Tag: M.W=300-400

These common heterocyclic compound, 63131-30-6, name is Ethyl 3-(4-iodophenyl)-3-oxopropanoate, 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: 63131-30-6

To a solution of compound 56A (3 1.5 g, 99.02 mmol) in EtOH (300 mL)was added NH40Ac (20 g, 259.46 mmol), then the mixture was stirred at 85 oc for 18h. Thereaction mixture was concentrated to remove solvent, then diluted with water (150 mL) andextracted with EA (100 mL x 3), the organic layers were washed with saturated NaHC03(100 mL x 2), dried over Na2S04, filtered and concentrated to give a residue. The residuewas purified by ±lash silica gel chromatography (lSCO.); 220 g SepaFlasM<) Silica FlashColumn, Eluent ofO~lO% Ethyl acetate/Petroleum ethergradient 100 mL/min). Compound56B (26 g, yield: 71.5%) as light yellow solid was obtained. 1H NMR (400MHz, DMSO-d6)8 7.86-7.75 (m, 2H), 7.44- 7.34 (m, 2H), 4.77 (s, lH), 4.05 (q, J= 7.1 Hz, 2H), 1.19 (t, J=7.2 Hz, 3H). MS (ESI) m/z (M--I-i)+317.9. The synthetic route of Ethyl 3-(4-iodophenyl)-3-oxopropanoate has been constantly updated, and we look forward to future research findings. Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad Owen; YUAN, Shendong; EMAYAN, Kumaraswamy; ADLER, Marc; IBRAHIM, Prabha; (247 pag.)WO2019/190885; (2019); A1;,
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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H8I2

General procedure: At room temperature and under nitrogen atmosphere, 12.5 mmol of menthol in 25 mL of THF was added dropwise to a solution containing 24.4 mmol of oil-free KH suspended in 25 mL of THF. When hydrogen evolution had ceased, the reaction mixture was cooled to -50 C and 12.5 mmol of TCE dissolved in 15 mL of THF was slowly added. Once the addition was completed, the cooling bath was removed and the solution was stirred for 1 h at room temperature. The reaction mixture was then cooled to -78 C and a freshly titrated solution of BuLi (30.0 mmol) was added dropwise. After stirring for 30 min at -78 C and 30 min at -50 C, 40.5 mmol of HMPA was added. After stirring for 15 min, the following solution was added: 25 mmol of diiodoalkane (diiodobutane or diiodopentane) in 5.4 mL of THF. The cooling bath was removed and stirred at room temperature for 24 h under nitrogen atmosphere. The solution was then treated with 15 mL of water. The layers were separated. The aqueous phase was extracted thrice with hexanes. The combined organic layers were successively washed with water and brine, and dried over anhydrous MgSO4. Crude product was then purified with flash chromatography using hexanes as eluent.

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 628-21-7.

Reference:
Article; Hanna, Rana; Daoust, Benoit; Tetrahedron; vol. 67; 1; (2011); p. 92 – 99;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 755027-18-0, 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 755027-18-0 as follows.

in a sealable reaction tube was added i-brorno-4-iodo-2-rnethoxybenzene (2461 mg, 7.86 mrnol). tert-butyl I -oxo-2.8-diazaspiro[4.5] decane-8-carboxyiate (1000 mg, 3.93 mrnol), cesium carbonate (2562 mg, 7.86 rnrnol) and dioxane (7864 il). The reaction was purged with nitrogen. Then 9,9-dimethyi-4,5- bis(diphenyiphosphino)xanihene (341 rng, 0.590 mmol), Pd2(dba)3 (180 rng, 0.197 mrnoi)was added and nitrogen was bubbled through reaction for I mm. The reaction wassealed and stirred at 100 C overnight. The reaction was partitioned between EtOAc(50 ml) and water (30 ml). The organic layer was separated, washed with water (2 x 30m1) and brine (30 ml). dried over MgSO4, filtered and concentrated. The residue was purified using ISCO system (0-100% EtOAc/Hex gradient) to give tert-butyl 2-(4-bromo-3- rnethoxvphenyi)-i-oxo-2,8-diazaspiro[45]decane-8-carboxyiate (1.6 g, 364 mrnoi, 93 %yield) as a beige solid. ?H NMR (500MHz, DM50-do) d 7.67 (d, .J=2.2 Hz, 1H), 755(d, J=8.5 Hz, IH), 7.12 (dd, J=8.8, 2.5 Hz, 1H), 3.96 – 3.78 (m, 7H), 3.10 -2.84 (rn, 2H),2.10 (t. J=6.9 Hz, 21-1), 1.62 (dd, J=12.0, 4.0 Hz. 21-1), 1.51 (d, J=i3.5 Hz, 2F1), 1.42 (s,9H). MS (ESI) m/-: 43c.0, 441.0 (M+H).

