Category: 20555-91-3

Adding a certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, 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 20555-91-3, HPLC of Formula: C6H3Cl2I

Step C: To 3,4-dichloro-1-iodobenzene (9.00 g, 41.0 mmol) in tetrahydrofuran (80 mL) at room temperature, was added isopropylmagnesium bromide (40.5 mL of a 2.0 M solution in THF, 82.0 mmol) dropwise. After 2 h, a solution of 1-(3-methoxybenzyl)piperidin-4-one (9.0 g, 41.0 mmol) from Step B above in tetrahydrofuran (10 mL) was added dropwise at 0 C. The reaction mixture was warmed to ambient temperature and stirred for 2 h. After 1 h, the reaction mixture was quenched with saturated ammonium chloride (5 mL). The mixture was diluted with ethyl acetate (50 mL) and washed with saturated ammonium chloride (80 mL), water (80 mL), brine (80 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. Purification by silica gel chromatography (dichloromethane to 10% ethyl acetate in dichloromethane) gave 4-(3,4-dichlorophenyl)-1-(3-methoxybenzyl)piperidin-4-ol (13.0, 86%) as a colorless oil: 1H NMR (CDCl3, 400 MHz) delta 7.62 (d, J=2.0 Hz, 1H), 7.43-7.38 (m, 1H), 7.36-7.30 (m, 1H), 7.25-7.21 (m, 1H), 6.96-6.90 (m, 2H), 6.84-6.77 (m, 1H), 3.82 (s, 3H), 3.55 (s, 2H), 2.84-2.76 (m, 2H), 2.47-2.37 (m, 2H), 2.10 (dt, J=4.5, 13.1 Hz, 2H), 1.72-1.65 (m, J=11.5 Hz, 2H); ESI MS (m/z) 366 [M+H]+.

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ALBANY MOLECULAR RESEARCH, INC.; US2012/46271; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 11. Synthesis of l,2-dichloro-4-ethvnylbenzene 440.438Synthesis of Compound 439. A mixture of 438 (5.03 g, 18.4 mmol),(bistriphenylphosiphino)palladium(II) chloride (0.323 g, 0.461 mmol) and copper(I) iodide (0.088 g, 0.461 mmol) in diisopropylamine (40 mL) was heated to 40 0C and trimethylsilyl acetylene (1.99 g, 20.2 mmol) was added. After stirring at 40 0C for 18 h, the reaction mixture was cooled to room temperature, poured into water (120 mL) and then extracted with methylene chloride (3 x 40 mL). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated. Purification by flash chromatography (silica, hexanes) afforded 439.

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RESOLVYX PHARMACEUTICALS, INC.; SCHWARTZ, C., Eric; WO2010/39531; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 16 (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 (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-ylbutoxy]benzeneboronic acid (0.20 g, Example 11)), 3,4-dichloriodobenzene (0.273 g), 2M aqueous sodium carbonate (0.5 ml) and tetrakis(triphenylphosphine)palladium (0) (0.025 g) in toluene (5 ml) and ethanol (1 ml). The reaction mixture was heated at 100 C. for 4 hours. After cooling, the solution was concentrated under reduced pressure. Concentrated hydrochloric acid (1 ml) was added to a solution of the residue in 4:1 methanol:water (5 ml) and the suspension was stirred at room temperature for 3 hours. After work up, the residue was purified by normal-phase HPLC eluding with a gradient of 0-25% ethanol in dichloromethane to give a gum, of which the oxalate salt was made (0.23 g). m.p. 86.4-88.4 C. MS (APCI) 402/404 (M+H)+(free base) 1H NMR (DMSO) 8.51(1H, d); 8.46(1H, dd); 7.62(1H, d); 7.55(1H, dt); 7.48-7.45(3H, m); 7.36(1H, dd); 7.23(1H, dd); 6.93(2H,d); 4.39(1H, dq); 3.87-3.85(1H, m); 2.95-2.91(1H, m); 2.76-2.77(1H, m); 2.21(1H, br.s); 1.89-1.84(2H, m); 1.30(3H, d).

The chemical industry reduces the impact on the environment during synthesis 1,2-Dichloro-4-iodobenzene. I believe this compound will play a more active role in future production and life.

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

Related Products of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 1.00 mmol arylhalide, 1.30 mmol furfural-boronic acid and 0.05 mmolBis(triphenylphosphine)palladium(II) dichloride were treated with 0.30 mLdimethoxyethane, 0.50 mL ethanol and 0.30 mL aqueous 2M sodium carbonate solution.The reaction was heated to 65C for 1h or until the TLC showed no remaining startingmaterial. The mixture was evaporated and extracted three times with ethyl acetate. Thecombined organic layers were washed with brine, dried over MgSO4, filtered andconcentrated. The crude product was purified by column chromatography usinghexanes/ethyl acetate (9:1).

