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. 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, A new synthetic method of this compound is introduced below., COA of Formula: C8H16INO2

Tripyrrole 1a (50.4 mg, 0.102 mmol) was added to a suspension of dry K2CO3 (210 mg, 1.52 mmol) in 3 mL of dry acetone and DMF (0.5 mL). tert-Butyl (3-iodopropyl)carbamate (173.8 mg, 0.610 mmol) was added, and the resulting mixture was refluxed for 8 h. The solid was removed by filtration through Celite, the filtrate was concentrated, and the resulting residue was purified by RP-HPLC (H2O/CH3CN) to give an amorphous pale-brown solid (25 mg, 38%). 1H NMR (400 MHz, CD3OD) delta (ppm): 7.31-6.85 (m, 6H); 4.29 (m, 2H); 3.91 (s, 3H); 3.69 (s, 3H); 3.35 (m, 2H); 2.78 (m, 2H); 2.54 (m, 2H); 2.40 (m, 2H); 2.34 (s, 6H); 1.80 (s, 3H); 1.42 (m, 2H); 1.04 (s, 9H). 13C NMR (100.6 MHz, CD3OD) delta (ppm): 173.3 (C); 167.2 (C); 164.4 (C); 163.7 (C); 150.8 (CH); 136.1 (C); 135.6 (C); 126.2 (C); 126.1(C); 120.4 (CH); 109.6 (CH); 109.1 (CH); 107.9 (CH); 107.6 (CH); 79.8 (C); 61.2 (CH2); 48.2 (CH2); 47.6 (CH3); 41.0 (CH3); 39.8 (CH2); 39.7 (CH3); 37.2 (CH3); 31.6 (CH2); 31.1 (CH3); 28.2 (CH3); 25.8 (CH2). MS (ESI): [MH]+ calcd for C32H48N9O6=654.7, found: m/z 654.3.

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:
Article; Jimenez-Balsa, Adrian; Dodero, Veronica I.; Mascarenas, Jose L.; Tetrahedron; vol. 69; 36; (2013); p. 7847 – 7853;,
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 128140-82-9 as follows. COA of Formula: C7H5F2IO

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (1 : 1) (250mg) was added to a degassed mixture of 4,4,5,5-tetramethyl-2-(4-nitro-phenyl)-[1,3,2]dioxaborolane (1.67g, 6.70mmoles), 1-difluoromethoxy-4-iodo-benzene (2.17g, 8.04mmoles) and 2M aqueous cesium carbonate (10.05ml) in 1,4-dioxan (120ml). The mixture was placed under an argon atmosphere and was heated at 80C for 20 hours. After cooling, the mixture was concentrated and the residue was partitioned between dichloromethane (2 x 200ml) and water (100ml). The combined extracts were washed with brine (150ml) and dried (MgSO4). After evaporation of the solvent, the residue was purified by flash chromatography, using petrol (60-80)/diethyl ether 19 : 1v/v as eluent, to afford compound 168 (1.15g) as a beige coloured solid.

According to the analysis of related databases, 128140-82-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMAGENE LABORATORIES LIMITED; WO2004/67524; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, molecular formula is C7H4BrIO2, 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. COA of Formula: C7H4BrIO2

5-Bromo-2-iodobenzoic acid (7c) (750 mg, 2.3 mmol) was dissolved in dry THF (25 mL) and the reaction mixture was cooled to 0 C. NEt3 (0.48 mL, 3.4 mmol) and ethyl chloroformate (0.33 mL, 3.4 mmol) were added and the reaction mixture was stirred for 1 hour. Next a solution of NaBH (130 mg, 3.4 mmol) in H20 (2 mL) was added and the mixture was stirred for 1.5 hour. The reaction was quenched with H20 (15 mL), whereupon CH2C12 (20 mL) was added and the layers were separated. Hereupon, the H20-layer was extracted with CH2C12 (20 mL). Subsequently, the combined organic layers were washed with H20 (25 mL) and brine (25 mL), dried over MgS04 and concentrated in vacuo. The crude product was purified by gradient column chromatography (-heptane/EtOAc, 19: 1 to 9: 1) to obtain compound 7c as a white solid (410 mg, 54% over 2 steps). RF = 0.40 (EtOAc/-heptane, 1 :4). 1H- NMR (400 MHz, CDC13) delta: 7.65 (d, J = 8.3 Hz, 1H), 7.63 (d, J = 2.4 Hz, 1H), 7.14 (dd, J = 8.3, 2.5 Hz, 1H), 4.64 (d, J = 6.1 Hz, 2H), 1.96 (t, J = 6.2 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21740-00-1, its application will become more common.

