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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, A new synthetic method of this compound is introduced below., Quality Control of 3-Iodo-4-methylbenzoic acid

To a stirring solution of 3-iodo-4-methylbenzoic acid (60 g, 0.22 mol, 1 eq) in degassed DMF (1400 niL, 23.3 vol.) was charged 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-l,3,2- dioxaborolane (81.4 g, 0.32 mol, 1.4 eq) followed by potassium acetate (112 g, 1.14 mole, 5eq) and [1,1 ‘-bis(diphenylphosphino)ferrocene]-dichloropalladium(II) (18.7 g, 0.02 mole, 0. leq). The resulting mixture was placed under a nitrogen atmosphere and was heated to 80 0C with the exclusion of light overnight. The mixture was then concentrated under high vacuum and the residue partitioned between EtOAc and 2M HCl. The mixture was then filtered and the layers separated. The aqueous phase was re-extracted with EtOAc. The combined organics were then washed with brine, dried and evaporated to yield a brown solid that was applied to a silica plug then eluted with 2:1 cyclohexane : ethyl acetate. Fractions were then combined and evaporated to yield a brown foam that was triturated with cyclohexane, collected by filtration then dried in vacuo to yield 4-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)benzoic acid, delta (CDCl3) 8.50-8.49 (IH, d), 8.04-8.02 (IH, dd), 7.27-7.25 (IH, d), 2.61 (3H, s), 1.36 (12H, s).

The synthetic route of 82998-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/147104; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, 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 199786-58-8, name: (5-Bromo-2-iodophenyl)methanol

(5-Bromo-2-iodophenyl)methanol (8c) (106 mg, 0.34 mmol), Pd(PPh3)2Cl2 (7.0 mg, 0.01 mmol) and Cul (1.2 mg, 6.3 mupiiotaomicron) were added to a flame-dried Schlenk flask. The flask was evacuated and refilled with an N2/H2-mixture (3 :2) three times. Dry THF (3 mL) and dry NEt3 (71 mu, 0.51 mmol) were bubbled through with an N2/H2 mixture (3 :2) for 10 minutes and subsequently added to the mixture. After this time, 2-ethynylaniline (0.060 mL, 0.58 mmol) was added and the mixture was stirred for 16 hours under an N2/H2-atmosphere. The reaction mixture was diluted with CH2C12 (5 mL) and the organic layer was washed with H20 (5 mL). The water layer was then back-extracted with CH2C12 (2 x 5 mL). The combined organic layers were washed with H20 (15 mL) and brine (20 mL). Next, the organic layer was dried over MgS04 and concentrated in vacuo. The crude product was purified by gradient column chromatography (EtOAc/-heptane, 1 :6 to 1 :2) to obtain 9c as a yellow solid (102 mg, 100%). RF = 0.40 (EtOAc/-heptane, 1 :2). 1H-NMR (300 MHz, CD3OD) delta: 7.68-7,67 (m, 1H), 7.43-7.42 (m, 2H), 7.28 (ddd, J = 7.7, 1.5, 0.4 Hz, 1H), 7.12 (ddd, J = 7.3, 6.6, 1.6 Hz, 1H) 6.79-6.76 (m, 1H) 6.64 (td, J = 7.7, 1.1 Hz, 1H), 4.80 (d, J = 0.6 Hz, 2H). 13C-NMR (75 MHz, CD3OD) delta: 148.6, 144.2, 132.4, 131.0, 129.4, 129.2, 129.1, 121.4, 120.0, 1 16.5, 1 13.8, 106.5, 91.6, 89.8, 61.3. FT- IR max film (cm”1): 3360, 2923, 2850, 2362, 2202, 1610, 1489, 1450, 815, 750. HRMS (ESI+) m/z calcd for Ci5Hii3brNO [M+H]+ 302.0181, found 302.0169.

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, (5-Bromo-2-iodophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; STICHTING KATHOLIEKE UNIVERSITEIT; SYNAFFIX B.V.; DEBETS, Marjoke Froukje; RUTJES, Floris Petrus Johannes Theodorus; VAN HEST, Jan Cornelis Maria; VAN DELFT, Floris Louis; VAN BERKEL, Sander Sebastiaan; WO2014/189370; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, 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. Product Details of 103440-52-4

General procedure: A dry, N2 flushed 25 mL round-bottomed flask, equipped with a magnetic stirring bar, was charged with aryl iodide 3 (1 mmol) in anhydrous THF (5 mL), and cooled to -40 C. i-PrMgCl (2 M in THF, 2 mmol) was slowly added. After 0.5 h, CuCN¡¤2LiCl (premixed CuCN and 1 M LiCl in THF) (0.1 mmol) was added. After 5 min, at the same temperature, 2-chloro-3-iodo-propene (2 mmol) was added and the reaction mixture allowed to warm to rt. The reaction mixture was quenched with sat. NH4Cl (20 mL) and extracted with MTBE (2 ¡Á 20 mL). The combined organic fractions were washed with brine (10 mL), then dried over Na2SO4, and concentrated in vacuo. The crude product was used in the next step after a silica plug treatment or without further purification.

