Category: 204257-72-7

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;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, 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 204257-72-7, Recommanded Product: Methyl 2-fluoro-4-iodobenzoate

b. Methyl 2-fluoro-4-iodo-5-nitrobenzoate (3). A modified procedure of Kakuta and coworkers was followed.2 To a solution of methyl 2-fluoro-4-iodobenzoate (2) (1.4 g, 5.0 mmol) dissolved in concentrated sulfuric acid (5 mL) was added a solution of concentrated nitric acid (6.0 mL) and concentrated sulfuric acid (9.0 mL) dropwise at 0 C with stirring. The reaction solution was then stirred at room temperature for 5 h. The reaction solution was poured onto ice (100 mE) and extracted with ethyl acetate. The combined organic layers were washed with saturated NaHCO3 (100 mE) and brine (50 mE) and then dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by column chromatography (150 mL Si02, 2% ethyl acetate:hexanes to 10% ethyl acetate:hexanes) to give 3 (1.27 g, 78%) as a green crystalline solid, m.p. 84-87 C: ?HNMR (400 MHz, CDC13) oe 8.50 (d, Jz 6.4, 1H), 7.87 (d, J= 9.6, 111), 3.97 (s, 3H); ?3C NMR (100.6MHz, CDC13)6 163.1, 162.3, 162.2, 160.4, 148.7, 131.1, 130.8, 129.1, 129.0, 119.4, 119.2, 92.7,92.6, 53.1 ; JR (neat) n 2987, 1703, 1602, 1560, 1532, 1440 cm?; LC-FAB-MS (M)+ calcd forC8H5FINO4 324.9247, found 324.9249.

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, Methyl 2-fluoro-4-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl; MARSHALL, Pamela; JURUTKA, Peter; WO2015/130973; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 204257-72-7,Some common heterocyclic compound, 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, molecular formula is C8H6FIO2, 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 a round-bottomed flask chiral(2S,3R,4S,5R)-4-(3-chloro-2-fluoro-phenyl)-3-(4-chloro-2-fluoro-phenyl)-2-(2,2-dimethyl-propyl)-5-hydroxymethyl-1-prop-2-ynyl-pyrrolidine-3-carbonitrile (30 mg, 61.1 mumol), methyl 2-fluoro-4-iodobenzoate (17.1 mg, 61.1 mumol, Eq: 1.00) were dissolved in toluene (1.2 ml) then cuprous iodide (2.33 mg, 12.2 mumol) dichlorobis(triphenylphosphine) palladium (II) (1.29 mg, 1.83 mumol) and triethylamine (6.16 mg, 8.51 mumol, 61.1 mumol) were added and stirred under nitrogen atmosphere at 25 C. for 16 hours (protect from light with aluminum foil around flask during reaction conditions). Work up by filtration through celite, wash with EtOAc, mixture concentrated under reduced vacuum to yield a crude oil. Purification by RP-HPLC (40-95% acetonitrile/water) to afford chiral methyl 4-(3-((2S,3R,4S,5R)-4-(3-chloro-2-fluorophenyl)-3-(4-chloro-2-fluorophenyl)-3-cyano-5-(hydroxymethyl)-2-neopentylpyrrolidin-1-yl)prop-1-ynyl)-2-fluorobenzoate (17.3 mg, 26.9 mumol, 44.0% yield) as an off-white foam. HRMS (ES+) m/z Calc for C26H26Cl2F2N2O+H[(M+)1+]: calc: 643.1737. found: 643.1735.

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

Reference:
Patent; Liu, Jin-Jun; Ross, Tina Morgan; US2012/149660; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, 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. Computed Properties of C8H6FIO2

2-Fluoro-4-(2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-benzoic acid methyl ester (Compound 29, General Formula 8) Following general procedure F and using 6-ethynyl-2,2,4,4-tetramethylchroman (0.11 g, 0.51 mmol), methyl-2-fluoro-4-iodo-benzoate (Reagent G, 0.14 g, 0.51 mmol), triethyl amine (5 mL), tetrahydrofuran(10 mL), copper(I)iodide(0.030 g, 0.16 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.110 g, 0.16 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 5-10% ethyl acetate in hexane as the eluent, the title compound was obtained (0.14 g, 79%). 1H NMR (300 MHz, CDCl3): delta7.82 (t, 1H, J=7.9 Hz), 7.39 (d, 1H, J=1.8 Hz), 7.25-7.16 (m, 3H), 6.69 (d, 1H, J=8.2 Hz), 3.85 (s, 3H), 1.77 (s, 2H), 1.29 (s, 6H), 1.28 (s, 6H).

