Category: iodides-buliding-blocks

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. Computed Properties of C3H6I2

Example 39 l-(2-[(2,6-difluorophenyl)methoxyl-l,l,l,3,3,3-hexafluoropropan-2-yl|-4-[l-(4- fluorobenzenesulfonyl)cyclobutyl”|benzene Sodium hydride (14.75 mg, 0.369 mmol, 60%> suspension in mineral oil) was added to a solution of l,3-difluoro-2-(((l,l,l,3,3,3-hexafluoro-2-(4-(((4- fluorophenyl)sulfonyl)methyl)phenyl)propan-2-yl)oxy)methyl)benzene (20 mg, 0.037 mmol) and 1,3-diiodopropane (10.91 mg, 0.037 mmol) in Nu,Nu-dimethylformamide (1 mL). After 1 h at room temperature, saturated ammonium chloride (2 mL) and ethyl acetate (15 mL) were added. The mixture was washed with water (2×5 mL), brine (5 mL), dried (magnesium sulfate), filtered and concentrated under reduced pressure. The crude material was purified via preparative LC/MS with the following conditions: Column: Waters XBridge CI 8, 19 x 150 mm, 5-muiotaeta particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 40-100% B over 15 minutes, then a 5-minute hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give Example 39 (13.2 mg, 62% yield). LC/MS (M+18): 600.1; LC retention time: 2.296 (analytical HPLC Method B); 1H NMR (500 MHz, 1 : 1 mixture of CDCI3-CD3OD) delta ppm 7.56 (d, J=8.4 Hz, 2H), 7.50 – 7.41 (m, 1H), 7.38 – 7.30 (m, 2H), 7.19 (d, J=8.4 Hz, 2H), 7.11 – 6.97 (m, 4H), 4.70 (s, 2H), 3.27 (ddd, J=13.9, 9.9, 5.9 Hz, 2H), 2.81 – 2.67 (m, 2H), 2.45 – 2.30 (m, 1H), 2.13 – 1.97 (m, 1H).

The synthetic route of 627-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DUAN, Jingwu; DHAR, T. G. Murali; JIANG, Bin; LU, Zhonghui; KARMAKAR, Ananta; GUPTA, Arun Kumar; WEIGELT, Carolyn A.; WO2015/103508; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 289039-20-9, name is 5-Bromo-2-iodobenzamide, molecular formula is C7H5BrINO, 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 289039-20-9

STEP 2. Preparation of (4-Bromo-1,1′-biphenyl-2-yl)methylamine Palladium(0) tetrakis(triphenylphosphine) (2.6 g, 2.2 mmol) was added to a stirred solution of 5-bromo-2-iodobenzamide (14.1 g, 43.3 mmol), phenyl boronic acid (5.3 g, 43.3 mmol), and potassium carbonate (24.4 g, 176.8 mmol) in degassed dimethylformamide (100 mL). The reaction was refluxed overnight under N2(g). The brown solution was cooled and filtered through Celite. The solution was diluted in ethyl acetate, washed with water, 1 N HCl, saturated sodium bicarbonate, and saturated NaCl, dried (magnesium sulfate), filtered, and concentrated under reduced pressure to a tar. Flash chromatography (silica, 50% ethyl acetate/hexane) gave a tan solid (2.4 g). The biphenyl amide was dissolved in tetrahydrofuran (20 mL), and BH3-THF (1N, 20 mL, 20 mmol) was added slowly. The reaction was refluxed overnight under N2. The reaction was cooled to 0 C. and quenched with ethyl acetate resulting in gas evolution. After gas evolution ceased, the organics were washed with water, saturated sodium bicarbonate, saturated NaCl, dried (sodium sulfate), filtered, and concentrated yielding (4-bromo-1,1′-biphenyl-2-yl)methylamine as a gray semi-solid (2.4 g). ESI MS m/z 262.0/264.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 289039-20-9, its application will become more common.

Reference:
Patent; John, Varghese; Hom, Roy; Sealy, Jennifer; Tucker, John; US2006/14737; (2006); A1;,
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. 64248-58-4, name is 1,2-Difluoro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3F2I

Add bis (triphenylphosphine) palladium (II) dichloride (49 mg, 0. 07 mmol), copper (I) iodide (28 mg, 0. 15 mmol), and 3-chloro-5-ethynylpyridine, (prepared as described in PREPARATION 27), (200 mg, 1. 5 mmol) to a solution of 1, 2-difluoro-4-iodobenzene (420 mg, 1. 7 mmol) in triethylarnine (3. 1 mL, 22 mmol) and heat at 60 C for 16 h. Cool to room temperature and concentrate. Purify the residue by silica gel chromatography, eluting with a gradient of 50 : 50 to 100 : 0 dichloromethane : hexanes, followed by a second silica gel chromatography, eluting with 95 : 5 to 85 : 15 hexanes : ethyl acetate to give the title compound as a white solid (320 mg, 88%). 1H NMR (300 MHz, Cd13) 8 7. 14-7. 23 (m, 1H), 7. 28-7. 40 (m, 2H), 7. 76-7. 82 (t, J = 2. 0 Hz, 1H), 8. 51-8. 55 (d, J = 2. 3 Hz, 1H), 8. 59-8. 62 (d, J = 1. 8 Hz, 1H), MS (APCI) : m/z= 250 [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 64248-58-4.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 19230-28-5, These common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-2-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.