The synthetic route of Methyl 2-Iodo-5-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Linghu, Xin; McLaughlin, Mark; Chen, Cheng-Yi; Reamer, Robert A.; Dimichele, Lisa; Davies, Ian W.; Tetrahedron Letters; vol. 53; 13; (2012); p. 1550 – 1552;,
Iodide – Wikipedia,
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2265-92-1, name is 1,4-Difluoro-2-iodobenzene, 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. Quality Control of 1,4-Difluoro-2-iodobenzene

To a solution of 1 (15mg, 0.079mmol), 2 (38mg, 0.158mmol) and Cs2CO3 (128mg, 0.395mmol) in DMF (lmL) were added 2 mg of Pd(dba)2 and 2 mg of Xantphos. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 120 C for lh. LCMS showed the SM was consumed completely. Then the reaction mixture was diluted with EA (10mL) and washed with brine (2mL) twice. The organic solution was dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified by p-TLC to give the desired compound Compound 219 (4mg, yield: 16.6%). LCMS: m/z, 303.1 (M+H)+; 1HNMR:(d-CDCl3, 400MHz): delta 8.55(d, J=4.8, 1H), 7.61~7.65(m, 1H), 7.44(d, J=7.6, 1H), 7.19~7.25(m, 1H), 6.81~6.88(m, 1H), 7.25~7.32(m, 2H), 3.83~4.05(m, 2H), 3.46~3.60(m, 2H), 2.33~2.63(m, 2H).

The synthetic route of 2265-92-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 98-61-3 as follows. SDS of cas: 98-61-3

Methyl 4-amino-2,6-difluorobenzoate (3.60 g, 19.2 mmol) was suspended in methylene chloride (1.5 L), and 4-iodobenzenesulfonyl chloride (7.50 g, 25.0 mmol) and pyridine (6.0 ml) were added thereto, followed by stirring at 80 C. for 12 hours. After the reaction solution was concentrated under reduced pressure, 4 N hydrochloric acid was added. After stirring for 10 minutes, the obtained suspension was filtered. The obtained solid was stirred in a mixture solvent of petroleum ether/ ethyl acetate (8:1) for 1 hour, and then filtered and dried under reduced pressure to obtain the title compound (7.4 g, 85%) as a white solid.

According to the analysis of related databases, 98-61-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
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. 59528-27-7, name is (4-Iodophenyl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

10 g of 2-(2-propynyloxy) tetrahydropyran (1 equiv. 71.36 mmol) was added to a solution of 5.1g sodium azide (1.1 equiv, 78.5 mmol), 1.41 g sodium ascorbate (0.1 equiv, 7.14 mmol), 2.29 ml trans-N-N?-dimethylcyclohexane-1,2-diamine (0.25 equiv, 17.83 mmol), 3.4 g copper(I)-iodide (0.025 equiv, 17.83 mmol) in 75 ml methanol. To this mixture 19.97 g of 4 iodobenzylamide HCl was added. The reaction was stirred overnight at 55 C. The solvent was removed under reduced pressure. The crude reaction was purified by liquid chromatography with dichloromethane:ultra (22% MeOH in DCM with 3% NH4OH) mixture 0% to 40% on silica gel. The product was then reacted with alginate as described below.

The synthetic route of 59528-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vegas, Arturo J.; Veiseh, Omid; Doloff, Joshua C.; Ma, Minglin; Tam, Hok Hei; Bratlie, Kaitlin; Li, Jie; Bader, Andrew R.; Langan, Erin; Olejnik, Karsten; Fenton, Patrick; Kang, Jeon Woong; Hollister-Locke, Jennifer; Bochenek, Matthew A.; Chiu, Alan; Siebert, Sean; Tang, Katherine; Jhunjhunwala, Siddharth; Aresta-Dasilva, Stephanie; Dholakia, Nimit; Thakrar, Raj; Vietti, Thema; Chen, Michael; Cohen, Josh; Siniakowicz, Karolina; Qi, Meirigeng; McGarrigle, James; Lyle, Stephen; Harlan, David M.; Greiner, Dale L.; Oberholzer, Jose; Weir, Gordon C; Langer, Robert; Anderson, Daniel G.; Nature Biotechnology; vol. 34; 3; (2016); p. 345 – 352;,
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. 39959-51-8, name is (2-Iodophenyl)methanamine, A new synthetic method of this compound is introduced below., SDS of cas: 39959-51-8

Example 14 N4-[(trans-4-aminocyclohexyl)methyl]-N2-{2-[(2-aminophenyl)thio]benzyl}-5-nitropyrimidine-2,4-diamine To a solution of {4-[(2-chloro-5-nitro-pyrimidin-4-ylamino)-methyl]-cyclohexyl}-carbamic acid tert-butyl ester (100 mg, 0.26 mmol) in a mixture of CH2Cl2 (2 mL) and DMF (1 mL) were added 2-iodobenzylamine (192 mg, 0.82 mmol) and DIPEA (135 muL, 1.04 mmol). The reaction mixture was stirred at room temperature for 16 h and concentrated in vacuo. The resulting residue was diluted with EtOAc and washed with water (*3) and then with brine. The organic phase was dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by silica gel preparative TLC using 98:2 CH2Cl2:MeOH as an eluent to afford 97 mg (64%) of (4-{[2-(2-iodo-benzylamino)-5-nitro-pyrimidin-4-ylamino]-methyl}-cyclohexyl)-carbamic acid tert-butyl ester.

