-57-8, name is 4-Iodo-2-methyl-1-(trifluoromethyl)benzene, molecular formula is C8H6F3I, 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 intermediate 164d (3.5 g, 12.24 mmol, 1.00 equiv) in CC14 (40 mL) at 60 C was added benzoyl peroxide (1.7 g, 7.02 mmol, 0.57 equiv) followed by the batch-wise addition of NBS (2.37 g, 13.32 mmol, 1.09 equiv) and the reaction stirred at reflux overnight. The solids were filtered out and the filtrate concentrated to afford 1.6 g (36%) of intermediate 164e as a red oil.

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-methyl-1-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; ARDELYX, INC.; LEWIS, Jason, G.; REICH, Nicholas; CHEN, Tao; JACOBS, Jeffrey W.; CHARMOT, Dominique; NAVRE, Marc; FINN, Patricia; CARRERAS, Christopher; SPENCER, Andrew; WO2013/96771; (2013); A1;,
Iodide – Wikipedia,
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These common heterocyclic compound, 1309788-50-8, name is 3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole, 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. name: 3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole

Step 4: iert-Butyl 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-lH-indazole-l-carboxylate: To a stirred solution of step 3 intermediate (3.9 g, 14.124 mmol) in dry tetrahydrofuran (20 ml), triethylamine (2.08 ml, 14.83 mmol), 4-dimethylaminopyridine (68 mg, 0.565 mmol) were added followed by addition of di-tert-butyl bicarbonate (3.23 g, 14.83 mmol) at room temperature and reaction mixture was stirred for 1 h at same temperature. The solvent was evaporated under reduced pressure and product was purified by column chromatography to yield 5.24 g of product as a pale yellow solid. 1H NMR (300 MHz, CDC13): delta 1.00 (s, 6H), 1.50 (t, / = 6.6 Hz, 2H), 1.59-1.69 (m, 9H), 2.31 (t, / = 6.3 Hz, 2H), 2.67 (s, 2H).

The synthetic route of 3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; KUMAR, Sukeerthi; THOMAS, Abraham; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; WO2014/41518; (2014); A1;,
Iodide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 1309788-50-8, name is 3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole, 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 1309788-50-8, SDS of cas: 1309788-50-8

To a solution of 3-iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole (41 g, 147 mmol), triethylamine (22 ml, 155 mmol) and 4-dimethylaminopyridine (824 mg, 7 mmol) in tetrahydrofuran (163 ml) was added dropwise a solution of di-tert-butyl dicarbonate (34 g, 155 mmol) in tetrahydrofuran (41 ml) at room temperature over 40 min, and the mixture was stirred for 30 min. Then, the reaction mixture was is concentrated under reduced pressure. The residue was slurry-washed in hexane (130 ml) at 60 C. and ice-cooled. The crystals were collected by filtration, washed with hexane, and dried under reduced pressure to give the title compound (53 g, yield 95%).1H-NMR (400 MHz, DMSO-d6) delta: 0.95 (s, 6H), 1.46 (t, 2H, J=6.38 Hz), 1.56 (s, 9H), 2.23 (t, 2H, J=6.26 Hz), 2.63 (s, 2H).

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, 3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JAPAN TOBACCO INC.; US2011/306599; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 42048-11-3, name is 2-Chloro-6-iodotoluene, 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. Safety of 2-Chloro-6-iodotoluene

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), 2-methyl-1-chloro-3-iodobenzene (0.2 mmol, 1.0 equiv.), ethylene oxide (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone(1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred for 24 hours.After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3×10 mL), dried over Na2SO4Filter and concentrate under vacuum. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 20:1 (v/v) to afford 7-methyl-6-Chloro-2,3-dihydrobenzofuran 22 mg (yellow oily liquid, yield 64%).