According to the analysis of related databases, 755027-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHU, Yeheng; DEWNANI, Sunita, V.; EWING, William, R.; (265 pag.)WO2019/89868; (2019); A1;,
Iodide – Wikipedia,
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Reference of 755027-18-0, A common heterocyclic compound, 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, molecular formula is C7H6BrIO, 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.

To a mixture of the product from Step 1, -bromo-4-iodo-2-methoxybenzene (750 mg, 2.4 mmol), CsF (1.09 g, 7.2 mmol), (2-amino-4-cyanophenyl)boronic acid hydrochloride (390 mg, 2.4 mmol), and Pd(PPh3)4 (277 mg, 0.24 mmol) was added DME (15 mL) under nitrogen. It was then heated to 100C. After 36 hours, EtOAc and water were added to the resulting thick red suspension. The organic layer was washed with brine, dried over Na2SO4, and the solvent was removed in vacuo. The residue was purified on silica (gradient EPO elution, 3-50% EtO Ac/hex anes) to yield the title compound as a red oil. LRMS (M+H)+ =303.1.

The synthetic route of 755027-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/57208; (2008); A2;,
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. 263351-43-5, name is tert-Butyl 3-iodobenzylcarbamate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl 3-iodobenzylcarbamate

[3-(3-dimethylamino-propylamino)-benzyl]-carbamic acid tert-butyl ester; A mixture of (3-iodo-benzyl)-carbamic acid tert-butyl ester (150mg, 0.450mmol), 3 -(dimethylamino)-l -propylamine (0.084mL, 0.675mmol), K2CO3 (129mg, 0.933 mmol), CuI (1 lmg, 0.058 mmol), L-proline (13mg, 0.113mmol) and DMSO (3 mL) was heated at 8O0C for 1.5h. The reaction was cooled, poured onto water and the aqueous layer extracted with EtOAc (x3). The organic layers were combined and washed with water, brine and dried (Na2SO4). Chromatography (MeOH/EtOAc) afforded [3-(3-dimethyl amino-propylamino)-benzyl]-carbamic acid tert-buty ester (65mg) as a yellow solid, m/z (M+l) 308.13.

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; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
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. 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, A new synthetic method of this compound is introduced below., Formula: C7H6BrIO

General procedure: A solution of the disulfide 5 (1.0 equiv) in anhydrous CH2Cl2was treated with TiCl4 (3.3 equiv) and subsequently MoCl5 (3.0equiv) or with MoCl3(HFIP)2 (3.0 equiv). Subsequently, a solutionof the aromatic compound (5.0 equiv) in anhydrous CH2Cl2was added dropwise,e and the mixture was stirred for the giventime (10-60 min) at r.t. at argon atmosphere. After completionof the reaction, a sat. aq solution of NaHCO3 was added and itwas stirred for additional 5 min. The mixture was extractedwith CH2Cl2, washed with brine, dried over MgSO4, and thesolvent was evaporated. The crude product was purified asdescribed below.

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; Franzmann, Peter; Beil, Sebastian B.; Winterscheid, Peter M.; Schollmeyer, Dieter; Waldvogel, Siegfried R.; Synlett; vol. 28; 8; (2017); p. 957 – 961;,
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. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks

To a degassed solution of 1-iodo-3,5-bis(trifluoromethylbenzene (10.0 g, 29.4 mmol), anilinium hypophosphite (5.62 g, 35.3 mmol) and 3-aminopropyl triethoxysilane (7.81 g, 35.3 mmol) in anhydrous acetonitrile (200 mL) were added palladium acetate (132 mg, 0.588 mmol, 2 mol percent) and 1,3-bis(diphenylphosphino)propane (267 mg, 0.647 mol, 2.2 mol percent). The mixture was refluxed overnight. After cooling down to room temperature, the reaction mixture was diluted with ethyl acetate and hydrochloric acid (1M), and then partitioned. The aqueous layer was further extracted with ethyl acetate. The combined extracts were washed sequentially with aqueous sodium hydrogen carbonate and brine, and dried over sodium sulfate. The volatiles were removed in vacuo, and the residue was purified by column chromatography using 30 to 70percent ethyl acetate in petroleum ether to afford compound AZ3 (4.65 g) as a cloudy oil in 52percent yield. 1H NMR (CDCl3, 400 MHz): delta (ppm) 1.45 (t, J=7.1 Hz, 3H), 4.18-4.35 (m, 2H), 7.69 (d, J=579.6 Hz, 1H), 8.10 (s, 1H), 8.23 (s, 1H), 8.27 (s, 1H); 31P NMR (CDCl3, 161.8 MHz): delta (ppm) 19.59 (J=580.6 Hz).

