Tag: M.W=200-300

Some common heterocyclic compound, 852569-38-1, name is 5-Chloro-4-fluoro-2-iodoaniline, molecular formula is C6H4ClFIN, 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: 5-Chloro-4-fluoro-2-iodoaniline

Potassium tert-butoxide (12.52 g, 111.6 mmol) was added at room temperature under nitrogen5-chloro-4-fluoro-2-iodoaniline(5.0, 22.3 mmol) in 250 ml of dry THF. After stirring for 15 minutes, the reaction mixture was added dropwise1- (tetrahydro-2H-pyran-2-yl) -1H-pyrazole-4-carbonyl fluoride(5.67 g, 24.6 mmol) in 30 mL of dry THF. The reaction mixture was addedStirred at room temperature for 4 hours,Then poured into saturated aqueous NaHCO3 and extracted with EtOAc. The organic phase was dissolved with saturated NaClLiquid washing,Dried over Na2SO4 and concentrated to dryness. Purification by flash chromatography on silica gel (cyclohexene / EtOAc: 95/5 to 80/20)To give a red solid which was purified by amine phase flash chromatography (DCM) to give 2.84 g of a white solid (yield: 31%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 852569-38-1, its application will become more common.

Reference:
Patent; Sanofi; A ·beinazaite; O ·dukeluosi; N ·jiluo; G ·lasali; K ·maikarui; V ·wen; (119 pag.)CN103012397; (2017); B;,
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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. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,3-Dichloro-2-iodobenzene

General procedure: A general procedure for the synthesis of diarylacetylenes 2 involved the addition of 2.0 mmol of arylacetylene to a mixture of 2.1 mmol of an aryliodide, 3.0 mmol of diisoproprylethylamine, 0.02 mmol of Pd(PPh3)4, and 0.02 mmol of CuI in water (7 mL). The mixture was stirred for 1-2 h at 75 C. After cooling, the product was collected by filtration or extracted using dichloromethane and purified by recrystallization and/or chromatography.

The synthetic route of 19230-28-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sviripa, Vitaliy M.; Zhang, Wen; Kril, Liliia M.; Liu, Alice X.; Yuan, Yaxia; Zhan, Chang-Guo; Liu, Chunming; Watt, David S.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3638 – 3640;,
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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. 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H9IO2

A mixture of 4 (321 mg, 1.16 mmol), 5 (100 mg, 0.58 mmol), C52CO3 (378 mg, 1 .16 mmol), Pd2(dba)3 (45 mg) and BINAP (63 mg) in 2 ml of dioxane was stirred at 110C under N2 overnight. The mixture was filtered, concentrated and purified by column chromatography to give 6 (82 mg, 44%) as a slightly yellow solid. LCMS (m/z: m+1):321.1.

The synthetic route of 90347-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); A1;,
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Synthetic Route of 25309-64-2,Some common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, molecular formula is C8H9I, 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: To a stirred solution of aryl halide (1.2mmol) and [Pd(pp3S4)(dba)] (1mol %) in isopropanol (2.5ml) was added nitrogen/oxygen nucleophile (1mmol) followed by Cs2CO3 (2mol %) in the atmosphere of air. The mixture was heated to 80C and the progress of the reaction was monitored by TLC. After completion, the solvent was evaporated through rotavapour and the crude mixture was washed with dichloromethane-H2O and the organic phase was separated and dried over Na2SO4. The dichloromethane was evaporated followed by flash column purification on silica gel of the crude to obtain the pure products. The products were characterized using 1H, 13C NMR spectroscopy and GC-MS spectroscopy. The characterization data were in good agreement with those described in the literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Ethyl-4-iodobenzene, its application will become more common.

Reference:
Article; Majumder, Arpi; Gupta, Ragini; Mandal, Mrinmay; Babu, Madhu; Chakraborty, Debashis; Journal of Organometallic Chemistry; vol. 781; (2015); p. 23 – 34;,
Iodide – Wikipedia,
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6940-76-7, name is 1-Chloro-3-iodopropane, 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. Application In Synthesis of 1-Chloro-3-iodopropane

To a solution of (2,6-dimethyl-phenyl)-(hexahydro-pyrrolo[3,4-c]pyrrol-2- yl) -methanone (111, 964 mg, 3.95 mmol) in DMF (7 mL) was added 1-chloro-3-iodo- propane (0.6 mL, 5.58 mmol) and Cs2CO3 (1.7 g, 5.21 mol) The mixture was stirred overnight at RT. Water was added to the mixture and the resulting solution was extracted with EtOAc. The organic layer was dried (Na2S04) and concentrated. The crude product was purified by flash column chromatography on silica gel eluting with a DCM: MeOH: NH40H gradient (99: 0.7:0.07 to 96: 3.5:0.35 over 50 min. ) to afford 0.828 g (65%) of 113: ms (LCMS) m/z 321 (M + H).

