Author: Jessica.F

Reference of 13329-40-3, These common heterocyclic compound, 13329-40-3, name is 1-(4-Iodophenyl)ethanone, 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 stirring solution ofp-iodoacetophenone 1 (30.0 g, 122 mmol) in dioxane (200 mL) over an ice-bath was added bromine (6.56 mL, 128 mmol) dropwise. The reaction mixture was stirred at room temperature and monitored by LC/MS. After completion (about 1 hour), the solvent was evaporated by rotovap, and the residue was dried under vacuum to give solid 2 (40g, 100%). [00466] (Based on J. Med. Chent. 2001,44, 2990-3000) To a solution of Cbz-D-Ala- OH 3 (5.0 g, 22.4 mmol) in NMP (100 mL) was added cesium carbonate (3.72 g, 11.4 mmol). After stirring at RT for 1 h, 2 (7.60 g, 22.4 mmol) was added. The reaction mixture was stirred at room temperature and monitored by LC/MS to form 4. The reaction solution was diluted with xylene (100 mL) and ammonium acetate (9.25g, 120 mmol) and then stirred at 120C for 4 hours. Up to 50eq of additional ammonium acetate may be needed depending on the reaction progress. The key is to see solid in the flask at all times. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (200 mL). The EtOAc solution was washed with saturated sodium bicarbonate solution (200 mL) twice, and dried by sodium sulfate, then filtered, and the filtrate was concentrated under reduced pressure. The residue was dissolved in DCM (100 mL) and stirred for 1 h to give a precipitate, and the solid 5 (4.0g) was filtered off and dried under vacuum. The mother solution was concentrated by rotovap, the residue was purified on Bio-tage to give 5 (Hexane: EtOAc = 1:1 to EtOAc 100%). The two products were combined and dried under vacuum to give 5 (5.8 g, 58%).

The synthetic route of 13329-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYTOKINETICS, INC.; SMITHKLINE BEECHAM CORPORATION; WO2005/107762; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 148836-41-3, name is 1-Bromo-4-chloro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 148836-41-3

A solution of cyclopropylboronic acid (2.104 g, 24.49 mmol), 1-bromo-4-chloro-2-iodobenzene (5.700 g, 17.96 mmol), potassium phosphate (13.86 g, 65.3 mmol), and PdCl2(dppf)-DCM adduct (0.667 g, 0.816 mmol) in 18 mL dioxane and 6 mL water was heated to 100 C. overnight. The reaction mixture was then diluted with DCM and washed with water. The organics were dried over MgSO4 and concentrated. The crude residue was used in the next step without purification. m/z (ESI) does not ionize in H+ mode.

The synthetic route of 148836-41-3 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;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

626-62-0, name is Iodocyclohexane, 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. HPLC of Formula: C6H11I

The compound 4b (0.180 g, 0.52 mmol), iodocyclohexane (0.110 g, 0.52 mmol) and potassium carbonate (0.072 g, 0.52 mmol) were added to dimethylformamide (2 mL). The mixture was refluxed under stirring for 12 h at 80 C, acidified with concentrated hydrochloric acid to pH 3-4; the resulting solid was filtered, collected, washed with water, dried, and crystallized from petroleum ether to give 10 as white crystals.

