Category: 180624-10-6

Reference of 180624-10-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 180624-10-6 name is Methyl 4-amino-3-iodo-5-methoxybenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Methyl 3-iodo-4-amino-5-methoxybenzoate (1.0 g, 3.25 mmol) was dissolved in triethylamine (6 mL). 1,1?-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.11 g, 0.16 mmol) and cuprous chloride (16 mg, 0.16 mmol) were added, and the mixture was cooled to 0 C. Trimethylsilylacetylene (0.55 mL, 3.9 mmol) was added dropwise. The mixture was warmed to RT and stirred for 1.5 h. The mixture was concentrated, then re-dissolved in EA, washed with brine, dried and concentrated. The crude material was purified by chromatography on silica gel (hexane:EA) to give 9-1 (0.27 g, 30%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-amino-3-iodo-5-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Alios BioPharma, Inc.; Wang, Guangyi; Beigelman, Leonid; Truong, Anh; Stein, Karin Ann; (234 pag.)US2016/244460; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 180624-10-6, 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. 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[1423] To a stirring mixture of 642-1 (540 mg, 1 .76 mmol) in DMF (5 mL, deoxygenated prior to use) were added Pd(OAc)? (1 19 mg, 0.1 7 mmol), PPh3 (102 mg. 0.387 mmol), TEA (0.3 mL, 2.1 1 mmol) and ethyl acrylate (0.42 mL, 3.87 mmol). The mixture was stirred at 85 C overnight. The mixture was diluted with EtOAc and washed with brine. The layers were separated, and the aqueous layer was extracted with EtOAc. The organic layers were dried over Na2SC>4, filtered and concentrated under reduced pressure. The crude product was purified via a silica gel chromatography to afford 642-2 as a yellow solid (410 mg, 83%). LCMS: m/z 280.05 [M+H]+.

The synthetic route of Methyl 4-amino-3-iodo-5-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; STEIN, Karin, Ann; WO2015/26792; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 180624-10-6, A common heterocyclic compound, 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate, molecular formula is C9H10INO3, 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.

Palladium acetate (73 mg, 0.22 mmol) was added to a solution of 3-iodo-4-amino-5-methoxybenzoate (1.0 g, 3.25 mmol), methyl acrylate (0.32 mL, 3.6 mmol), triphenylphosphine (0.17 g, 0.65 mmol), and triethylamine (0.9 mL, 6.5 mmol) in CH3CN (10 mL). The mixture was flushed with Ar and heated at 80 C. in a sealed tube for 90 mins. The mixture was diluted with EA, and washed with 1N HCl and brine. The organic layers were dried and concentrated. Crude 11-1 was chromatographed (hexane:EA) to give 11-1 (0.52 g, 57%). LC/MS: 280.05 [M+H]+.

The synthetic route of 180624-10-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alios BioPharma, Inc.; Wang, Guangyi; Beigelman, Leonid; Truong, Anh; Stein, Karin Ann; (234 pag.)US2016/244460; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 180624-10-6, 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. 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 43-1 (2.5 g, 4.1 mmol), CuCN (1.46 g, 8.2 mmol) in DMF (15 mL*2) was heated to 120 C. and stirred for 1 h under microwave irradiation. The mixture was poured into water (50 mL) and extracted with EA (2×50 mL). The organic phase was concentrated, and the residue was purified by column chromatography using 520% EA in PE to give 43-2 (1.6 g, 95.3%) as a yellow solid. MS: m/z 206.9 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-3-iodo-5-methoxybenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Alios BioPharma, Inc.; Wang, Guangyi; Beigelman, Leonid; Truong, Anh; Stein, Karin Ann; (234 pag.)US2016/244460; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 180624-10-6, 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. 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 94-1 (7.1 g, 23 mmol) in DCM (10 mL) was added BBr3 (3 mL) at 0 C. The mixture was stirred at 0 C. for 30 mins, and the reaction was quenched with aq. NaHCO3 (150 mL) and extracted with EA (300 mL). The organic layer was washed with brine (50 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography using 3080% EA in PE as eluent to give 94-2 (4.8 g, 71.3%) as a yellow oil. MS: m/z 293.8 [M+H]+.

The synthetic route of Methyl 4-amino-3-iodo-5-methoxybenzoate has been constantly updated, and we look forward to future research findings.