Tag: M.W=200-300

Reference of 64248-58-4,Some common heterocyclic compound, 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, molecular formula is C6H3F2I, 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: A Schlenk flask equipped with asepta and a magnetic stir bar wasfilled with aryl halide (3.0 mmol), alkene (3.2 mmol), K2CO3(3.5 mmol) and PdLn-beta-CD 3 mol% catalyst in water (5 mL pure orplain). The reaction was refluxed for the appropriate time underaerobic conditions. After completion of the reaction was confirmedby TLC, the reaction mixturewas cooled to room temperature.The solvent was removed by rotary evaporator and extraction of theproduct was carried out using ethyl acetate. The ethyl acetate fractionwas separated and dried over anhydrous sodium sulphate. Theresulting crude product was purified using flash column chromatographyof silica gel 60-120mesh with n-hexane/ethyl acetate (8:2ratio) as the eluent and afforded the pure desired product. After extractionof product, catalyst was simply reprecipitated from theaqueous layer by the addition of 10 mL of acetone. The recoveredcatalyst was filtered, washed with acetone (3 × 5 mL) and dried ina vacuum at 70 C for 5 h and reused.

The synthetic route of 64248-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dindulkar, Someshwar D.; Jeong, Daham; Kim, Hwanhee; Jung, Seunho; Carbohydrate Research; vol. 430; (2016); p. 85 – 94;,
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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,1,1-Trifluoro-3-iodopropane

At room temperature, 190 g (1.4 mol) of potassium carbonate was weighed into 3 L of a three-necked flask and 500 g of DMF was added,100 g (0.7 mol) of compound 16 was added and stirring was started,20-25 C was added dropwise with 205 g (0.916 mol) of trifluoroproponium chloride, After the addition of stirring for 4.5h, the TLC reaction was completed. Add 1.6kg of methanol, stir for 30min,Suction filter. The filter cake was washed twice with methanol twice. Decompression steamed filtrate to no liquid,To the residue was added 1.5 kg of water, and 1N hydrochloric acid solution was added thereto to adjust the pH to 7,Ice bath 0 ~ 3 stirring 3h, filter, 45 drying to get 137g product, the yield of 81.8%Purity HPLC: 98.5%.

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 460-37-7.

Reference:
Patent; Beijing Guangbo Desai Pharmaceutical Technology Development Co., Ltd.; Yitai (Beijing) Pharmatech Co., Ltd.; Wu, Yuan; Tian, Hua; (14 pag.)CN106008633; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 54413-93-3, 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. 54413-93-3 name is 2-Iodo-5-methoxybenzoic acid, 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.

2-lodo-5-methoxy benzoic acid (15.0 g; 53.9 mmol) is dissolved in anhydrous DMF (45 ml) followed by the addition of 1H-1,2,3-triazole (7.452 g; 108 mmol) and cesium carbonate (35.155 g; 108 mmol). By the addition of cesium carbonate the temperature of the reaction mixture increases to 40°C and gas evolved from the reaction mixture. Copper(l)iodide (514 mg; 2.7 mmol) is added. This triggers a strongly exothermic reaction and the temperature ofthe reaction mixture reaches 70°C within a few seconds. Stirring is continued for 30 minutes. Then the DMF is evaporated under reduced pressure followed by the addition of water (170 ml) and EtOAc (90 ml). The mixture is vigorously stirred and by the addition of citric acid monohydrate the pH is adjusted to 3-4. The precipitate is filtered off and washed with water and EtOAc and discarded. The filtrate is poured into a separation funnel and the phases are separated. The water phase is extracted again with EtOAc. The combined organic layers are dried over MgSO4, filtered and the solvent is evaporated to give 7.1 g of 5-methoxy-2-(2H- 1 ,2,3-triazol-2-yl)benzoic acid as a white powder of 94percent purity (6 percent impurity is the regioisomerically Ni-linked triazolo-derivative); tR [mm] = 0.60; [M+H] = 220.21.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-5-methoxybenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BRISBARE-ROCH, Catherine; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; JENCK, Francois; SIFFERLEN, Thierry; STEINER, Michel; WILLIAMS, Jodi; WO2015/83094; (2015); 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. 202865-85-8, name is 1-Bromo-4-iodo-2-methylbenzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrI

