Tag: M.W=300-400

Related Products of 450412-28-9, 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 450412-28-9 as follows.

Step 2. 6-bromo-2-chloro-3′-methyl-biphenyl: A 500-mL round-bottom flask under N2 atmosphere was charged sequentially with Pd(Ph3P)4, l-bromo-3-fluoro-2- iodobenzene (10 g, 0.032 mol) in toluene (80 mL), 2N aqueous sodium carbonate (55 mL) and 3-methylphenylboronic acid (5.16 g, 0.032mol) dissolved in ethanol (40 mL). This mixture was heated at reflux under N2 for 12 h and cooled to rt. The mixture was partitioned between water and EtOAc. The combined organic layers were washed with brine, dried over MgSO4, and concentrated. The residue was purified by column chromatography to give 6-bromo-2-chloro-3′-methyl-biphenyl (6 g, 67%). 1H NMR (400MHz, CD3OD): 6.90-7.00 (t, 2H), 7.14-7.24 (m, 2H), 7.26- 7.33 (t, IH), 7.44-7.50 (d, IH), 7.58-7.62 (d, IH); MS (E/Z): 281 (M+H+)

According to the analysis of related databases, 450412-28-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC.; WO2008/124582; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 34270-90-1, 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 34270-90-1 as follows.

Example 7; difluorophenyl)-4-methyl-4-imorpholin-4-yl)cvclopentyl]methanone trifluoroacetate salt.; The product from Example 6 (17.2 mg, 0.027 mmol) in DMA (1 mL) was treated with cesium carbonate (63.3 rag, 0.194 mmol) and 2-iodoethyl ether (15.8 mg, 0.049 mmol) at rt. The mixture was heated at 1 0C for 16 h, then cooled to rt and filtered. The filtrate was directly purified by RP-HPLC (15 to 100% acetonitrile/water + 0.05% TFA) to afford the title compound. HPLC/MS: 601.4/603.4 (M+l); R 2.92 min (LC4).

According to the analysis of related databases, 34270-90-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GRAHAM, Thomas, H.; LIU, Wensheng; SEBHAT, Iyassu, K.; SHEN, Dong-Ming; SHI, Zhi-Cai; WO2011/156220; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-21-7, A common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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 suspension of 4-amino-5-fluoropyrimidin-2-ol (0.50 g, 3.87 mmol) in acetonitrile (CH3CN; 20 mL) was added BSA (1.58 g, 7.75 mmol), and the mixture was heated to 70 0C for 1 h resulting in a clear solution. After cooling to room temperature, 1,4-diiodobutane (1.2 g, 3.87 mmol) was added, and the mixture was stirred for 16 h at room temperature and then at 70 0C for 3 h. The solvent was evaporated and the residue was purified by normal phase chromatography (24 g SiO2; gradient, 0 to 15% MeOH/CH2Cl2) to give an orange oil. The oil was dissolved in EtOAc and the solution was slowly cooled. The resulting solid was collected by filtration, washed with additional EtOAc, and dried to give 4-amino-5-fluoro-l- (4-iodobutyl)-lH-pyrimidin-2-one (0.52 g, 43%) as a tan solid: mp 181-184 0C; 1H NMR (400 MHz, DMSO-J6) delta 8.56 (s, 2H), 8.25 (d, / = 6.7 Hz, IH), 3.70 (t, /= 6.7 Hz, 2H), 3.29 (t, / = 6.7 Hz, 2H), 1.73 (m, 4H); ESIMS m/z 312 ([M+H]+).

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; DOW AGROSCIENCES LLC; BOEBEL, Timothy; BRYAN, Kristy; JOHNSON, Peter; LORSBACH, Beth; MEYER, Kevin; OWEN, W.; SULLENBERGER, Michael; WEBSTER, Jeffery; YAO, Chenglin; WO2011/17540; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 628-21-7,Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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.

Making reference to Scheme 10, to a solution of 5-(3,4,5-trimethoxyphenyl)-l- ((2-(trimethylsilyl)ethoxy)-methyl)- lH-pyrrolo[2,3-£]pyridin-2(3H)-one (Intermediate D, 43 mg, 0.10 mmol) in DMF (2 mL) was added cesium carbonate (0.17 g, 0.50 mmol) and 1,4-diiodobutane (13 mu, 0.10 mmol). The resulting solution was stirred for 4 hr at room temperature, after which it was partitioned between EtOAc and 0. The organic layer was separated, dried over MgS04, filtered, and concentrated in vacuo. The residue was dissolved in 6 N HCI (10 mL) and MeOH (5 mL), and the resulting mixture was stirred at room temperature overnight, after which it was partitioned between EtOAc and 0. The organic layer was concentrated in vacuo, and the residue was dissolved in EtOH (2 mL). Potassium acetate (100 mg) was then added, and the reaction was stirred for 2 hr. The resulting solution was purified via preparatory HPLC to give the title compound (18 mg, 51%). ^ MR CCDCls, 300 MHz): delta 9.53 (s, 1H), 8.32 (d, J= 2.1 Hz, 1H), 7.56 (s, 1H), 6.69 (s, 2H), 3.95 (s, 6H), 3.90 (s, 3H), 2.28 (m, 2H), 2.24 (m, 2H), 1.97 (m, 4H). HPLC retention time: 2.00 minutes; MS ESI (m/z): 355.4 (M+l) +, calc. 354.