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

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. Formula: C8H6FIO2

4-[(8-Cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2.1′-cyclopropane]-6-yl)ethynyl]-2-fluoro-benzoic acid methyl ester (Compound 53, General Formula 1) Following general procedure F and using 8-cyclopropyl-6-ethynyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1′-cyclopropane] (Intermediate 44, 0.03 g, 0.11 mmol), methyl-2-fluoro-4-iodo-benzoate (Reagent G, 0.025 g, 0.09 mmol), triethyl amine (3 mL), tetrahydrofuran (3 mL), copper(I)iodide (0.020 g, 0.1 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.06 g, 0.085 mmol) followed by preparative normal phase HPLC using 10% ethyl acetate in hexane as the mobile phase, the title compound was obtained as a white solid (0.019 g, 40%). 1H NMR (300 MHz, CDCl3): delta 7.97 (t, 1H, J=7.8 Hz), 7.34 (d, 1H, J=1.9 Hz), 7.32-7.25 (m, 2H), 6.83 (d, 1H, J=1.9 Hz), 3.95 (s, 3H), 2.06-1.96 (m, 1H), 1.93 (s, 2H), 1.42 (s, 6H), 1.06-1.02 (m, 2H), 0.91-0.86 (m, 2H), 0.71-0.61 (m, 4H).

The synthetic route of Methyl 2-fluoro-4-iodobenzoate has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, 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 204257-72-7, Recommanded Product: Methyl 2-fluoro-4-iodobenzoate

4-bromo-2-fluorobenzeneboronic acid (0.50 g, 2.28 mmol) was added to a single-mouth bottle.Methyl 2-fluoro-4-iodobenzoate (0.57 g, 2.06 mmol),Potassium carbonate (0.95 g, 6.87 mmol) and[1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (84 mg, 0.11 mmol).The reaction was stirred at 100 C for 1 h and then concentrated under reduced pressure.The residue obtained was subjected to silica gel column chromatography(PE/EA(V/V)=100/1)Purified to give the title compound as a colorless oil(0.39 g, 52%).

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Liu Xinchang; Huang Jianzhou; Zhang Yingjun; S ¡¤geerdeman; (267 pag.)CN109111451; (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. 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 2-fluoro-4-iodobenzoate

a. Methyl 2-fluoro-4-((3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2- yI)amino)benzoate (106). To a solution of 6 (1.7074 g, 7.86 mmol), 2 (2.2494 g, 8.03 mmol), CsCO3 (6.24 g, 19.2 mmol), rac-BJNAP (0.3 824 g, 0.6 14 mmol) in toluene (9.0 mL) in a 100 mL round-bottomed flask was added Pd2(dba)3 (0.3593 g, 0.39 mmol). The solution was sparged with nitrogen for 5 mm., then a reflux condenser was fitted to the flask, the atmosphere was evacuated and back-filled with nitrogen (three times), and the reaction was heated to reflux with stirring in an oil bath (125-120 C) for 22h. After cooling the reaction to room temperature, excess cesium carbonate and other solid particulates were filtered and washed with ethyl acetate, and the organic filtrate was concentrated in vacuo to give a crude product that was purified by column chromatography (150 mL Si02, 5% ethyl acetate:hexanes) to give 106 (1.9009 g, 65%) as a crystalline solid, m.p. 159.7-165.1C: ?H NMR (400 MHz, CDC13)oe 7.79 (t,J 8.8, 1H), 7.17 (d,J= 3.6, 1H), 6.51 (dd,J= 8.8, 2.0, 1H), 6.38 (dd, J= 13.6, 2.0 1H), 5.74 (br s, 1H), 3.87 (s, 3H), 2.17 (s, 3H), 1.68 (s, 4H), 1.29 (s, 6H),1.24 (s, 6H); ?3C NMR (100.6 MHz, CDC13) oe 165.3, 165.0, 164.9, 162.7, 151.9, 151.8, 143.9, 142.6,135.2, 133.6, 133.5, 129.9, 129.1, 122.5, 109.6, 109.5, 107.5, 107.4, 100.9, 100.6, 51.7, 35.0. 34.9,34.0, 33.9, 31.8; JR (neat) 3346, 2922, 1698, 1606, 1264 cm?; ES-MS (M+Na)+ calcd for C23H28FNO2Na 392.2002, found 392.2003.

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; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl; MARSHALL, Pamela; JURUTKA, Peter; WO2015/130973; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com