Category: iodides-buliding-blocks

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. 6940-76-7, name is 1-Chloro-3-iodopropane, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

Solution stirred between -20 an’d 1 0 C for 30 min and subsequently cooled to -78 C. A solution of tert-butyl 6-chloropyridin-2-ylcarbamate (108; 57.0g, 0.249mol) in TH F (300mL) was added over 1 5 min. The reaction mixture was aged for 1 hour and then Cul (47.6g, 0.249mol) was added in one portion. The reaction mixture was al lowed to warm to – 1 0 C for one hour. 1 – Chloro-3-iodopropane (76.5g, 0.374 mol) was added neat over a period of 1 min, the cooling bath was removed and reaction allowed to warm to ambient temp and subsequently refluxed overnight. Upon completion of the reaction, the reaction mixture was cooled and quenched via addition of saturated sodium bicarbonate. The aqueous layer was extracted with EtOAc, The combined organic layers were dried over a2S04, filtered through a short si lica gel pad, concentrated to afford crude product., Triturated with ether to afforded tert-butyl 7-chloro-3,4- dihydro- l ,8-naphthyridine- l (2H)-carboxylate (109; 43g, yield 67%). M S (ESI) calcd for C,3H17C1N202 (m/z) 268.74.

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; SIRTRIS PHARMACEUTICALS, INC.; NG, Pui, Yee; BLUM, Charles; MCPHERSON, Lauren; PERNI, Robert, B.; VU, Chi, B.; AHMED, Mohammed, Mahmood; DISCH, Jeremy, S.; WO2011/59839; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 175278-00-9, 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. 175278-00-9, name is 1-Iodo-2-(trifluoromethoxy)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 1-iodo-2-(trifluoromethoxy)benzene (23.2 g, 80.6 mmol), 1,1-dimethylethyl 1-piperazinecarboxylate (10 g, 53.7 mmol) and sodium tert-butoxide (7.2 g, 75.2 mmol) in toluene was degassed with bubbling nitrogen. (RS)-2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (334 mg, 0.54 mmol) and tris(dibenzylideneacetone)dipalladium (0) (492 mg, 0.54 mmol) were added, and the mixture was degassed and stirred at 80[deg.] C. for 48 h. The mixture was cooled, poured into water and extracted with ethyl acetate. The combined organic fractions were dried (MgSO4), filtered through a plug of silica gel, eluting with ethyl acetate, and the solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate (200 mL), hydrochloric acid (5M, 100 mL) was added and the mixture was stirred at room temperature overnight. The layers were separated and the organic layer was extracted with hydrochloric acid (5M). The combined aqueous extracts were washed with ether, basified with aqueous sodium hydroxide (4N) and extracted with ethyl acetate. The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate-ether (1:1) and ethereal hydrogen chloride (1M, 40 mL) was added. The solid was collected and dried in vacuo to give the title compound as a light brown solid (9.5 g, 62%). H NMR (360 MHz, D2O) [delta]7.41-7.35 (2H, m), 7.26-7.19 (2H, m), 3.45-3.42 (4H, m), and 3.34-3.32 (4H, m). m/z (ES) 247 (M+1).

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, 1-Iodo-2-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Ltd.; US6518273; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 503821-94-1, name is 3-Bromo-2-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 503821-94-1, Computed Properties of C7H4BrIO2

By the same procedure, using 3-bromo-2-iodo-benzoic acid as the starting material, 7-bromo-8-iodo-1,2,3,4-tetrahydroisoquinoline is prepared.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SmithKline Corporation; US3988339; (1976); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, molecular formula is C6H3Cl2I, 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: 20555-91-3

EXAMPLE 32 (3R,4S)-4-(3′,4′-Dichlorobiphenyl-4-yloxy)-1-pyridin-3-yl-pentan-3-ol oxalic acid salt Prepared according to the method described in Example 12b) from 3,4-dichloro-iodobenzene (0.273 g), ethanol (2 ml), toluene (5 ml), 2M aqueous sodium carbonate (0.5 ml), (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (0.2 g, Example 11)), and tetrakis(triphenylphosphine)palladium (0) (0.025 g) with heating at 120 C. for 4 hours. After work-up, the residue was purified by normal-phase HPLC eluding a gradient of 0-25% ethanol in dichloromethane to give the title compound which was converted to the oxalic acid salt by treatment with a saturated ethereal solution of oxalic acid to give the title compound as a solid (0.229 g). m.p. 86-88 C. MS (APCI) 402, 404 (M+H)+ 1H NMR (DMSO) 8.46(1H, d); 8.44 (1H, d); 7.87 (1H, d); 7.70 (1H, dt); 7.65-7.58 (4H, m); 7.35 (1H, dd); 7.0 (2H, d); 4.35 (1H, dq); 3.60-3.52 (1H, m); 2.88-2.78 (1H, m) 2.61 (1H, m); 1.95-1.82 (1H, m); 1.70-1.59 (1H, m); 1.25 (3H, d).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20555-91-3, its application will become more common.