The synthetic route of 1,2-Dichloro-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Krake, Susann H.; Martinez, Pablo David G.; McLaren, Jenna; Ryan, Eileen; Chen, Gong; White, Karen; Charman, Susan A.; Campbell, Simon; Willis, Paul; Dias, Luiz Carlos; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 929 – 936;,
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 20555-91-3, The chemical industry reduces the impact on the environment during synthesis 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, I believe this compound will play a more active role in future production and life.

A mixture of zinc (404 mg, 6.17 mmol) and lithium chloride (261 mg, 6.17 mmol) under argon was warmed for 15 minutes using a hot air gun, allowed to cool and then anhydrous THF (20 mL) added. The zinc was activated by treatment with 1,2-dibromoethane (19 mg, 0.10 mmol) and TMSCl (2.2 mg, 0.02 mmol). To the resulting mixture at 25 C. was added ethyl 4-(bromomethyl)benzoate (500 mg, 2.06 mmol) and the mixture stirred for 15 minutes. A solution of 3,4-dichloro-iodobenzene (392 mg, 1.44 mmol) in anhydrous THF (5 mL) was added, followed by (1,3-bis(2,6-diisopropylphenyl)imidazolidene)(3-chloropyridyl)palladium(II) dichloride [PEPPSI-SlP] (14 mg, 0.02 mmol) and the mixture stirred at 25 C. for 1 hour. Saturated ammonium chloride solution was added and the crude product extracted with ether. The ether extract was washed with brine, dried over Na2SO4 and the solvent evaporated in vacuo. The crude product was purified by silica gel column chromatography eluting with 7:3 hexane:ethyl acetate to afford the title compound (240 mg, 38%).LCMS Rt=4.12 minutes, MS m/z 309 [MH]+1HNMR (400 MHz, CDCl3): delta 1.37 (t, 3H), 3.97 (s, 2H), 4.33-4.38 (m, 2H), 6.99 (d, 1H), 7.20-7.25 (m, 3H), 7.34 (d, 1H), 7.97 (d, 2H).

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; US2012/10207; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, 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 20555-91-3, Safety of 1,2-Dichloro-4-iodobenzene

INTERMEDIATE 5: 1-[3-(3,4-dichlorophenyl)prop-2-yn-1-yl]-1H-indole-2,3-dione To a mixture of 1-prop-2-yn-1-yl-1H-indole-2,3-dione (190 mg, 1.03 mmol), 1,2-dichloro-4-iodobenzene (420 mg, 1.54 mmol), copper(I) iodide (1 1.0 mg, 0.06 mmol) and triphenylphosphine (40.0 mg, 0.15 mmol) in degassed DMF (24 mL) was added triethyl-amine (307 muL, 2.15 mmol). The reaction was stirred for 5 minutes and Pd(OAc)2 (13.0 mg, 0.06 mmol) was then added. The reaction was stirred at room temperature for 2 days, concentrated in vacuo, dissolved in EtOAc and washed with saturated NaHCO3(aq) (1¡Á). The layers were separated and the aqueous layer was extracted with additional EtOAc (2¡Á). The combined organic phases was dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by silica gel column chromatography, eluting with a solvent gradient of 35% EtOAc/Hexanes to 75% EtOAc/Hexanes, to give the title compound as an orange solid with 90% purity (375 mg, quantitative yield). 1H NMR (400 MHz, DMSO-D6) delta 4.82 (s, 2H), 7.18 (dt, J=7.52, 0.78 Hz, 1H), 7.32 (d, J=8.01 Hz, 1H), 7.41 (dd, J=8.40, 1.95 Hz, 1H), 7.60 (dd, J=7.42, 0.78 Hz, 1H), 7.63 (d, J=8.40 Hz, 1H), 7.70-7.75 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Dichloro-4-iodobenzene, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US2007/185179; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding some certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, 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 20555-91-3. 20555-91-3

General procedure: To a stirred solution of but-3-yn-2-amine (¡À) (Intermediate 2a) (5.00g, 72.34mmol) in dichloromethane (100 mL), tert-butyl 4-(chlorocarbonyl) piperazine-l-carboxylate (Intermediate 5) (17.90 g, 72.34mmol) and DIPEA (37.60 mL, 217 mmol) were added at RT. The reaction mixture, after being stirred at RT for 16 h, washed with saturated NaHC03 solution and brine. The dichloromethane layer was collected, dried and concentrated. The crude obtained was purified by Combiflash on silica gel (hexanes/ethyl acetate=65/35) to get the title compound (8.00 g, 39.4%). LCMS: m/z = 282.2 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1,2-Dichloro-4-iodobenzene.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; KHAIRNAR, Vinayak V.; RAMACHANDRA, Muralidhara; SATYAM, Leena Khare; (139 pag.)WO2019/142126; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com