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; Boehringer Ingelheim Pharmaceuticals, Inc.; US2006/25433; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 3930-83-4, A common heterocyclic compound, 3930-83-4, name is 2-Iodobenzamide, molecular formula is C7H6INO, 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.

General procedure: To a 10 mL reaction tube were added MCM-41-L-Proline-CuBr(135 mg, 0.1 mmol), 2-halobenzamide 1 (1.0 mmol), benzylamine derivative 2 (2.0 mmol), K2CO3 (3.0 mmol), and DMSO (3 mL). The reaction mixture was stirred at 110 or 120 C under air for 6-12 h.After being cooled to room temperature, the reaction mixture was diluted with 20 mL of EtOAc, and filtered. The MCM-41-L-Proline-CuBr complex was washed with distilled water (2 5 mL) and ethanol (2 5 mL), and reused in the next run. The filtrate was washed with water (2 10 mL) and dried over MgSO4. After being concentrated in vacuo, the residue was purified by flash column chromatography on silica gel (petroleum ether/EtOAc 3:1 to 2:1)to afford the target product 3.

The synthetic route of 3930-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yan, Nan; You, Chongren; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 897; (2019); p. 161 – 169;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 138385-59-8, A common heterocyclic compound, 138385-59-8, name is 4-Iodo-2,6-dimethylaniline hydrochloride, molecular formula is C8H11ClIN, 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 2 L round bottom flask was charged 4-iodo-2,6-dimethylbenzenamine hydrochloride salt (55 g, 194 mmol), methyl 2-(benzyloxycarbonyl)acrylate (59.2 g, 252 mmol), tetrabutylammonium chloride (59.2 g, 213 mmol), palladium (II) acetate (4.34 g, 19.4 mmol), and tetrahydrofuran (1.2 L, degassed by a flow of nitrogen for 30 min). The mixture was stirred so that a suspension was formed and then degassed by a flow of nitrogen for 30 min. Triethylamine (10 mL, 789 mmol) was added and the resulting mixture was heated at reflux for 3 h. After cooling to room temperature, the reaction mixture was filtered through a pad of celite, washed with tetrahydrofuran (2¡Á100 mL), and concentrated. The residue was dissolved in dichloromethane, washed with water (3¡Á) and brine (2¡Á), dried over sodium sulfate, and concentrated. Flash chromatography (silica gel using 1:9 ethyl acetate/dichloromethane) gave a tan solid. The solid was recrystallized from warm methanol (210 mL) and water (100 mL). The mixture was held at room temperature overnight, then at 0 C. for 2 h, and finally at -15 C. for 2 h. The resulting solid was filtered, washed with ice cold 1:1 methanol/water, and dried under high vacuum overnight to give 44.7 g (65%) as a light tan solid which was a mixture of Z/E isomers (73:27). 1H-NMR (DMSO-d6) 6, 2.05 (s, 6H), 3.61 (s, 0.8H), 3.68 (s, 2.2H), 5.00 (s, 0.54H), 5.13 (s, 1.46H), 5.24 (s, 2H), 7.40-7.21 (m, 8H), 8.51 (s, 0.27H), 8.79 (s, 0.73H); 13C-NMR (DMSO-d6) delta 17.8, 51.7, 65.3, 119.4, 120.0, 120.3, 127.3, 127.7, 128.3, 130.9, 135.8, 137.2, 146.9, 154.7, 166.0.

The synthetic route of 138385-59-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chaturvedula, Prasad V.; Han, Xiaojan; Jiang, Xiang-Jun J.; US2006/122250; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

68507-19-7, name is 3-Iodo-4-methoxybenzoic acid, 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. Product Details of 68507-19-7

Methyl 3-iodo-4-methoxybenzoate (29.2 g, 0.1 mol) was suspended in EtOH (150 mL), the solution of NaOH (4.4 g, 0.11 mol) was added in one portion. The mixture was stirred and heated at 40C overnight, then cooled, diluted with water (400 mL). 3-Iodo-4-methoxybenzoic acid was precipitated with conc. HCl, filtered off, washed with cold water, and dried over P4O10. The acid was suspended in CHCl3 (150 mL), and SOCl2 (9.5 mL, 0.13 mmol) was added. The mixture was stirred overnight, then evaporated and the residue was distilled under reduced pressure to give the desired acid chloride as a solid (mp ca. 50C, bp 145-150C/1 Torr). Yield 18.2 g (61%).

The synthetic route of 68507-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OXFORD GENE TECHNOLOGY IP LIMITED; EP1506959; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com