Category: iodides-buliding-blocks

Some common heterocyclic compound, 6940-76-7, name is 1-Chloro-3-iodopropane, molecular formula is C3H6ClI, 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. SDS of cas: 6940-76-7

a) Freshly prepared LDA (8.97 mmol) was added to a solution of 2-fluoro-3- iodopyridine (2.00 g, 8.97 mmol) in THF (15 mL) cooled at -78 C. After 1 h, 1 – chloro-3-iodopropane (0.96 mL, 8.97 mmol) was added to the anion solution, allowing to reach room temperature (overnight). The reaction volume was reduced to ca. 10 mL and the mixture was poured over EtAcO (60 mL) and washed with water (2 x 20 mL); the organic layer was dried over anhydrous Na2S04 and filtered. After removal of the solvent, the residue was purified by column chromatography on silica gel (2>4% EtAcO/hexanes), affording 1 .88 g of 3-(3-chloropropyl)-2-fluoro-4- iodopyridine [Rf= 0.70 (5% EtAcO/hexanes), colorless oil, 70% yield].LC-MS ESI+ m/z: 300 (M+1 , 98%) (Method 5).1 H-NMR (CDCI3, 250 MHz, ?): 7.70 (d, J= 5.2 Hz, 1 H, ArH); 7.61 (d, J= 5.2 Hz, 1 H, ArH); 3.62 (t, J= 6.5 Hz, 2H); 2.99-2.90 (m, 2H); 2.10-1 .97 (m, 2H

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6940-76-7, its application will become more common.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
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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. 6326-42-7, name is Methyl 2-iodo-4-nitrobenzoate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H6INO4

To a mixture of ammonium chloride (122 g) and iron (38.2 g) in ethanol (1000 mL) and water (100 mL) was added Example 2.140.2 (70 g,) at room temperature. The mixture was stirred at 80 C for 4 hours and filtered to remove insoluble material. The filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (1000 mL) and washed with water (500 mL). The aqueous phase was extracted with ethyl acetate (1000 mL x 2). The combined organic phase was washed with brine, dried over MgSO4, filtered and concentrated to give the title compound. MS (LC-MS) m/e 278.0 (M+H)+.

According to the analysis of related databases, 6326-42-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (808 pag.)WO2017/214462; (2017); A2;,
Iodide – Wikipedia,
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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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl 5-bromo-2-iodobenzoate

500ml three-necked round bottom flask was charged with methyl 5-bromo-2-iodo benzoate (130g, 0.381mol), as 9-phenanthrene boronic acid(84.7g, 0.381mol), 2% of tetrakis triphenylphosphine palladium (8.82g, 0.008mol), 2M potassium carbonate (100ml), tetrahydrofuran (200ml) was added. 16 hours with stirring and reflux under reduced pressure and then extracted with ethyl acetate concentrate was purified by silica gel column (ethyl acetate: heptane = 1: 5) to give the [intermediate 1-a] (120g, yield = 80.4%).

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 181765-86-6.

Reference:
Patent; SFC CO., LTD.; JU MAN, SONG; HEE DAE, KIM; YUR IM, LEE; SANG WOO, PARK; PARK, SEOK BAE, PARK; KYUNG SEOK, JEONG; SOON WOOK, CHA; (36 pag.)KR2015/113642; (2015); A;,
Iodide – Wikipedia,
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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. 18698-96-9, name is 2-(2-Iodophenyl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

2-(2-iodophenyi)acetic acid (5.00 g, 19.1 mrnoi) was placed into a reaction flask and dissolved in MeOH (150 mL). Sulfuric acid (250 L) was added and reaction mixture was stirred and heated at 80 C under nitrogen for 16 hours. The resulting mixture was cooled to room temperature and the volatiles removed by evaporation under reduced pressure. The residue was taken up in ethyl acetate (100 mL), washed with 10% NaHC03 (100 mL), dried (MgS04) and evaporated under reduced pressure to give the title compound (19) (5,20g, 99%) as a dear liquid; 1 H NMR (400 MHz, CDCI3) delta 7.85 (dd, J = 7.9, 1.0 Hz, 1 H), 7.35 – 7.27 (m, 2H), 6.97 (ddd, J = 7.9, 7.0, 2.1 Hz, 1 H), 3.81 (s, 2H), 3.72 (s, 3H).