The synthetic route of 626-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Barone, Mariarita; Pistara, Venerando; Frasca, Giuseppina; Noto, Clio; Scribano, Maria; Catalfo, Alfio; Santagati, Andrea; Medicinal Chemistry Research; vol. 24; 6; (2015); p. 2461 – 2475;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 103440-52-4,Some common heterocyclic compound, 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, molecular formula is C9H9IO2, 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: An oven-dried Schlenk tube equipped with a Teflon valve was charged with a magnetic stir bar, CuI (10 mg, 0.05 mmol, 10 mol%), K2CO3 (276 mg, 2.0 mmol), 1,10-phenanthroline (20 mg, 0.10 mmol, 20 mol%) and cyclic thiourea (0.5 mmol), 4 ? Molecular Sieves. The tube was evacuated and backfilled with N2 (this procedure was repeated 3 times). Under a counter flow of N2, methyl-2-iodobenzoate 1 (0.6 mmol) and DMF (2.0 mL) were added by syringe. The mixture was stirred at 100 ºC for 24h. After the reaction was completed, the mixture was directly passed through celite and rinsed with 30 mL of EtOAc. The combined filtrate was concentrated and purified by column chromatography on silica gel to give the pure product.Yellow Yellow solid; mp 126-128 C; 1H NMR (400 MHz, CDCl3) delta 8.04 (s, 1H), 7.31 (d, J = 7.6 Hz,1H), 7.12 (d, J = 8.0 Hz,1H), 3.52-3.45 (m, 1H), 3.28-3.22 (m, 1H), 3.12-3.09 (m, 1H), 2.38-2.36 (m, 4H), 1.91 (s, 2H), 1.72-1.63 (m, 1H), 1.56-1.43 (m, 3H); 13C NMR (50 MHz, CDCl3) delta 162.5, 154.8, 137.0, 134.5, 130.9, 128.6, 125.2, 124.5, 71.7, 67.5, 31.1, 30.9, 25.4, 25.0, 21.1 ppm. Anal. Calcd. for C15H16N2OS: C 66.15, H 5.92, N 10.29; found: C 66.21, H 5.70, N 10.37; EI-MS: m/z = 272 (M+).

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

Reference:
Article; Chen, Dingben; Wu, Jiashou; Yang, Jianguo; Huang, Ling; Xiang, Yubo; Bao, Weiliang; Tetrahedron Letters; vol. 53; 52; (2012); p. 7104 – 7107;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 13421-00-6, 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. 13421-00-6, name is 5-Chloro-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of N-((4-(trifluoromethyl)cyclohexyl)methyl)propan-2-amine (250 mg, 1.07 mmol) in DMF (4 mL) was added 5-chloro-2-iodobenzoic acid (395 mg, 1.4 mmol), HATU (610 mg, 1.6 mmol) and DIEA (480 muL, 2.7 mmol). The mixture was stirred at rt for 3 h. Ethyl acetate (10 mL) and water (10 mL) were added to the mixture. After partition, the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The solvent was removed in vacuo to give the crude product which was purified by flash chromatography over silica gel (eluting with 15% EtOAc in hexanes) to afford 420 mg of 5-chloro-2-iodo-N-isopropyl-N-((4-(trifluoromethyl)cyclohexyl)methyl)benzamide as a clear oil (86% yield). LC-MS tR=1.99 min in 2 min chromatography, MS (ESI) m/z 488.2 [M+H]+.

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, 5-Chloro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; Claremon, David A.; Dillard, Lawrence Wayne; Dong, Chengguo; Fan, Yi; Jia, Lanqi; Lotesta, Stephen D.; Marcus, Andrew; Singh, Suresh B.; Tice, Colin M.; Yuan, Jing; Zhao, Wei; Zheng, Yajun; Zhuang, Linghang; (65 pag.)US2016/122318; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25245-29-8,Some common heterocyclic compound, 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, molecular formula is C9H11IO3, 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 2.36 g (8.0 mmol) of 1-iodo-3,4,5-trimethoxybenzene(2) in triethylamine (80 ml) were added 1.38 ml (9.6 mmol) of 3,3-diethoxy-1-propane, 56 mg (0.080 mmol) of bis(triphenylphosphine)palladium (II) chloride and 8.0 mg (0.040 mmol) of cuprous iodide with stirring under nitrogen, and the mixture was stirred for 3 hours at room temperature. Insoluble materials were removed from the reaction mixture by suction filtration through Celite, and the filtrate was concentrated under reduced pressure. The resultant crude oil was purified by column chromatography on silica gel to obtain 2.29 g (yield: 97%) of 1,1-diethoxy-3-(3,4,5-trimethoxyphenyl)-2-propyne as colorless needles (melting point: 62.5-63.0 C.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Iodo-1,2,3-trimethoxybenzene, its application will become more common.