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/121145; (2005); A2;,
Iodide – Wikipedia,
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Electric Literature of 13421-00-6, These common heterocyclic compound, 13421-00-6, name is 5-Chloro-2-iodobenzoic 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.

A solution of 5-chloro-2-iodobenzoic acid (3.0 g, 10.62 mmol), SOC12 (12 mL) and DMF (0.6 mL) was gently warmed with a heat gun until the mixture becamehomogeneous (15 mm). The solution was maintained at 23C for additional 30 mm and then the solution was concentrated. MeOH (24 mL) was added to the crude residue and the solution was maintained at 23C for 30 mm. The solution was concentrated and the residue was purified by flash chromatography on Biotage silica gel cartridge (cyclohexane to cyclohexane : EtOAc = 85 : 15) to afford methyl 5-chloro-2-iodobenzoate (3.02 g, 10.20 mmol, 96%).UPLC-MS: 1.17 mm, 296.6 [M+H]+, method 12.

Statistics shows that 5-Chloro-2-iodobenzoic acid is playing an increasingly important role. we look forward to future research findings about 13421-00-6.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; CAPELLI, Anna Maria; ACCETTA, Alessandro; CARZANIGA, Laura; WO2015/91685; (2015); A1;,
Iodide – Wikipedia,
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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, name: 2-Chloro-5-iodobenzoic acid

A 2 L three-necked round bottom flask with mechanical stirrer, rubber septum with temperature probe and pressure-equalized addition funnel with gas bubbler was charged with 2-chloro-5-iodobenzoic acid (199.41 g, 0.706 mol), dichloromethane (1.2 L, KF=0.003 wt % water) and the suspension was set stirring at ambient temperature. Then N,N-dimethylformamide (0.6 mL, 1.1 mol %) was added followed by oxalyl chloride (63 mL, 0.722 mol, 1.02 equiv) which was added over 11 min. The reaction was allowed to stir at ambient overnight and became a solution. After 18.75 hours, additional oxalyl chloride (6 mL, 0.069 mol, 0.10 equiv) was added to consume unreacted starting material. After 2 hours, the reaction mixture was concentrated in vacuo to afford crude 2-chloro-5-iodobenzoyl chloride as a pale yellow foam which will be carried forward to the next step

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Reference:
Patent; De Paul, Susan Margaret; Perlberg, Anett; Zhao, Matthew Mangzhu; US2010/16422; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

54811-38-0, name is 5-Iodo-2-methylbenzoic 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. Safety of 5-Iodo-2-methylbenzoic acid

To a solution of compound 6 (40.0 g, 0.153 mol) in MeOH (400 mL) was added dropwise a freshly prepared solution of SOCI2 (22 mL, 0.305 mol) in MeOH (400 mL) at O0C. The mixture was heated to reflux for 4 hours. TLC (petroleum ether: ethyl acetate = 10:1) showed the reaction was complete, then the mixture was concentrated in vacuo. The residue was desolved in ethyl acetate (800 mL) and washed with water (200 mLx2), saturated aqueous sodium carbonate (200 mLx2) and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give compound 7 as a yellow solid. 1H NMR (300 MHz, CDCI3): delta 8.21 (S, 1 H), 7.67-7.70 (dd, J = 9.0 Hz, 1 H), 6.97-6.99 (d, J = 6.0 Hz, 1 H), 3.88 (s, 3H), 2.53 (s, 3H).

The synthetic route of 54811-38-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2006/117669; (2006); 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. 20776-54-9, name is 2-Amino-4-iodobenzoic acid, A new synthetic method of this compound is introduced below., name: 2-Amino-4-iodobenzoic acid

Following the procedures described in Scheme 8, step 1 , compound 17 was prepared similarly. LC-MS: m/e = 303 [M+H]+.

The synthetic route of 20776-54-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (76 pag.)WO2019/112719; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 25309-64-2,Some common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, molecular formula is C8H9I, 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: To the mixture of [RuCl2(p-cymene)]2 (0.05 equiv), K2CO3 (2 equiv), 1a (1 equiv), 2a (1.5 equiv) and 3 mL NMP were added successively. The mixture was stirred at 120 C for 18 h. The solution was extracted with ethyl acetate (3 x 15 mL), and the combined extract was dried with anhydrous MgSO4. Solvent was removed, and the residue was separated by column chromatography to give the pure sample 3a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Ethyl-4-iodobenzene, its application will become more common.

Reference:
Article; Cao, Hua; Zhan, Haiying; Shen, Dongsheng; Zhao, Hong; Liu, Yi; Journal of Organometallic Chemistry; vol. 696; 19; (2011); p. 3086 – 3090;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com