Category: 56096-89-0

Application of 56096-89-0,Some common heterocyclic compound, 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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 mixture of the appropriate benzoic acid (10.0 mmol) and oxalyl chloride (15 mmol) was stirred at 0C for 2 h. The oxalyl chloride was removed under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-2-iodobenzoic acid, its application will become more common.

Reference:
Article; Kong, Lu-Lu; Fan, Li-Yan; Chinese Chemical Letters; vol. 27; 6; (2016); p. 827 – 831;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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. Product Details of 56096-89-0

A mixture of 2-iodo-4-fluorobenzoic acid (194 mg, 0.73 mmol) and phosphorus pentachloride (152 mg, 0.73 mmol) in diethyl ether (5 mL) was stirred at room temperature for 2 h. The solvent was removed under reduced pressure to yield the 2-iodo-4-fluorobenzoyl chloride. [00465] A solution of 2-iodo-4-fluorobenzoyl chloride in tetrahydrofuran (5 mL) was added to a solution of 4-[3-aminobenzoyl]-1-methylpiperidine ketone (145 mg, 0.66 mmol) and triethylamine (0.5 mL, 3.6 mmol) in tetrahydrofuran (5 ml). The reaction mixture was stirred 16 h at room temperature. The reaction mixture was diluted with ethyl acetate and water then extracted with ethyl acetate. The ethyl acetate extracts were washed with 0.2N sodium hydroxide solution, water, brine, then dried over sodium sulfate. The solvent was removed under reduced pressure. Prepurified by eluting through a small amount of silica gel (5% 2M ammonia in methanol/methylene chloride) then purified by radial chromatography (silica gel, 2000 micron rotor, 2.5% 2M ammonia in methanol/methylene chloride) gave 266 mg of a white foam. Crystallized as the hydrochloric acid salt from ethyl acetate/ethanol then recrystallized from ethyl acetate/methanol to provide 120 mg (48%) of an off white powder. mp>250 C. MS(m/e) 467(M+1), 465(M-1). [00466] Analysis for C20H21ClFIN2O2: [00467] Calcd: C, 47.78; H, 4.21; N, 5.57; Found: C, 47.71; H, 4.14; N, 5.44.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 56096-89-0, its application will become more common.

Reference:
Patent; Eli Lilly and Company; US6777428; (2004); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 56096-89-0, name is 4-Fluoro-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. Recommanded Product: 4-Fluoro-2-iodobenzoic acid

General procedure: To a stirred solution of 2-iodobenzoic acids a (10 mmol) in CH2Cl2, was added DCC (dicyclohexylcarbodiimide, 11 mmol), DMAP (Dimethylaminopyridine, 2 mmol) and alcohols b (10 mmol) in sequence. The resulting solution was stirred overnight at room temperature then filtered through a sand core funnel and washed with diethyl ether (2 x 40mL). The combined organic layers were washed with water, brine, dried over Na2SO4, and concentrated under reduced pressure. The crude material was purified by flash column chromatography to obtain the pure product c in moderate to good yields. To a soluton of 2-iodobenzoates c in Et3N (5 mL) was added PdCl2 (PPh3)2 (4 mol %) and CuI (2 mol %) and the reaction vial was flushed with Ar and the reaction mixture was stirred for 5 minutes. A solution of propargyl alcohols d (1.05 equiv) in Et3N (5 mL) were then added dropwise through a syringe for 5 minutes. The resulting solution was stirred at room temperature overnight. When the reaction was considered complete as determined by TLC analysis, the mixture was quenched by addition of saturated aqueous ammonium chloride (10 mL) and extracted with ethyl ether (3 x 40 mL). The combined organic layers were washed with water, brine, dried over Na2SO4, and concentrated under reduced pressure. The crude material was purified by flash column chromatography to give 1.

The synthetic route of 4-Fluoro-2-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhu, Hai-Tao; Tong, Xiao-Juan; Zhou, Ni-Ni; Yang, De-Suo; Fan, Ming-Jin; Tetrahedron Letters; vol. 57; 49; (2016); p. 5497 – 5500;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 56096-89-0,Some common heterocyclic compound, 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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 mixture of a (1 33 g, 5 mmol, 1.0 eq), b (1.5 g, 7 5 mmol, 1.5 eq), KOAc (1.3 g, 12.5 mmol, 2.5 eq), copper powder (100.0 mg, 1.5 mmol, 0.3 eq), and Cui OAc)?. (270.0 mg, 1.5 mmol, 0.3 eq) in 2-pentanol (30.0 mL) was stirred at 140 C overnight under N2 atmosphere, then cooled to room temperature. The mixture was diluted with water (100 mL), acidified to pH=3 with 2 N HC1 and extracted with EtOAc (100 mL x 2). The combined organic layers were dried over anhydrous NaiSCL and concentrated. The residue was purified by chromatography on silica gel (EtOAc) to afford c (1.14 g, 66%). LC/MS: 341.9

