Category: iodides-buliding-blocks

Some common heterocyclic compound, 13421-13-1, name is 4-Chloro-2-iodobenzoic acid, molecular formula is C7H4ClIO2, 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: 13421-13-1

In a MW tube was added 4-chloro-2-iodobenzoic acid (260 mg, 0.92 mmol), 1 H-1 , 2,3- Triazole (0.1 1 ml_, 1 .84 mmol) and (1 R,2R)-N 1 ,N2-dimethylcyclohexane-1 ,2-diamine (0.03 ml_, 0.18 mmol). To these solids were added 1 ,4-Dioxane (1 ml_) and Water (0.1 ml_), then Cul (8.77 mg, 0.05 mmol) and finally Cs2C03 (0.6 g, 1 .84 mmol). The mixture was then warmed to 100 C for 2.5 hrs and left at RT O/N . HCI 6 N was added until pH 2, then volatiles were removed under vacuum and the crude material was purified by RP on C18 column (from H20/CH3CN 95:5 + 0.1 % of FA to H20/CH3CN 5:95 + 0.1 % of FA) affording 4-chloro-2-(2H-1 ,2,3-triazol-2-yl)benzoic acid (p182, 120 mg, y= 58%) as white solid. MS (mlz): 223.9 [MH]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13421-13-1, its application will become more common.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
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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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 328-73-4

Magnesium (230 mg) was added to 3,5-bis (trifluoromethyl) phenyl iodide (3.0 g, 8.8 mmol) in tetrahydrofuran (THF, 80 ml) and stirred for 1-5 hours.The temperature was lowered to -20 ° C and 3.0 g of DMTr-protected propylene oxide (8 mmol) in THF (10 ml) was added. Two hours after the reaction was returned to room temperature for 8 hours. Workup and purification by column chromatography gave 3.73 g of compound 7 (79percent).

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

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Wang Ruowen; Qing Fengling; (27 pag.)CN103880877; (2017); B;,
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Reference of 5460-32-2,Some common heterocyclic compound, 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, molecular formula is C8H9IO2, 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: Under Oxygen, a reaction tube was charged with p-iodoanisole (46.3 mg, 0.2 mmol), urea (48.0 mg, 0.8 mmol), CuF2 (4.1 mg, 0.04 mmol), L1 (10.8 mg, 0.06 mmol), Li2CO3 (44.3 mg, 0.6mmol) and DMSO (2 mL). The mixture was stirred at 150 oC for 36 h. After the completion of the reaction, monitored by TLC, the solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on silica gel to give the product.

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-1,2-dimethoxybenzene, its application will become more common.

Reference:
Article; Zheng, Kui; Liu, Bin; Chen, Shuyou; Chen, Fan; Tetrahedron Letters; vol. 54; 38; (2013); p. 5250 – 5252;,
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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. 199850-56-1, name is Methyl 2-amino-4-chloro-5-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2-amino-4-chloro-5-iodobenzoate

Intermediate 55 : Methyl 4-chloro-2-{[3-(ethyloxy)-3-oxopropanoyl1amino)-5-iodobenzoateTo a solution of methyl 2-amino-4-chloro-5-iodobenzoate (Intermediate 2) (8 g, 25.7 mmol) and pyridine (2.18 mL, 27 mmol) in dichloromethane (200 mL) was added ethyl 3-chloro-3- oxopropanoate (Aldrich, 3.45 mL, 27 mmol) and the reaction mixture was stirred overnight at room temperature. The reaction mixture was evaporated to dryness, diluted with ethyl acetate, washed successively with water and brine. The organic layer was then dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was triturated in pentane, filtered and dried to give the title compound methyl 4-chloro-2-{[3-(ethyloxy)-3- oxopropanoyl]amino}-5-iodobenzoate (8.24 g, 19.36 mmol, 75 % yield) as beige solid. LCMS: (M+H)+ = 426 ; Rt= 3.78 min.

According to the analysis of related databases, 199850-56-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; DAUGAN, Alain Claude-Marie; LAMOTTE, Yann; MIRGUET, Olivier; WO2012/119978; (2012); A1;,
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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. 52548-14-8, name is 2-Iodo-5-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H7IO2

1,2,3-triazole (3.45 g, 50 mmol), 2-iodo-5-methylbenzoic acid (5.24 g, 20 mmol), cesium carbonate (0.57 g, 3.6 mmol), cuprous iodide (0.38 g, 2 mmol), trans-N, N’-dimethyl-1,2-cyclohexanediamine (0.51 g, 3.6 mmol), N, N-dimethylformamide (30 mL)was added sequentially to a 100 mL single-necked round bottom flask and gradually heated under nitrogen to 100 C for 4 hours. The reaction was quenched, cooled, diluted with tap water and washed with ethyl acetate (200 mL x 2). The aqueous layer was acidified with concentrated hydrochloric acid (pH = 1~2) and extracted with ethyl acetate (200 mL x 2). The organic layers were combined and dried over anhydrous sodium sulfate. The filtrate was evaporated under reduced pressure and purified by column chromatography (dichloromethane / methanol (v/v) = 50/1) to give the title compound (yellow solid, 2.76 g, 68%).