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

Electric Literature of 5471-81-8,Some common heterocyclic compound, 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, 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.

(c) Synthesis of 3-methyl-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylthio)benzoic acid In a manner similar to Example 2(a), by the reaction of 2.4 g (11 mmol) of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylthiol with 3 g (11 mmol) of methyl 3-methyl-4-iodobenzoate, 1.96 g (51%) of 3-methyl-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylthio)benzoic acid of melting point 195-6 C. was directly obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-iodo-3-methylbenzoate, its application will become more common.

Reference:
Patent; Centre International de Recherches Dermatologiques Galderma; US6162815; (2000); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 103962-05-6, These common heterocyclic compound, 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, 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.

Resin 3 (120 mg, 0.084 mmol) was swelled in DCM (2 mL) for 1 h and drained. A solution of 4-(trifluoromethoxy)iodobenzene 4 (96.8 mg, 0.336 mmol) and Et3N (150 mL, 1.10 mmol) in DMF (2.0 mL) was purged with a streamof N2 bubbles for two minutes and added to the resin. After mixing for 5 min, PdCl2(PPh3)2 (18.0 mg, 0.025 mmol) andCuI (8.0 mg, 0.042 mmol) were added and the mixture shaken for 24 h. The resin was drained, washed with DMF (3 32 mL), DCM (3 3 2 mL) and cleaved with 10percent TFA/DCM (2.0 mL) for 20 min. The solution was collected and the resinwas rinsed with additional 10percent TFA/DCM (10 mL). The cleavage fractions were combined, treated with neat TFA (3.0mL), stirred for 1 h at rt and concentrated by rotary evaporation to give a crude brown residue. Purification by RP-HPLC(C18 column, CH3CN gradient 5-55percent, 0.1percent TFA, UV analysis 300 nm, 28 min) and lyophilization of the collected fractionsafforded 9.0 mg (25percent yield) of (1S)-N-(2-amino-1-hydroxycarbamoyl-ethyl)-4-(4-trifluoromethoxy-phenylethynyl)-benzamideas a white solid. LRMS (ES+) m/z 408.0 (C19H16F3N3O4 + H requires 408.11); RP-HPLC (300 nm, 28 min run)18.0 min.

The synthetic route of 103962-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The University of Washington; Novartis Vaccines and Diagnostics, Inc.; Andersen, Niels H.; Bowman, Jason; Erwin, Alice; Harwood, Eric; Kline, Toni; Mdluli, Khisimuzi; Ng, Simon; Pfister, Keith B.; Shawar, Ribhi; Wagman, Allan; Yabannavar, Asha; EP2295402; (2015); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 1022128-96-6, name is 2-Bromo-6-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 1022128-96-6, COA of Formula: C7H4BrIO2

9.1 (7.32 g, 22 mmol) was dissolved in 40 mL of tetrahydrofuran, 4 mL of thionyl chloride and a catalytic amount of N,N-dimethylformamide After reacting for 3 hours, the reaction solution was spun off, and the residue was added with 40 mL of tetrahydrofuran, and ammonia was added dropwise with stirring in an ice bath. 33 mL of water was allowed to stand at room temperature for 3 hours. Extract with ethyl acetate and wash with saturated sodium bicarbonate. The organic layer is dry and concentrated. With a small amount of dichloromethane and purified by recrystallization from n-hexane to give a large number of white solid 9.2 6.09g, the yield was 85%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-6-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; East China University of Science and Technology; Wang Wei; Chen Xiaobei; Shen Zuyuan; Qian Pengfei; Geng Huihui; (24 pag.)CN109942505; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 620621-48-9, These common heterocyclic compound, 620621-48-9, name is Methyl 2-chloro-5-iodobenzoate, 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.

Intermediate 2: Methyl 2-chloro-5-pyridin-2-ylbenzoate; A suspension of methyl 2-chloro-5-iodobenzoate (8.0 g, 27 mmol), 2- pyridineboronic acid N-phenyldiethanolamine ester (14.5 g, 54 mmol), palladium acetate (0.30 g, 1.35 mmol), potassium carbonate (7.46 g, 54.0 mmol), triphenylphosphine (1.42 g, 5.4 mmol) and copper iodide (2.06 g, 10.8 mmol) in THF (100 mL) was heated at 65 0C overnight under nitrogen. The reaction mixture was cooled, filtered through CeliteR and concentrated in vacuo, then the residue was suspended in DCM (250 mL) and filtered through Celite. The filtrate was concentrated in vacuo and the residue was purified by chromatography on silica gel eluting with EtOAc/isohexane (0 – 50%) to give the title compound as a solid (3.0 g, 49%):^ NMR 53.90 (3H, s), 7.39 – 7.43 (IH, m), 7.69 (IH, d), 7.89 – 7.95 (IH, m), 8.05 (IH, d), 8.24 – 8.28 (IH, m), 8.54 (IH, d), 8.68 – 8.70 (IH, m);MS 248.