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 18698-96-9.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (2014); A1;,
Iodide – Wikipedia,
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51839-15-7, name is Dimethyl 5-iodoisophthalate, 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. COA of Formula: C10H9IO4

A mixture of dimethyl 5-iodo-benzerte-1,3-dicarboxylate (9) (320 mg, 1.00 mmol), bis(pinacolato)diborane (10) (279 mg, 1.10 mmol), potassium acetate (294 mg, 3.00 mmol), PdCl2(dppf)* (24 mg, 0.03 mmol) and dried DMF (6 mL) was stirred at 80C for 2 h. The reaction mixture was cooled to the room temperature. Then, dimethyl 5-iodo-benzene-1,3-dicarboxylate (9) (640 mg, 2.00 mmol), PdCl2(dppf) (24 mg, 0.03) and CsF (456 mg, 3.0 mmol; dissolved in 2.5 mL of water) were added. The mixture was stirred at 80C overnight and afterwards extracted for four times with diethylether (4 x 25 mL). The organic layer was dried with MgSO4 and the solvent was removed in vacuum. The crude product was purified by column chromatography (silica gel, ethylacetate/hexane, 3:7 v/v). Yield 82 %. M.p. 214-215 C. 1H-NMR (400 MHz, CDCl3): delta= 4.00 (s, 12H), 8.51 (d, 4H, J = 1.5 Hz), 8.72 (d, 2H, J = 1.5 Hz). 13C-NMR (100 MHz, CDCl3): delta= 52.5, 130.2, 131.5, 132.3, 139.9, 165.9. Rf= 0.50 (silica gel, othylacetate/hexane, 3:7 v/v). MS-EI, m/z (%): 386 (75) [M+], 355 (100), 327 (15), 194 (10). *[1,1′-bis(diphenylphoshino)ferrocene]dichloropalladium(II)].

The synthetic route of 51839-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Technische Universitaet Carolo-Wilhelmina zu Braunschweig; EP1972338; (2008); A1;,
Iodide – Wikipedia,
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Electric Literature of 54811-38-0, 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. 54811-38-0, name is 5-Iodo-2-methylbenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a reaction mixture of 150 gm of iodobenzoic acid in 750ml of dichloromethane and 3.0 ml DMF at 30C, 69.75 gm thionyl chloride was slowly charged. The reaction mixture was heated to reflux temperature of the solvent and stirred for 1 hour. The reaction mixture was cooled to 0C to 5C and was charged with 91 gm anhydrous AICI3, and 102 gm fluoro phenyl thiophene diluted in 300 ml dichloromethane. Stirred the reaction mixture at 30C for 1 hour. The reaction mixture was quenched in crushed ice water mixture at 0-5C. Organic layer was separated and washed with 750 ml saturated sodium bicarbonate solution. Dichloromethane was distilled under vacuum to obtain crude iodophenyl thiophene ketone. Crude iodophenyl thiophene ketone was recrystallized from 600 ml isopropanol to obtain 222 gm of lodophenyl thiophene ketone.

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-Iodo-2-methylbenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CIPLA LIMITED; KING, Lawrence; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PHULL, Manjinder Singh; SAWANT, Ashwini Amol; HIRE, Kapil Ramesh; (0 pag.)WO2016/83790; (2016); A1;,
Iodide – Wikipedia,
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Electric Literature of 3032-81-3, 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. 3032-81-3, name is 1,3-Dichloro-5-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 1,3-dichloro-5-iodo-benzene in 1,4-dioxane (160 mL) was added Copper(I) iodide (0.661g), pyridine-2-carboxylic acid (0.812g), and cesium carbonate (32g) under Argon. Then dimethyl propanedioate (15g) was added at room temperature via dropping funnel.The mixture was heated to 90C for 5h. After completion of the reaction mixture was diluted with water and extracted with ethyl acetate (2x). the combinated organic layers were washed with brine, dried over sodium sulphate and concentrated. The crude was purified by silica gel column chromatography (3RF 200) using a gradient of ethyl acetate (0 to 10%) in cyclohexane to give the title compound (11.75 g, 77.1% Yield). LC-MS (method A): 277 (M+1)+, 275 (M-1)+retention time 1.02 min.