The synthetic route of 52548-14-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Dongguan Dongyangguang Pharmaceutical Research And Development Co., Ltd.; Jin Chuanfei; Du Changfeng; Zhang Yingjun; Liu Yanping; Kou Yuhui; (38 pag.)CN106986859; (2017); A;,
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627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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

General procedure: Compound15(2.50 g, 12.8mmol) was dissolved in anhydrous DMF (20 mL). The solution was cooled to 0 C.NaH(1.02 g, 25.6mmol, 60% dispersion in oil) was added slowly and cautiously. The resulting mixture was allowed to warm to r.t. and was stirred for additional 20 min. The solution was cooled again to 0 C, the appropriatedihaloalkane(25.6mmol) was added dropwise, and the resulting solution was allowed to stir at 0 C. for 30 min. The solution was warmed to r.t. and stirred for additional 1 h. The solution was cooled to 0 C and quenched with water, maintaining 0 C throughout the quenching process. The obtained mixture was extracted with CH2Cl2(2 x 20 mL). The combined organic layers were washed with water and brine and dried overNa2SO4. This was removed by filtration and the filtrate concentrated under vacuum to give the crude esters22-25.

The synthetic route of 627-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Deplano, Alessandro; Morgillo, Carmine Marco; Demurtas, Monica; Bjoerklund, Emmelie; Cipriano, Mariateresa; Svensson, Mona; Hashemian, Sanaz; Smaldone, Giovanni; Pedone, Emilia; Luque, F. Javier; Cabiddu, Maria G.; Novellino, Ettore; Fowler, Christopher J.; Catalanotti, Bruno; Onnis, Valentina; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 523 – 542;,
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Synthetic Route of 401-81-0, 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 401-81-0 as follows.

General procedure: A mixture of tertiary propargylic alcohol 5 (0.13 mmol), (hetero)aryl halide (1.5 equiv), Pd(PPh3)4 (5 mol %), and K2CO3 (2.5 equiv) in CH3CN (1 mL) was heated at 90 C for 13 h. The reaction mixture was concentrated under reduced pressure to give the crude residue, which was diluted with ethyl acetate and washed with water. The organic layer was dried over MgSO4 and concentrated in vacuo to give a crude mixture, which was purified by silica gel column chromatography (hexane/ethyl acetate/dichloromethane) to afford the indolizinone 7.

According to the analysis of related databases, 401-81-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cho, Hanyang; Kim, Ikyon; Tetrahedron; vol. 68; 27-28; (2012); p. 5464 – 5480;,
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Electric Literature of 204257-72-7, These common heterocyclic compound, 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, 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 single neck flask were added 4-bromo-2-fluorobenzene boronic acid (0.50 g, 2.28 mmol), methyl 2-fluoro-4-iodobenzene carboxylate (0.57 g, 2.06 mmol), potassium carbonate (0.95 g, 6.87 mmol) and [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium (84 mg, 0. 11 mmol). The reaction mixture was stirred at 100 C for 1 hour and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 100/1) to give the title compound as colorless (0.39 g, 52%).

The synthetic route of 204257-72-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; LIU, Xinchang; HUANG, Jianzhou; ZHANG, Yingjun; GOLDMANN, Siegfried; (342 pag.)WO2019/1396; (2019); A1;,
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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. 608-28-6, name is 2-Iodo-1,3-dimethylbenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-Iodo-1,3-dimethylbenzene

General procedure: Catalyst 1a22a (43 mg, 0.1 mol % of supported palladium) was added to a solution of aryl iodide (0.40 mmol, 1.0 equiv), aryltrialkoxysilane (0.80 mmol, 2.0 equiv), TBAF·3H2O (252 mg, 0.8 mmol, 2.0 equiv) in a mixture of toluene (5 mL) and H2O (50 muL). The reaction mixture was heated at 100 C for 20 h. After cooling to rt, 1a was filtered under vacuum on a 0.2 mum membrane. The catalyst was successively washed with toluene (10 mL) and Et2O (10 mL). The combined organic phases were washed with H2O (20 mL), dried with MgSO4, filtered, and concentrated under vacuum. The residue was purified by flash-chromatography on silica gel. Catalyst 1a was dried under vacuum and can directly be used for another Hiyama coupling.

The synthetic route of 608-28-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Diebold, Carine; Derible, Antoine; Becht, Jean-Michel; Le Drian, Claude; Tetrahedron; vol. 69; 1; (2013); p. 264 – 267;,
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Related Products of 35674-27-2, A common heterocyclic compound, 35674-27-2, name is 4-Iodo-3-nitrobenzoic acid, molecular formula is C7H4INO4, 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 14 Preparation of N-methyl-4-iodo-3-nitrobenzamide (Compound VII-1) 10 g (0.034 mol) 4-Iodo-3-nitrobenzoic acid (Compound VI-1) and 50 ml N,N-dimethylformamide were added into a reaction flask, stirred to dissolve, and cooled to below 10 C., and 7.5 ml (0.10 mol) sulfoxide chloride was added. After completion of the dropwise addition, the mixture was warmed to room temperature and reacted for one hour. The reaction mixture was poured into 200 ml aqueous solution of 30% methylamine with low temperature, stirred for 5 minutes to precipitate a solid, and then the mixture was added with 500 ml ice-water, stirred for 10 minutes, filtered. The solid was washed with water and dried to obtain N-methyl-4-iodo-3-nitrobenzamide (Compound VII-1), 6.5 g (0.021 mol), yield 62.3%. 1HNMR (400 MHz, DMSO-d6): delta 2.81 (d, 3H, J=4.1 Hz), 7.84 (d, 1H, 7.8 Hz), 8.23 (d, 1H, J=8.1 Hz), 8.33 (s, 1H), 8.75 (s, 1H); MS (m/z): 307 [M+H].

The synthetic route of 35674-27-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Hisun Pharmaceutical Co., Ltd.; Bai, Hua; Zhao, Xuyang; Gong, Yongxiang; Zhong, Jinqing; Zhu, Qifeng; Liu, Xiaoyu; Liu, Lifei; Zhou, Qixian; US2013/225810; (2013); A1;,
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