The synthetic route of 2-Chloro-6-iodotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 773855-64-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 773855-64-4 name is 1-Fluoro-4-iodo-2-methoxybenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Dissolve l-fluoro-4-iodo-2-methoxybenzene, (prepared as described in PREPARATION 47), (1. 0 g, 4. 0 mmol) in triethylamine (15 mL, 108 mmol) and add 3- ethynyl-5-methoxypyridine, (prepared as described in PREPARATION 10), (500 mg, 3. 8 mmol) followed by bis (triphenylphosphine) palladium (II) dichloride (100 mg, 0. 14 mmol) and copper (I) iodide (60 mg, 0. 32 mmol). Stir for 18 h at room temperature, concentrate and purify by silica gel chromatography, eluting with 3 : 1 hexanes : ethyl acetate. Further purify on silica gel, eluting with 9 : 1 dichloromethane : ethyl acetate, to give the title compound as a white solid (650 mg, 65%). 1HNMR (300 MHz, CDC13) 6 3. 88 (s, 3H), 3. 92 (s, 3H), 6. 98-7. 15 (m, 3H), 7. 29-7. 31 (m, 1H), 8. 27 (d, J = 2. 8 Hz, 1H), 8. 37 (d, J = 1. 5 Hz, 1H) ; MS (APCI) : m/z= 258 [M+H] +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Fluoro-4-iodo-2-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 914106-26-6, 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. 914106-26-6, name is 4-Chloro-3-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-chloro-3-iodobenzonitrile (0.80 g, 3.0 mmol) in THF (16 mL) under nitrogen was added BH3-THF (1M in THF, 4.8 mL, 4.8 mmol). After stirring for 30 minutes at room temperature, the reaction mixture was heated to reflux for 8 hours. The reaction mixture was cooled to 0C, and a 2M aqueous HCI solution (4.5 mL) was added slowly. The reaction mixture was allowed to warm to room temperature, and heated to reflux for 2.5 hours. After cooling to room temperature, the mixture was concentrated in vacuo to yield crude Intermediate 6A which was used without purification. 1H NMR (CD3OD) delta 8.07 (d, 1H), 7.58 (d, 1H), 7.48 (m, 1H), 4.10 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-3-iodobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 89976-43-2, name is 4-Iodo-N-methylbenzamide, 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 89976-43-2, Computed Properties of C8H8INO

2e) N-Methyl-4-trimethylsilanylethynyl-benzamide A mixture of 4-iodo-N-methylbenzenamide (26.1 g, 0.1 mole), 2.5 g of PdCl2(PPh3)2 (3,5%) and 1.6 g Cul (8%) in 200 ml of toluene was stirred for 30 min under argon. Than 1-ethynyl(trimethyl)silane (10 g, 0.102 mole) and Et3N (40.4 g, 0.4 mole) was added. This mixture was stirred for 2-3 hours under argon at r.t. Sub products were filtered off. The solvent was evaporated product was purified by flash chromatography with CHCl3. Chloroform was evaporated and product was crystallized from hexane. Yield – 17.65 g (75.7%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-N-methylbenzamide, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP2020404; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 3824-21-3, 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. 3824-21-3, name is 2-Fluoro-4-iodo-1-methoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-fluoro-6-iodo-3-methoxybenzoic acidInto an 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-fluoro-4-iodo-1-methoxybenzene (5.00 g, 19.84 mmol, 1.00 equiv) in tetrahydrofuran (40 mL) with stirring at -78 C. This was followed by the addition of LDA (1.8 N, 11 mL, 1.10 equiv, in THF solution) dropwise at -78 C. The resulted solution was stirred for 1h at -78 C. Carbon dioxide was bubbled into the reaction solution with stirring. The reaction mixture was warmed up to room temperature and stirred overnight. Then it was concentrated under vacuum and diluted with sodium hydroxide aqueous solution (30 mL, 4N). The mixture was extracted with 30 mL of ethyl acetate. The pH value of the aqueous phase was adjusted to 2.0 with 2N hydrochloride aqueous solution. The resulted solution was extracted with 3×50 mL of ethyl acetate. The organic layers were combined and concentrated under vacuum. This resulted in 3.10 g (53%) of 2-fluoro-6-iodo-3-methoxybenzoic acid as light yellow solid. LC-MS (ESI) m/z: calculated for C8H6FIO3: 296. found: 295[M-1]-.

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

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1097871-23-2, These common heterocyclic compound, 1097871-23-2, name is 1-Chloro-2,5-difluoro-4-iodobenzene, 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.

Copper(I) iodide (69.4 mg, 0.364 mmol), 2-phenylphenol (93.0 mg, 0.546 mmol) and cesium carbonate (1.78 g, 5.46 mmol) were added to a dry flask under nitrogen. Ethyl malonate (1.11 mL, 7.29 mmol) was added to the mixture, followed by l-chloro-2,5-difluoro-4- iodobenzene (1.00 g, 3.64 mmol) in tetrahydrofuran (3.64 mL, 44.9 mmol). The reaction mixture was sealed and heated to 90C. After 12 hours, the reaction mixture was allowed to cool to room temperature and then diluted with saturated NH4Cl and EtOAc. The organic layer was separated, dried and filtered through Celite. The brown oil was purified via silica gel chromatography (0-30% EtOAc-hexane) to give diethyl 2-(4-chloro-2,5-difluorophenyl)malonate (0.65 g, 58%). 1H NMR (400 MHz, CDCl3) delta 7.37 (dd, J = 6.3, 9.3, IH), 7.17 (dd, J = 6.1, 8.9, IH), 4.91 (s, IH), 4.33 – 4.14 (m, 4H), 1.28 (t, J = 7.2, 6H).

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

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2009/6567; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com