Reference:
Patent; AstraZeneca AB; US6300352; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 811842-30-5, These common heterocyclic compound, 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, 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 diisopropylethyamine (5 mL) and DMF (7 mL) was sparged with argon for about 15 minutes.1-(difluoromethoxy)-4-ethynyl-2-methylbenzene (1) (550 mg, 3.02 mmol) and 2-bromo-1-fluoro-4-iodobenzene (1.36 g, 4.53 mmol) were added to the reaction mixture and argon gas was bubbled for another 5 minutes. Copper(I)iodide (57.5 mg, 0.302 mmol) and PdCl2(PPh3)2 (106 mg, 151 mumol) were added to the reaction mixture and it was stirred at 60 C overnight. The mixture was diluted with ether and washed with water. The mixture was filtered over Celite and the organic layer was separated. The aqueous layer was back extracted with ether. The combined organic layers were washed with saturated ammonium chloride solution, dried using sodium sulfate, filtered and the solvent was evaporated under reduced pressure. The crude mixture was partitioned with hexane and water. Some undesired solids were removed by filtration. The organic layer was separated and dried using sodium sulfate. The filtrate was evaporated under reduced pressure. The crude mixture was purified by flash chromatography using hexanes as the eluent 2-bromo-4-((4-(difluoromethoxy)-3-methylphenyl)ethynyl)-1-fluorobenzene (2) (1.0 g, 93.3% yield).1H NMR (400MHz, DCM-d2) d = 7.79 (dd, J=2.0, 6.6 Hz, 1H), 7.50 (ddd, J=2.1, 4.7, 8.5 Hz, 1H), 7.46 (d, J=1.0 Hz, 1H), 7.40 (dd, J=2.0, 8.3 Hz, 1H), 7.17 (t, J=8.6 Hz, 1H), 7.10 (d, J=8.6 Hz, 1H), 6.82 – 6.41 (m, 1H), 2.33 (s, 3H).

The synthetic route of 811842-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORINIA; CAMPAGNA, Jesus; JOHN, Varghese; JAGODZINSKA, Barbara; (90 pag.)WO2019/169183; (2019); 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. 25309-64-2, name is 1-Ethyl-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 25309-64-2

General procedure: To a stirred solution of aryl halides (1.0 mmol) and indoline/indoline carboxylic acid (1.0 equiv) in dry DMSO (2.0 mL) at rt was added nano CuO (5.0 mol %) followed by Cs2CO3 (2.0 equiv) and heated at 80 C for 8 h. The progress of the reaction was monitored by TLC. After the reaction was complete, the reaction mixture was cooled to room temperature and catalyst was filtered, the crude residue was extracted with ethyl acetate (3 ¡Á 10 mL). The combined organic layers were extracted with water, saturated brine solution, and dried over anhydrous Na2SO4. The organic layers were evaporated under reduced pressure and the resulting crude product was purified by column chromatography by using ethyl acetate/hexane (7:3) as eluent to give the corresponding N-substituted indoles in excellent yields. The identity and purity of the product were confirmed by 1H, 13C NMR, and mass spectra.

The synthetic route of 25309-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, K. Harsha Vardhan; Satish; Ramesh; Karnakar; Nageswar; Tetrahedron Letters; vol. 53; 24; (2012); p. 3061 – 3065;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

34883-46-0, name is 1-Iodo-2-phenoxybenzene, 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 C12H9IO

(1): To 1-iodo-2-phenoxybenzene (2 g, 6.8 mmol)a solution of triethylamine (20 mL) added to phenylacetylene(0.83 g, 8.1 mmol), Pd(PPh3)2Cl2 (95 mg, 135 mumol), CuI (26 mg, 135 mumol).Under argon protection conditions, after 10 hours of reaction,Triethylamine was removed under reduced pressure.The residue was extracted with ethyl acetate (20 mL¡Á3).Then washed twice with water (10 mL) and saturated brine (10 mL).Dry over anhydrous sodium sulfate, filter, and remove the solvent under pressure.The residue was purified by silica gel column chromatography eluting elut1-phenoxy-2-(phenylethynyl)benzene(1.6 g, 88% yield).