The synthetic route of 620621-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; AstraZeneca UK Limited; WO2009/47558; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

148870-57-9, name is 7,8-Dimethoxy-3-(3-iodopropyl)-1,3-dihydro-2H-3-benzazepin-2-one, 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: 148870-57-9

Based on EP 0 534 859 [0053] A solution of the (d) camphorsulphonate salt obtained in Example 4 in ethyl acetate is brought to basic pH using sodium hydroxide and then the organic phase is separated off, washed, dried over Na2SO4 and evaporated. [0054] A mixture composed of 5.6 g of potassium carbonate, 2.2 g of the above amine in 100 mL of acetone and 4 g of 3-(3-iodopropyl)-7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one is then refluxed for 18 hours. [0055] The solvent is evaporated off in vacuo, and the residue is taken up in ethyl acetate and then extracted with 3N hydrochloric acid. [0056] The aqueous phase separated off is brought to basic pH using sodium hydroxide and is then extracted with ethyl acetate. After washing until neutral and drying over MgSO4, evaporation in vacuo is carried out to obtain 4.5 g of an oil which is purified on a silica column using a mixture of dichloromethane/methanol (90/10) as eluant. [0057] Yield=64%

The synthetic route of 148870-57-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LES LABORATOIRES SERVIER; CARRANZA, Maria Del Pilar; GARCIA ARANDA, Maria Isabel; GONZALEZ, Jose Lorenzo; SANCHEZ, Frederic; US2014/163220; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 13194-67-7, These common heterocyclic compound, 13194-67-7, name is 4-Fluoro-2-iodo-1-methylbenzene, 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.

N-Bromosuccinimide (NBS, 3.77 g, 21.2 mmol) and benzoyl peroxide (77 mg,0.32 mmol) were added to a solution of 4-fluoro-2-iodo-1-methylbenzene 10d (5 g, 21.2 mmol) inCCl4 (55 mL). The mixture was heated to reflux for 60 hours then cooled to room temperature. The mixture was concentrated under reduced pressure. Purification over silica eluting with pentane provided the title compound as a white solid (3.67 g, 52% yield). 1H NMR (400MHz, CDCl3):d 7.57 (dd, 1H), 7.45 (dd, 1H), 7.06 (m, 1H), 4.58 (s,2H); Also a known commercially available compound.

Statistics shows that 4-Fluoro-2-iodo-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 13194-67-7.

Reference:
Article; Roberts, Lee R.; Corbett, Matthew S.; Fussell, Steven J.; Hitzel, Laure; Jessiman, Alan S.; Mason, Helen J.; Osborne, Rachel; Ralph, Michael J.; Stennett, Adam S.D.; Wheeler, Simon; Storer, R. Ian; Tetrahedron Letters; vol. 56; 47; (2015); p. 6546 – 6550;,
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 31599-61-8 as follows. COA of Formula: C8H9I

General procedure: In the flame-dried Schlenk flask (50 mL), equipped with magnetic stirrer and inert gas inlet secondary phosphine oxide 18 (0.546 g, 0.003 mol) was dissolved in toluene (5 mL). Then, aryl iodide (3,4-dimethyliodobenzene (0.696 g, 0.426 mL, 0.003 mol) or 4-iodotoluene (0.655 g, 0.003 mol)) was added, followed by CuI (0.057 g, 0.300 mmol), alpha-phenylethylamine (0.073 g, 0.077 mL, 0.600 mmol) and K2CO3 (0.829 g, 0.006 mmol). The mixture was heated at reflux for 24 h, then cooled to room temperature. Saturated NH4Cl solution (15 mL) was then added and the mixture was extracted with CHCl3 (3¡Á40 mL). The organic phase was dried over MgSO4 and evaporated and the residue was purified by flash chromatography using CHCl3:MeOH 50:1 as eluent yielding 15b (0.808 g, 94%) as white solid or 15e (0.727 g, 89%) as pale yellow solid.

According to the analysis of related databases, 31599-61-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Stankevi?, Marek; Pisklak, Jolanta; W?odarczyk, Katarzyna; Tetrahedron; vol. 72; 6; (2016); p. 810 – 824;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com