The synthetic route of 1,3-Dichloro-5-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; JUNG, Pierre, Joseph, Marcel; DUMEUNIER, Raphael; GAGNEPAIN, Julien, Daniel, Henri; STOLLER, Andre; RENDINE, Stefano; (165 pag.)WO2019/115404; (2019); A1;,
Iodide – Wikipedia,
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628-21-7, name is 1,4-Diiodobutane, 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. HPLC of Formula: C4H8I2

Example 3 (n=4); (a) 1, 1′-[(Butane-1,4-diyl)dioxy]bis[(11S,11aS)-10-(tert- butyloxycarbonyl)-8-methoxy-ll- (tetrahydro-pyran-2-yloxy)- 1, 2,3, 10, 11, 11a-hexahydro-5H-pyrrolo[2,-c][1,4]benzodiazepine-5-one](8b); 1,4-Diiodobutane (69.1 mg, was added to the mixture of monomer 7 (0.2 g, 0.44 mmol, 1.0 equiv) and potassium carbonate (0.98 mmol, 2.2 equiv) in dry DMF (30 mL), and the resulting mixture was heated to 90C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (SiO2, 50% EtOAc- hexane) to afford the dimerized compound 8b (134 mg, 0.14 mmol, 63% yield, mixture of diastereomers from THP protecting group as a solid: [a] 20D = +36 (c = 0. 19, CHCl3) ; 1H NMR (CDC, 400 MHz): 5 1.35 (s, 36H, Boc), 1.45-1. 67 (m, 16H, THP), 1.68-1. 86 (m, 8H, THP), 1.90-2. 21 (m, 24H, 1-H, 2-H, 13-H), 3.44-3. 78 (m, 16H, 3-H, lla-H, THP), 3.84-4. 02 (m, 16H, 7-OMe, THP), 4. 04-4. 25 (m, 8H, 12- H), 5.02-5. 10 (m, 2H, THP), 5.11-5. 20 (m, 2H, THP), 5.69-5. 77 (d, 2H, 11-H), 5.79-5. 89 (d, 2H, 11-H), 6.51 (s, 2H, 9-H), 6.88 (s, 2H, 9-H), 7.19 (s, 2H, 6-H), 7.28 (s, 2H, 6-H) ; 13C NMR (CDCl3, 400 MHz): No. 19.8, 20.5, 23.1, 23.2, 25.3, 25.9, 28.1, 28. 2,28. 9, 29.1, 30.9, 31.2, 46.2, 55.9, 56.2, 60.1, 63.3, 63.6, 68.6, 80.9, 88.2, 91.2, 96.2, 100.2, 111.1, 111.4, 113.4, 114.1, 118.5, 126.4, 129.8, 143.1, 147.9, 148.2, 151. 5, 151. 8,155. 8,167. 4,167. 6; IR (neat): 2945,1704, 1644, 1604,1513, 1449,1392, 1327,1217, 1163, 1022cm~1 ; MS (FAB) m/z (relative intensity) 973 ([M + Na] +, 11), 951 (M +, 100), 749 (36).

The synthetic route of 628-21-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. Recommanded Product: 2-Bromo-1-fluoro-4-iodobenzene

Add 9H-purin-2-amine (135 mg, 1 mmol), 2-bromo-1-fluoro-4-iodobenzene (600 mg, 2 mmol), potassium carbonate (415 mg, 3 mmol) and proline(23 mg, 0.2 mmol) to the eggplant type flask, dimethyl sulfoxide was added, and the reaction solution was deoxidized. Copper iodide (19 mg, 0.1 mmol) was added and the reaction solution was deoxygenated. Heat to 90 C and stir for 16 hours. After the reaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixture was filtered over Celite.The target compound (QC87-1) 40 mg was obtained, ESI-MS calc. C11H779BrFN5[M+H]+= 307.99; experimentally measured: 307.39;the target compound (QC87-2) 40 mg was obtained.

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

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
Iodide – Wikipedia,
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Application of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

2,9 g (14,9 mmol) of (1 , 1′-biphenyl)-2-yl-boronic acid, 4,6 g (13,6 mmol) of methyl 5-bromo-2-iodobenzoate, 314 mg (0,3 mmol, 0,02 eq.) of Pd(P(Ph3))4, 5,6 g (40,7mmol, 3 eq.) of Na2C03 are dissolved in 7 mL of water and 30 mL of toluene. The reaction mixture is stirred at 85C and agitated under an argon atmosphere for 12 hours and after cooling to room temperature, the mixture is filtered through Celite. The filtrate is evaporated in vacuo, and the residue is purified by (0273) chromatography (mixture heptane/AcOEt). The product is isolated in the form of an off-white solid (4,5 g 91 % of theory).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; MONTENEGRO, Elvira; MUJICA-FERNAUD, Teresa; MAIER-FLAIG, Florian; VOGES, Frank; COMELY, Alexander; MORENO FLORES, Rosa; (201 pag.)WO2019/115577; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com