General procedure: To a stirred solution of complex 1 (10 mg, 0.0125 mmol) in a mixed solvent of n-heptane (1.5 mL) and water (1.5 mL) were added KCN (10.6 mg, 0.1625 mmol), ZnCl2 (11.1 mg, 0.0825 mmol), NaBH4 (0.5 mg, 0.0125 mmol), and iodobenzene (26 mg, 0.125 mmol). The reaction mixture was stirred at 100 C for 1 h under nitrogen atmosphere. After cooling the reaction mixture in an ice-bath, aliquots of the organic layer were transferred to a vial with a Pasteur pipette. Eluting the aliquots with diethyl ether on a short glass-column (0.7 ¡Á 15 cm) packed with alumina (ca. 1 cm) resulted in a clear yellowish solution which was analyzed with GC/MS.

Statistics shows that 1,3-Dichloro-2-iodobenzene is playing an increasingly important role. we look forward to future research findings about 19230-28-5.

Reference:
Article; Shim, Young Ji; Lee, Ho Jin; Park, Soonheum; Journal of Organometallic Chemistry; vol. 696; 26; (2012); p. 4173 – 4178;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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 168A Ethyl 3-ethyl-2,4-dioxo-5-(trifluoromethyl)-1-(3,3,3-trifluoro9propyl)-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-6-carboxylate 1.39 g (13.1 mmol) of caesium carbonate were added to a solution of 2.0 g (5.95 mmol) of the compound from Ex. 165A in 40 ml of DMF, and the mixture was stirred at RT for 15 min. Then 2.66 g (11.9 mmol) of 3,3,3-trifluoro-1-iodopropane were added, and the mixture was heated at 60 C. After 1 h, a further 2.66 g (11.9 mmol) of 3,3,3-trifluoro-1-iodopropane were added. Stirring at 60 C. was continued for 16 h. After cooling to RT, about 160 ml of water were added and the mixture was extracted three times with about 80 ml of diethyl ether each time. The combined organic extracts were washed with saturated sodium chloride solution. After drying over anhydrous magnesium sulphate, the mixture was filtered and the filtrate was evaporated. The crude product was purified by MPLC on a Puriflash cartridge (100 g of silica gel, cyclohexane/ethyl acetate 7:1?1:1). The product fractions were combined and concentrated, and the residue was dried under high vacuum. 1.86 g (72% of theory) of the title compound were obtained. 1H-NMR (400 MHz, CDCl3, delta/ppm): 4.41 (q, 2H), 4.20 (t, 2H), 4.08 (q, 2H), 2.73-2.61 (m, 2H), 1.40 (t, 3H), 1.26 (t, 3H). LC/MS (Method 1, ESIpos): Rt=1.15 min, m/z=433 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

170112-66-0, name is 3,4,5-Trifluoroiodobenzene, 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: C6H2F3I

1 mmol of cp-2-19 was dissolved in 10 ml of anhydrous acetonitrile and 0.05 mmol of Pd (OAc) 2,0.1 mmol of P (O-Tolyl) 3 and 3 mmol of Et3N, followed by addition of 1.5 mmol of 3,4,5-trifluoroiodobenzene and Ar gas for 12 h.After filtration, the filtrate was evaporated to dryness and the dichloromethane was dissolved, washed with water, washed with saturated NaCl and treated with anhydrous MgSO4. The silica gel column (PE: EA 50: 1)To the compound

The synthetic route of 170112-66-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Peking University; Fu, Hongzheng; Chen, Peng; (29 pag.)CN106543032; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 1320266-94-1,Some common heterocyclic compound, 1320266-94-1, name is 1-Iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine, molecular formula is C9H11IN4, 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.

