Month: July 2021

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 31599-61-8 as follows. SDS of cas: 31599-61-8

General procedure: In a typical experiment the catalyst (containing 2.8 lmol Pd) was placed in a stainless steel autoclave. The aryl iodide (0.2 mmol), amine (0.5 mmol), base (35 ll, 0.25 mmol) and solvent (1 ml) were transferred into it under an inert atmosphere. It was charged with carbon monoxide (30 bar or 5 bar) and heated with stirring in an oil bath at 100 C or 120 C. After cooling to room temperature the catalyst was removed by filtration and was reused without further purification if the product was soluble in the solvent. In other cases, the solid material was washed by acetone and the catalyst was dried in vacuo prior to reuse. The reaction mixture was analyzed by gas chromatography.

According to the analysis of related databases, 31599-61-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Urban, Bela; Skoda-Foeldes, Rita; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 194; 4-6; (2019); p. 302 – 306;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 33348-34-4, name is 4-Amino-3-iodobenzonitrile, 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 33348-34-4, Application In Synthesis of 4-Amino-3-iodobenzonitrile

To a 500 mL three-necked round bottom flask containing DMF (195 mL) (deoxygenated with N2 and slight vacuum) were sequentially added 4-amino-3-iodobenzonitrile (12.2 g, 50.0 mmol), pyridine 4-methylbenzenesulfonate (0.477 g, 1.9 mmol), tetraethoxysilane (13.23 g, 63.5 mmol), and ethyl 2-(2-oxocyclopentyl)acetate (12.76 g, 75.0 mmol) under N2. The reaction mixture was heated at 135 C in the dark overnight. To the mixture were added N- ethyl-N-isopropylpropan-2 -amine (26.2 mL, 150 mmol) and palladium (II) acetate (0.337 g, 1.5 mmol) under N2. The resulting mixture was cooled to 120 0C and stirred for additional 16 h. The reaction mixture was cooled to room temperature and acidified to pH ~ 5 with 1 N aq. HCl. The solvent was evaporated under reduced pressure at 60 0C. To the resulting liquid residue was added water (300 mL) and EtOAc (500 mL). The organic layer was separated and the aqueous layer was extracted with EtOAc (2 x 400 mL). The combined organic layers were dried over Na2SO4, decanted and concentrated under reduced pressure to afford a dark brown liquid (22.1 g). The crude liquid was passed through a silica gel plug and eluted with 10%-40% EtOAc in hexanes. Fractions were concentrated and further purified by precipitation in DCM/hexanes to yield the title compound as a light orange solid (4.65 g). LCMS m/z = 269.2 [M + H]+; 1H NMR (400 MHz, DMSO-J6) delta ppm 1.19 (t, J = 7.12 Hz, 3H), 2.05-2.18 (m, IH), 2.54 (dd, J = 16.44, 8.45 Hz, IH), 2.64-2.85 (m, 4H), 3.52-3.63 (m, IH), 4.12 (q, J = 7.12 Hz, 2H), 7.34 (dd, J = 8.45, 1.58 Hz, IH), 7.49 (d, J = 8.45, IH), 7.85 (d, J = 0.81, IH), 11.30 (s, IH).

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-Amino-3-iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/78983; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 101335-11-9, A common heterocyclic compound, 101335-11-9, name is 2-Chloro-4-fluoro-1-iodobenzene, molecular formula is C6H3ClFI, 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.

[0115] To a stirred solution of (Z)-4-(l-(4-(methoxymethoxy)phenyl)-2-(4,4,5,5- tetramethyl-l ,3,2-dioxaborolan-2-yl)but-l-en-l-yl)benzaldehyde (12 g, 28.4 mmol, with – 10- 15% of another regioisomer) in 2-methyltetrahydrofuran (120 mL) were added 2-chloro-4- fluoro-l-iodobenzene (5.5 mL, 40.5 mmol) and KOH (45 mL, 3M aqueous solution, 142.2 mmol). The resultant mixture was degassed with argon for 10 min followed by the addition of PdCl2(PPh3)2 (0.7 g, 2.84 mmol). After stirring at 60C for 12 h, the mixture was cooled to rt and quenched with water:EtOAc (1 : 1, 100 mL). The organic layer was separated, washed with brine, dried over Na2S04, filtered and concentrated under reduced pressure. The crude compound was purified by chromatography (Si02, 10% EtOAc/hexane) to afford (E)-4-(2-(2- chloro-4-fluorophenyl)- 1 -(4-(methoxymethoxy) phenyl) but- 1 -en- 1 -yl)benzaldehyde as a pale yellow solid (6.0 g, 67% with -10-15% of the other regioisomer). Major isomer: XH NMR (400 MHz, CDC1 ) delta 9.84 (s, 1H), 7.55 (d, = 8.0 Hz, 2H), 7.20 – 7.17 (m, 2H), 7.10 (d, = 8.0 Hz, 2H), 7.04 – 6.97 (m, 4H), 6.84 – 6.80 (m, 1H), 5.19 (s, 2H), 3.50 (s, 3H), 2.55 – 2.45 (m, 2H), 0.97 – 0.93 (m, 3H); MS (ESI) m/z 425.19 [M+H]+.

The synthetic route of 101335-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZENO ROYALTIES & MILESTONES, LLC; HUANG, Peter, Qinhua; SLEE, Deborah, Helen; BUNKER, Kevin, Duane; HEGDE, Sayee, Gajanan; HOPKINS, Chad, Daniel; (76 pag.)WO2019/23481; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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

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

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

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

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

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

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