The synthetic route of 34883-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhongshan University Tumor Cure Center (Zhongshan University Affiliated Tumor Hospital ? Zhongshan University Tumor Institute); Wen Shijun; Huang Peng; Zhu Daqian; Tu Yalin; Luo Bingling; (28 pag.)CN108976248; (2018); 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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H3BrINO2

To a solution of 4-bromo-1 -iodo-2-nitrobenzene (66 g, 0.2 mol) in MeOH (700 mL) was added stannous chloride (226 g, 1 mol) at 0 C. The resultant mixture was heated to reflux (80 C) for 4 h. The solvent was removed under reduced pressure, and then the residue was diluted with ethyl acetate (1 L), washed with H2O (1 L), dried over sodium sulfate, concentrated to give a residue which was purified by column chromatography (eluent: petroleum ether: ethyl acetate= 20:1 ) to give 5-bromo-2-iodoaniline (39 g, 65%) as a white solid. LCMS (Method B): 2.27 min m/z [MH]+=298.1 ; 300.1

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; CATALYST THERAPEUTICS PTY LTD; BURNS, Chris; GARNIER, Jean-Marc; SHARP, Phillip Patrick; FEUTRILL, John; CUZZUPE, Anthony; (140 pag.)WO2017/20086; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 156150-67-3,Some common heterocyclic compound, 156150-67-3, name is 2-Chloro-1-fluoro-4-iodobenzene, molecular formula is C6H3ClFI, 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 22 : 5-([l ,2,4] triazolo [1 ,5-a] pyridin-6-yl)-4-(3-chloro-4-fluorophenyl)-2,2- dimethylfuran-3(2H)-one; [00195] Cesium acetate (167 mg, 0.000872 mol) was added to a round bottom flask and dried under vacuum at 125 C for 2 hours. Palladium acetate (0.98 mg, 0.0000044 mol), tris(4-trifluoromethylphenyl)phosphine (8.1 mg, 0.000017 mol), and N,N- dimethylformamide (1.7 mL, 0.022 mol) were added to the dried cesium acetate and the mixture stirred for 30 min. 5-([l,2,4]triazolo[l,5-a]pyridin-6-yl)-2,2-dimethylfuran-3(2H)- one (100.0 mg, 0.0004362 mol) and 2-chloro-l-fluoro-4-iodobenzene (112 mg, 0.000436 mol) in N,N-dimethylformamide (1.7 mL, 0.022 mol) were added and the mixture stirred at 125 0C for 18 hr. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over sodium sulfate, filtered, and concentrated to give a yellow oil. The yellow oil was purified on HPLC eluting with acetonitrile: water (0.1% TFA) to give 20.0 mg (12.8%) of the title compound as a yellow solid.1H NMR (300 MHz, Methanol-^) delta 9.19 (s, IH), 8.49 (s, IH), 7.75 (m, 3H), 7.29 (m, 2H), 1.59 (s, 6H). MS (ESP+) m/z 358.09.

The synthetic route of 156150-67-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; WO2008/94574; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 619-58-9, 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. 619-58-9, name is 4-Iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Method B.A solution of 4-methoxyphenyl boronic acid (1 g, 6.58 mmol), 4-iodobenzoic acid (1.63 g, 6.58 mmol) and cesium carbonate (5.36 g, 16.45 mmol) in 3:1 1,2- dimethoxyethane/water was deoxygenated with nitrogen for 15 minutes. Pd(PPtLs)4 (380 mg, 0.329 mmol) was then added and the solution was heated to 80 C for 6h. The reaction was allowed to cool and acidified with 2M HCl which caused a precipitate to form. The precipitate was filtered and the filtrate was extracted twice with dichloromethane. The organic layer was then dried over magnesium sulfate, filtered through diatomaceous earth filter aid (CELITE) and evaporated under reduced pressure to yield a combined 1.5O g (95%). 1HNMR (DMSO): delta 7.99 (d, J=8.4 Hz, 2H), 7.74 (d, J=8.4 Hz, 2H), 7.69 (d, J=8.7 Hz, 2H), 7.04 (d, J=8.7 Hz, 2H), 3.80 (s, 3H). 13CNMR (DMSO): delta 167.17, 159.49, 143.90, 131.16, 129.91, 128.77, 128.09, 126.08, 114.45, 55.17.

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

Reference:
Patent; GEORGETOWN UNIVERSITY; WO2009/146013; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com