1 -(4-(8-amino-3 -isopropylimidazo[ 1 ,5-a]pyrazin- 1 -yl)phenyl)-3 -(3 – (trifluoromethyl)phenyl)urea (KIRA2). A mixture of compound 1 (22.1 mg, 0.073 mmol), compound 2 (35.5 mg, 0.087 mmol), tetrakis(triphenylphosphine)palladium (2.6 mg, 2.1 muetaiotaomicron) and sodium carbonate (17.0 mg, 0.161 mmol) was dissolved in a 3: 1 mixture of DME/water (280 uL). The mixture was heated overnight at 85 C. The crude mixture was then allowed to cooled to room temperature, diluted in a mixture of acetonitrile/water and purified by reverse phase chromatography (HPLC) to obtain 11.5 mg of KIRA2 (35% yield). TLC (CH2C12:MeOH, 95:5 v/v): Rf = 0.5; 1H NMR (300 MHz, MeOD): delta 7.95 (s, 1H), 7.68-7.64 (m, 1H), 7.65-7.63 (m, 2H), 7.60-7.56 (m, 2H), 7.55-7.48 (m, 2H), 7.34-7.31 (m, 1H), 7.02-7.00 (dd, J = 6.0 Hz, J = 3.0 Hz, 1H), 3.49-3.43 (m, 1H), 1.44 (d, J = 6.0 Hz, 6H); ESI-MS (m/z): [M]+ calcd. for C23H21F3N60, 454.17; [M+l]+ found, 455.5. HPLC Purification Conditions: C18 column (250 x 21 mm), CH3CN/H2 O-0.1% CF3C02H = 1 :99 to 100:0 over 78 min; 8 mL/min; 220 nm and 254 nm detection for 78 min. The purity of GP 1 17 was determined to be >98% by analytical HPLC in two different solvent systems.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-3-isopropylimidazo[1,5-a]pyrazin-8-amine, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; MALY, Dustin J.; BACKES, Bradley, J.; OAKES, Scott, A.; PAPA, Feroz, R.; GHOSH, Rajarshi; WANG, Likun; (220 pag.)WO2016/4254; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58313-23-8,Some common heterocyclic compound, 58313-23-8, name is Ethyl-3-iodobenzoate, molecular formula is C9H9IO2, 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: The synthesis of the intermediate 13 was carried out by 3-p-benzoic acid ethyl ester (2.76 g, 10 mmol) and Intermediate 5 (2.45 g, 15 mmol) by the above method, and purified by column chromatography ( petroleum ether: ethyl acetate = 20:3) Obtained white oil intermediate 13 (2.17 g, 70%)

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

Reference:
Patent; Sun Yat-sen University; Gu Qiong; Xu Jun; Fang Yuying; (20 pag.)CN109879856; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

618-91-7, name is Methyl 3-iodobenzoate, 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. Recommanded Product: Methyl 3-iodobenzoate

To Methyl 3-iodobenzoate (25.0 g, 95.41 mmol) in ethanol (120.0 ml) was added hydrazine hydrate (50.0 ml). The reaction mixture was reflux for 18 hours. Heating was stopped and then water (300.0 ml) was added. After cooling down to room temperature, white solid was appeared. The white product solid was collected by filtration. The product was washed with water and dried under vacuum. Final white pure product was obtained in 23.0 g (92.0%). 1H NMR (400 MHz, DMSO-de, delta): 9.85 (s, br, 1 H, NH), 8.14 (t, J = 1.6 Hz, 1 H), 7.85 (m, 1 H), 7.82 (m, 1 H), 7.25 (t, J = 8.0 Hz, 1 H), 4.50 (s, 2 H, NH2). 13C NMR (100 MHz, CDCl3) delta: 168.54, 155.38, 129.54, 126.72, 125.57, 34.90, 31.07.

The synthetic route of 618-91-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; ZHANG, Yadong; ZUNIGA, Carlos; DESHAYES, Gaelle; LEROY, Julie; BARLOW, Stephen; MARDER, Seth, R.; KIM, Sung-Jin; KIPPELEN, Bernard; WO2010/149620; (2010); 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 452-82-4 as follows. Formula: C7H6FI

A mixture of 4-fluoro-3-iodotoluene (5.0 g, 21.2 mmol) and NBS (4.2 g, 23.3 mmol) in 50 mL of CCl 4 was refluxed under N 2 with benzoyl peroxide (250 mg, 1.03 mmol) was heated for 3 hours. The reaction mixture was cooled to room temperature and filtered through celite, washed with benzene. The filtrate was evaporated and pumped to give the benzylbromide as a crude light brown oil. [0192] A mixture of benzylbromide in 50 mL of DMSO was heated with NaHCO 3 solid (3.55 g, 42.2 mmol) at 120¡ã C. for 90 min. The reaction mixture was then cooled to room temperature, quenched with water, extracted with Et 2O, and washed with water, brine. The organic layer was dried with Na 2SO 4, concentrated in vacuuo. MPLC purification provided the titled compound as a colorless oil which solidified over time (2.2 g, 41.5% over two steps).

According to the analysis of related databases, 452-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xin, Zhili; Liu, Gang; Pei, Zhonghua; Szczepankiewicz, Bruce G.; Serby, Michael D.; Zhao, Hongyu; US2004/214870; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com