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

Reference:
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 98-61-3, These common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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: A: Sulfonyl chloride (1 eq.) was dissolved in a mixture of dry DCM (0.2 M) and TEA (1.5 eq.). Amine (1.2 eq.) was added and the reaction was stirred at 20 C until completion (TLC). The solvent was removed under reduced pressure and the crude product was purified by column flash-chromatography on silica to give the sulfonamide.

Statistics shows that 4-Iodobenzenesulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 98-61-3.

Reference:
Article; Heinrich, Daniel M.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Silva, Shevan; Rigoreau, Laurent J.M.; Trivier, Elisabeth; Raynham, Tony; Turnbull, Andrew P.; Denny, William A.; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 738 – 744;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 199786-58-8,Some common heterocyclic compound, 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, molecular formula is C7H6BrIO, 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 stirred mixture of (5-Bromo-2-iodo-phenyl)-m-ethanol (9.14 g, 29.2 mmol) in CH3Cl (150 mL) under argon was added 1M PBr3 in CH2Cl2 (35.0 mL, 35.0 mmol). The reaction mixture was stirred at room temperature for 20 min and then poured into a mixture of ice and saturated NaHCO3 solution (300 mL). The pH was adjusted to basic by addition of solid NaHCO3. This aqueous layer was extracted with EtOAc (1×600 mL, 2×400 mL). The combined EtOAc extracts were washed with brine (1×100 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo to give 4-bromo-2-bromomethyl-1-iodo-benzene (5.69 g, 52%). 1H NMR (CDCl3): delta 7.68 (d, 1H, J=8.80 Hz), 7.59 (s, 1H), 7.18 (d, 1H, J=8.80 Hz), 4.51 (s, 2H). HPLC: Rt=3.87 min.

The synthetic route of 199786-58-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fink, Brian E.; Gavai, Ashvinikumar V.; Vite, Gregory D.; Han, Wen-Ching; Misra, Raj N.; Xiao, Hai-Yun; Norris, Derek J.; Tokarski, John S.; US2005/250753; (2005); 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. 391211-97-5, name is 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid, A new synthetic method of this compound is introduced below., Product Details of 391211-97-5

A dry 100 mL round bottomed flask was charged with 3,4-difluoro-2-((2-fluoro-4- iodophenyl)amino)benzoic acid, (39) and 5 mL of DCM. The reaction mixture was cooled with an ice-bath to 0 C. 100 of anhydrous DMF was added followed by dropwise addition of neat oxalyl chloride (2 equiv.) over 5 min. The reaction was stirred at 23 C for 4 h. The solvent was then removed under reduced pressure. Excess oxalyl chloride was azeotropically removed with 2 X 5 mL portions of DCM under reduced pressure. The crude product was dissolved into 5 mL of DCM and the appropriate amine was added neat at 0 C. The ice bath was removed after 10 min and the reaction was permitted to warm to room temperature. The reaction was then stirred at 23 C for 6 h; completion of reaction was determined by TLC. A mixture of 10 mL of H20 and 10 mL of Et20 was added and the resultant mixture was extracted with Et20, washed with NaCl (aq, sat), and dried over Na2S04. The extract was decanted and then the solvent was removed under reduced pressure. The crude product was isolated on Si02 using hexane/EA.

The synthetic route of 391211-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE ADMINISTRATORS OF THE TULANE EDUCATIONAL FUND; DUQUESNE UNIVERSITY OF THE HOLY GHOST; CHAKRABARTY, Suravi; FLAHERTY, Patrick, T.; MONLISH, Darlene; CAVANAUGH, Jane, E.; BUROW, Matthew, E.; ELLIOTT, Steven; HOANG, Van, T.; WO2015/38743; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 17024-12-3, name is 9-Iodophenanthrene, 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 17024-12-3, SDS of cas: 17024-12-3