Example 121, Step a-bPdCl2(Ph3P)2 (257 mg, 0.367 mmol) was added to a dioxane (45 mL) solution of l-bromo-4-iodo-2-methylbenzene (3.01 g, 10.13 mmol) and tri-«-butyl(l- ethoxyvinyl)stannane (3.826 g, 10.59 mmol) and heated at 80 0C for ~17 hours. The reaction mixture was treated with water (15 mL), cooled to ~0 0C (ice/water), and then NBS (1.839 g, 10.3 mmol) was added in batches over 7 minutes. After about 25 minutes of stirring, the volatile component was removed in vacuo, and the residue was partitioned between CH2Cl2 and water. The aqueous layer was extracted with CH2Cl2, and the combined organic phase was dried (MgSO4), filtered, and concentrated in vacuo. The resulting crude material was purified by a gravity chromatography (silica gel; 4% ethyl acetate/hexanes)to provide bromide 121a as a brownish-yellow solid (2.699 g); the sample is impure and contains stannane-derived impurities, among others. 1H NMR (CDCl3, delta = 7.24, 400 MHz): 7.83 (s, IH), 7.63 (s, 2H), 4.30 (s, 2H), 2.46 (s, 3H).

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; BRISTOL-MYERS SQUIBB COMPANY; WO2009/102318; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 41252-96-4, name is 2-Chloro-1-iodo-4-nitrobenzene, molecular formula is C6H3ClINO2, 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. Quality Control of 2-Chloro-1-iodo-4-nitrobenzene

The 4-amino-2-chlorophenyl 2-pyridyl ketone used as a starting material was obtained as follows: n-Butyl lithium (1.6M in hexane, 12.5 ml) was added dropwise to a stirred solution of 3-chloro-4-iodonitrobenzene (5.6 g) in THF (150 ml) which had been cooled to -100 C. The mixture was stirred at -100 C. for 20 minutes. A solution of pyridine-2-carboxaldehyde (2.0 g) in THF (20 ml) was added. The mixture was allowed to warm to ambient temperature and was stirred for 16 hours. The mixture was partitioned between diethyl ether and a saturated aqueous ammonium chloride solution. The organic phase was washed with brine, dried and evaporated. The residue was purified by column chromatography using increasingly polar mixtures of methylene chloride and ethyl acetate as eluent. There was thus obtained 1-(2-chloro-4-nitrophenyl)-1-(2-pyridyl)methanol (2.3 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41252-96-4, its application will become more common.

Reference:
Patent; Zeneca Limited; US5821246; (1998); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

88-67-5, name is 2-Iodobenzoic acid, 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. Quality Control of 2-Iodobenzoic acid

General procedure: In a four-necked flask equipped with a thermometer and a stirrer, after dissolving 13.9 g of o-fluorobenzoic acid in 69.5 g of sulfuric acid and 55.6 g of DCM, 4.5 g of sodium iodate and 13.0 g of iodine were added to the reaction solution, and stirring was started to control the reaction. The temperature is 25-30 C, the reaction is kept for 1 h, and a purple solid is precipitated in the reaction liquid. After the reaction of the raw material is completed, the reaction solution is poured into a cold aqueous solution of sodium thiosulfate to be quenched, the reaction solution is spun and filtered, and 41.7 ml is used. Recrystallization of methanol gave 20 g of 2-fluoro-5-iodobenzoic acid. The yield was 75.8% and the purity was 99.0%.

The synthetic route of 88-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Keyao Pharmaceutical Technology Co., Ltd.; Ren Chuan; Zhou Junming; (7 pag.)CN110078613; (2019); A;,
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. 58313-23-8, name is Ethyl-3-iodobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl-3-iodobenzoate