Reference:
Patent; Kowa Co., Ltd.; US6340682; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, 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 19094-56-5, Quality Control of 2-Chloro-5-iodobenzoic acid

Preparation 2-Chloro-5-iodo-N-(tricyclo[3.3.1.13’7]dec- 1 -ylmethyD-benzamide (Compound A); 5-Iodo-2-chlorobenzoic acid (40.0Og, 141.6mmol) was charged to a 500ml reaction vessel, followed by Bu4NCl (0.4Og, O.Oleq, 1.42mmol) and toluene (80ml, 2vol) under an inert atmosphere (N2). The suspension was heated to 70-75C, then thionyl chloride (12.40ml, 1.2eq, 169.94mmol) was added drop-wise over 30-60min. The resulting suspension is heated at 70-750C for approximately 3 hours. The reaction was monitored by HPLC (MeOH quench of sample) and on completion the reaction mixture, now a clear solution of 5-iodo-2-chlorobenzoyl chloride, was cooled to 20-250C

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-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2008/30160; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 19094-56-5, 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. 19094-56-5, name is 2-Chloro-5-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred suspension of 2-chloro-5-iodobenzoic acid(5.65 g, 0.02 mol) in CH2Cl2(20 mL) was added oxalylchloride(1.80 mL, 0.021 mol) and DMF(0.02 mL). Theresulting mixture was stirred for 4 h at room temperature.The mixture was concentrated, and the residual colorlesssolid was dissolved in CH2Cl2(40 mL). To this solutionwere added corresponding substituted benzene(0.02 mol)and then AlCl3(2.75 g, 0.021 mol) portionwise so that thetemperature did not exceed 0 C. After being stirred at 10-20 C for 3 h, the mixture was poured into ice water andextracted with CH2Cl2 three times. The combined organiclayers were washed with 1M HCl, water, and brine, thendried over MgSO4 and concentrated. The residual solid wascrystallized from ethanol to give as white solid.According to this procedure the following compoundswere prepared.

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-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hu, Shengquan; Sun, Wuji; Wang, Yeming; Yan, Hong; Medicinal Chemistry Research; vol. 28; 4; (2019); p. 465 – 472;,
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 461-17-6 as follows. Product Details of 461-17-6

[00106] To a solutiion of 6-bromo-benzo[cd]indol-2(1H)-one (1 g, 4 mmol) in N,N-dimethyl formamide was added K2CO3 (5.53 g, 40 mmol) and the resulting mixture was stirred for 0.5 hour under nitrogen. 4,4,4-trifluorobutyl iodide (915 mg, 4 mmol ) was next injected to the solution and the mixture was heated at 60 C. for 18 hours. The reaction media was next poured into 200 ml water and extracted with trichloromethane (3×100 ml). Column chromatography using gradient ethyl acetate in hexane (1020%) gave the desired product (1.225 g, 85%).

According to the analysis of related databases, 461-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth; US6667303; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 1829-28-3,Some common heterocyclic compound, 1829-28-3, name is Ethyl 2-iodobenzoate, molecular formula is C9H9IO2, 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: Hydrazides (30?58) were synthesized by one pot conventionalmethod24 Benzoic acid or its derivative (10 mmol) was dissolvedin ethanol (20 mL). Sulfuric acid (3 N, 2 mL) was added and thereaction contents were refluxed for six hours. The reaction wasmonitored with TLC. After the completion of the reaction, the reactionmixture was neutralized by adding solid NaHCO3, and filteredto remove excess of NaHCO3. In the neutralized reaction mixture which contains ethyl ester, hydrazine monohydrate (1.5 mL,3 mmol) was added and refluxed for 3?6 h to complete the reaction.Ethanol and unreacted hydrazine were removed by distillationupto 1/3 volume. The reaction contents were cooled, filteredand recrystallized from methanol to obtain the desired hydrazidecrystals (see Supporting information).

The synthetic route of 1829-28-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mehr-Un-Nisa; Munawar, Munawar A.; Chattha, Fauzia A.; Kousar, Samina; Munir, Jawaria; Ismail, Tayaba; Ashraf, Muhammad; Khan, Misbahul A.; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 6014 – 6024;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com