The synthetic route of 56096-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 56096-89-0,Some common heterocyclic compound, 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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 mixture of 5a (5.0 g, 18.8 mmol, 1.0 eq), 5b (4.60 g, 28.2 mmol, 1.5 eq), potassium carbonate (6.5 g, 47.0 mmol, 2.5 eq), copper powder (360.0 mg, 5.64 mmol, 0.3 eq), and Copper(I) oxide (810.0 mg, 5.64 mmol, 0.3 eq) in DMF (100.0 mL) was stirred at 140 C overnight under argon atmosphere, then cooled to room temperature. Water (50.0 mL) was added. The mixture was filtered through ceiite. The filtrate was acidified to pH===2 with 2 N HC1, then water (50.0 mL) was added. The resulting mixture was extracted with EtOAc (50 0 ml, x 3). The combined organic layers were washed with brine (20.0 mL x 5), dried over anhydrous NaiSOr and filtered. The filtrate was concentrated in vacuo to afford crude 5c (3.0 g, 54.0 %). LC/MS: 300.0 [M+H]+.

The synthetic route of 56096-89-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 56096-89-0, 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. 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A dry sealable vial was charged with sulfonimidamide 4a (368 mg, 2.00 mmol), 2-iodobenzoic acid (494 mg, 2.00 mmol), CuI (76 mg, 0.40 mmol), and K2CO3 (690 mg, 5.00 mmol) in anhyd DMF (5.0 mL). After heating to 100 C for 2 h, the heterogeneous mixture was cooled to r.t. The mixture was diluted with water (10 mL), acidified with 2 M HCl and extracted with EtOAc (3 ¡Á 30 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated under reduced pressure. The crude product was purified by CombiFlash chromatography (silica gel, n-hexane/EtOAc, 6:4) to afford the desired product 7a as a cream solid; yield: 633 mg (90%).

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, 4-Fluoro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sen, Indira; Sasmal, Swarnendu; Hall, Roger G.; Pal, Sitaram; Synthesis; vol. 48; 21; (2016); p. 3743 – 3752;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

56096-89-0, 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 56096-89-0 as follows.

In a MW tube was added 4-fluoro-2-iodobenzoic acid (600 mg, 1.88 mmol), 1 H-1 ,2,3- Triazole (0.22 ml_, 3.76 mmol) and (1 R,2R)-N 1 ,N2-dimethylcyclohexane-1 ,2-diamine (0.06 ml_, 0.38 mmol). To these solids were added 1 ,4-Dioxane (2 ml_) and Water (0.2 ml_), then Cul (18 mg, 0.09 mmol) and finally Cs2C03 (1 .22 g, 3.76 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-fluoro-2-(2H-1 ,2,3-triazol-2-yl)benzoic acid (p185, 250 mg, y= 64%) as white solid. MS (m/z): 206.3 [M-H]”

According to the analysis of related databases, 4-Fluoro-2-iodobenzoic acid, the application of this compound in the production field has become more and more popular.

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

56096-89-0, Name is 4-Fluoro-2-iodobenzoic acid, 56096-89-0, 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.

To 341 mg (1.24 mmo[) 4-f[uoro-2-iodobenzoic acid in 10 mL DMF were added 472mg (1.24 mmo[) HATU and 590 j.iL (3.40 mmo[) N,N-diisopropy[ethy[amine. Afterstirring for 5 minutes 300 mg (1.13 mmo[) methy[ 5-[(4-aminopheny[)carbamoy[]- 1H-imidazo[e-4-carboxy[ate (Intermediate 015) were added and the mixture was stirred for 8 hours at room temperature. The reaction was poured into water and the aqueous so[ution was extracted three times with DCM/2-propano[e (8:2). The combined organic [ayers were washed with sat. sodium carbonate so[ution and sat. sodiumch[oride so[ution. The organic phase was dried over sodium su[phate, andthe so[vent was removed under reduced pressure to afford the crude materia[ which was purified by f[ash co[umn chromatography to give 518 mg of the tit[e compound as a so[id materia[.

Statistics shows that 4-Fluoro-2-iodobenzoic acid is playing an increasingly important role. we look forward to future research findings about 56096-89-0.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERSTAFF, Jens; WAGNER, Sarah; BASTING, Daniel; GOLZ, Stefan; BENDER, Eckhard; LI, Volkhart Min-Jian; LIENAU, Philip; LIU, Ningshu; SIEGEL, Franziska; BAUSER, Marcus; SUeLZLE, Detlev; HOLTON, Simon; BAIRLEIN, Michaela; BUCHGRABER, Philipp; BALINT, Jozsef; WO2015/150449; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com