To a solution of {l-{[(l,l-dimethylethyl)oxy]carbonyl}-5-[(phenylmethyl)oxy]-lH- indol-2-yl}boronic acid (1.13 g, 3.08 mmol), ethyl-3-iodobenzoate (0.34 mL, 2 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.126 g, 0.11 mmol), in 1,2- dimethoxyethane (35 mL) was added sodium carbonate (2 M) (4 mL, 8 mmol). The stirred reaction mixture was heated at reflux for 4 h under a nitrogen atmosphere. The reaction mixture was allowed to cool at room temperature and partitioned between water and ethyl acetate. The organic phase was separated, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give an oil. The crude product was purified by flash chromatography over silica with a hexanes: ethyl acetate gradient (100:0 to 70:30) to give an oil. The oil was dissolved in dichloromethane and the solution was concentrated to give the product. The product was dissolved in ethyl acetate and one-half of the solution was concentrated to give 0.42 g of 1,1- dimethylethyl 2- {3-[(ethyloxy)carbonyl]phenyl} -5-[(phenylmethyl)oxy]- lH-indole- 1 – carboxylate for a total yield of 0.84 g (89%). 1U NMR (400 MHz, DMSO-J6): delta 7.99 (d, J = 9 Hz, IH), 7.95 (m, 2H), 7.75 (d, J = 8 Hz, IH), 7.58 (t, J = 8 Hz, IH), 7.45 (m, 2H), 7.37 (m, 2H), 7.31 (m, IH), 7.21 (d, J = 3 Hz, IH), 7.03 (dd, J = 9, 3 Hz, IH), 6.72 (s, IH), 5.13 (s, 2H), 4.32 (q, J = 7 Hz, 2H), 1.30 (t, J = 7 Hz, 3H), 1.23 (s, 9H). ES-LCMS m/z 494 (M + Na)+.

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; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 108078-14-4, These common heterocyclic compound, 108078-14-4, name is 2-Iodo-3-methylbenzoic acid, 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 289; 292 2912-iodo-3-methylbenzoic acid ethyl ester (289)A solution of the 2-iodo-3-methylbenzoic acid (6g-0.023mol) in EtOH (15OmL) is treated with concentrated HCl (2OmL) and refluxed for 48h. After removal of the EtOH in vacuo, the residue is diluted with water (125mL) and cooled to 00C in an ice bath. The pH is adjusted to 10 with solid NaOH pellets and extracted with EtOAc (3 x 75mL). The organic extracts are washed with water (2 x 5OmL) and brine (2 x 5OmL) and dried over MgSO4. Concentrated in vacuo to give the product as a pale yellow oil. (6g, 90%).LC/MS(ES+) m/z 291

Statistics shows that 2-Iodo-3-methylbenzoic acid is playing an increasingly important role. we look forward to future research findings about 108078-14-4.

Reference:
Patent; SANOFI-AVENTIS; WO2008/151211; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52548-14-8,Some common heterocyclic compound, 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, molecular formula is C8H7IO2, 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 A: H2S04 95-98% (2.54 ml_, 0.048 mol) was added to a solution of 2-iodo-5- methylbenzoic acid (25.0 g, 0.095 mol) in MeOH (220 ml.) and refluxed for 20h. The rxn mixture was cooled with an ice bath, and 1 N aq. NaOH was added dropwise until pH 8 was reached. The org. solvent was removed in vacuo and the aq. layer was extracted with DCM (2x). The combined org. extracts were washed with sat. aq. NaHC03 (1 x) and H20 (1x), dried (Na2S04), filtered and concentrated in vacuo to give methyl 2-iodo-5-methylbenzoate as a pale yellow liquid which was used in the next step without further purification. LC-MS A: tR = 0.87 min; [M+H]+ = 259.22.

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

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2014/57435; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 626-62-0, A common heterocyclic compound, 626-62-0, name is Iodocyclohexane, molecular formula is C6H11I, 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.

In the glove box, t-BuOLi (1 mmol, 2 equivalents, 80.1 mg) was added to the vial containing the stirrer in turn.B2pin2 (2mmol, 4 equivalents, 507.9mg), 0.85mL solvent methanol, 10muL H2O,Iodocyclohexane (0.5 mmol).The capped vial was removed from the glove box and the reaction mixture was stirred at 50 C for 48 hours. After cooling to room temperature, the reaction mixture was transferred to a test tube by methanol, and a certain amount of internal standard n-decane was added and diluted with ethyl acetate.The yield of the product cyclohexylboronic acid pinacol ester was determined by a GC-fid method to be 30%.

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; Peking University; Mo Fanyang; Sun Beiqi; Liu Qianyi; Hong Junting; (10 pag.)CN109575063; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com