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; Idenix Pharmaceuticals, Inc.; Parsy, Christophe Claude; Alexandre, Francois-Rene; Bonnaterre, Florence Marie-Emilie; Surleraux, Dominique; US9115095; (2015); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-77-3, name is 1,5-Diiodopentane, 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 628-77-3, COA of Formula: C5H10I2

16.1: Methyl (R)-3-tert-butoxycarbonylamino-2-piperidin-1-ylpropanoate 3.1 ml (20.6 mmol) of 1,5-diiodopentane are added to a solution of 5.0 g (19.6 mmol) of commercial methyl (R)-2-amino-3-tert-butoxycarbonylaminopropanoate hydrochloride and 0.22 g (0.6 mmol) of tetrabutylammonium chloride in 50 ml of N,N-diisopropylethylamine. The reaction medium is heated at 127 C. for 5 h and then at 100 C. for 18 h. After evaporation of a maximum amount of N,N diisopropylethylamine, the reaction medium is hydrolyzed and then diluted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulfate, filtered and concentrated under vacuum. The residue obtained is purified by chromatography on silica gel, elution being carried out with a 70/30 heptane/ethyl acetate mixture. 3.7 g (66%) of methyl (R)-3-tert-butoxycarbonylamino-2-piperidin-1-yl-propanoate are obtained in the form of a light oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Clary, Laurence; Chambon, Sandrine; Chantalat, Laurent; Mauvais, Pascale; Roye, Olivier; Schuppli, Marlene; US2012/116072; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-86-6, 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 181765-86-6 as follows.

A. 5-Bromo-2-(trifluoromethyl)benzoate. To a solution of methyl 5- bromo-2-iodobenzoate (4.65 g, 13.64 mmol) and methyl 2,2-difluoro-2- (fluorosulfonyl)acetate (2.6 mL, 20.44 mmol) in N-methyl-2-pyrrolidinone (10 mL) was added copper(I) bromide (235 mg, 1.638 mmol). The reaction mixture was stirred at 120C for 15 h in a sealed tube. The reaction was partitioned between ethyl acetate and aqueous sodium chloride. The aqueous layer was extracted with ethyl acetate (3 x 25 mL), and the organic layers were combined and dried over magnesium sulfate. After filtration, the solvent was removed in vacuo. The residue was purified by silica gel chromatography (1-5% ethyl acetate in hexanes) to give the title compound as an oil (2.9 g, 10.25 mmol, 75% yield); 1H NMR (400 MHz, DMSOd6) delta 8.08 (s, IH), 8.01 (d, J= 8.20 Hz, IH), 7.83 (d, J= 8.20 Hz, IH), 3.90 (s, 3H).

According to the analysis of related databases, 181765-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 774608-49-0, 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. 774608-49-0, name is 4-Bromo-1-chloro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-1-chloro-2-iodobenzene (10.35 g, 33 mmol) is dissolved in anhydrous tetrahydrofuran (60 ml) and the solution is cooled to -75 0C under an atmosphere of argon, lsopropylmagnesium chloride (17.1ml, 34mmol, 2M solution in tetrahydrofuran) is added dropwise over 30 minutes, maintaining the internal temperature below -7O0C by external cooling. Once the addition is complete, the reaction mixture is stirred at approximately -70 0C for 30 minutes and then allowed to warm to room temperature and stirred for 1 hour. The reaction mixture is then cooled to -78 0C and trimethyl borate (7.3 ml, 65 mmol) is added dropwise. The mixture is stirred at -78 0C for 30 minutes and then the cooling bath is removed and the mixture stirred at room temperature for 1.5 hours. 2M Aqueous hydrochloric acid (30 ml) is added, and the crude product is then extracted with ethyl acetate. The organic phase is washed with water and brine, dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated in vacuo. Trituration with hexane gives 5-bromo-2-chlorophenylboronic acid (6.16 g) as an off-white solid.

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

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; WO2008/71405; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com