A 500 mL three-necked round-bottomed flask equipped with a mechanical stirrer, reflux condenser, and inert gas in- and outlet was charged with quinidine (QD-1, 12.8g, 39.5 mmol, 1.2 eq). The flask was flushed for 30 min with a gentle stream of argon. Anhydrous dimethyl sulfoxide (130 mL, freshly distilled in presence of CaHz) was added, and the reaction mixture was stirred at room temperature until all the quinidine was dissolved. Sodium hydride (60% oil dispersion, 2.0g, 1.5 eq. ) was added in small portions yielding an orange, slightly cloudy solution of the corresponding sodium alkoxide. Upon addition of pyridine (6.4 mL, 2.4 eq. ) and copper (I) g, 1.2 eq. ) to the reaction mixture at room temperature, the color of the reaction mixture was changed from orange to dark green. After 30 min all of the precipitate dissolved, and a clear solution was formed. 9- iodophenanthrene (10.0 g, 32.9 mmol), was added, and the reaction mixture was kept at 113 C for 70 h (oil bath, temperature: 120 C). The reaction mixture was allowed to cool to room temperature. Water (100 mL), methylene chloride(100 mL), and diethyl ether (100 mL) were successively added to the brown solution followed by ethylenediaminetetraacetate disodium salt dehydrate (20 g) and concentrated aqueous ammonia solution (20 mL, 29%, w/w). The argon inlet was removed, and a gentle stream of air was flushed through the well-agitated reaction mixture for about 1 h. The reaction mixture was transferred to a separatory funnel and the turquoise blue aqueous phase separated from the dark brown organic phase. The aqueous layer was washed twice with methylene chloride (100 mL), and the combined organic phases were extracted three times with aqueous ammonia solution (200 mL, 5%, w/w) until the aqueous phase remained colorless. Then the organic layer was washed with HCl aq (1 N 2 x 50 mL) twice and washed with H20 three times (3 x 50 mL) to remove the left QD. The organic layer was washed with NH40H to neutralize the salt and dried over Na2S04 and the solvent was removed in vacuo to yield the crude product. The crude product was dissolved in ethyl ether (300 mL) and treated with HCI (IN in Et20) until no further precipitates was generated. The precipitates were collected and dissolved in CH2C12 and basified with NH40H and dried over Na2S04 and the solvent in vacuo to give yellowish foam QD-PHN (5.6g, 66% yield). [alpha]D23 = + 310.7(C 0.89 EtOH) (at)HNMR (CDC13, 400 Hz) 6 8.65-8.71 (m, 2H), 8.61 (d, J = 4.8 Hz, 1H), 8.52(d, J = 8 Hz, 1H), 8.07 (d, J= 9.2 Hz, 1H), 7.70-7.75 (m, 2H), 7.55 (d, 2.4 Hz, 1H), 7.38-7.46(m, 5H), 6.66 (s, 1H), 6.35 (br, 1H), 6.12-6.21 (m, 1H), 5.18(d, J=10.4 Hz, 1H), 5.12 (m, 1H), 4.03 (s, 3H), 3.32-3.42 (m, 2.97-3.06 (m, 2.79-2.87 (m, 1H),2.44-2.50(t, J= 10 Hz, 1H), 2.34-3.25 (m, 1H), 1.97 (br, 1H), 1.55-1.62 (m, 3H). ¹3CNMR:(CDCl3, 100Hz): 158.1, 150.4, 147.71, 144.7, 143.7, 140.3, 132.3, 132.2, 131.5, 127.5,127.3, 126.8, 126.7, 126.6,126.4, 124.5,122.8, 122.7,122.3, 121.8, 118.2, 114.7, 104.8, 100.8, 78.8, 60.5, 55.8, 50.2, 49.9, 39.6, 27.8, 26.5, 22.1. IR: 3062, 2935, 2863, 1622, 1594, 1507, 1454, 1226, 1117, 750.

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Reference:
Patent; BRANDEIS UNIVERSITY; WO2005/121137; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 34270-90-1,Some common heterocyclic compound, 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, molecular formula is C4H8I2O, 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 35 In 3 ml of dimethylformamide was dissolved 140 mg of 7alpha-[(2,3,6-trideoxy-3-amino-alpha-L-lyxo-hexopyranosyl)oxy]-9alpha-amino-9beta-acetyl-7,8,9,10-tetrahydro-6,11-dihydroxy-5,12-naphthacenedione (dihydrochloride, m.p. 176-180 C.; [alpha]D25 +149 (c=0.11, water)]. Then, to the solution were added 2.0 g of bis(2-iodoethyl) ether and 72 mg of triethylamine and this was stirred at room temperature overnight. The reaction mixture was poured into a saturated aqueous sodium bicarbonate solution and extracted with chloroform. Thereafter, the chloroform layer was washed with water, dried over sodium sulfate and the solvent was removed by distillation under reduced pressure to obtain a residue. This residue was purified by a silica gel column chromatography (eluant: 10% methanol/chloroform containing 0.5% aqueous ammonia) and then converted to hydrochloride with hydrochloric acid/ether to obtain 98 mg of d-7alpha-[(2,3,6-trideoxy-3-morpholino-alpha-L-lyxo-hexopyranosyl)oxy]-9alpha-amino-9beta-acetyl-7,8,9,10-tetrahydro-6,11-dihydroxy-5,12-naphthacenedione di-hydrochloride [m.p. 178 -179 C.; [alpha]D20 +156 (c=0.10, methanol)].

The synthetic route of 34270-90-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Pharmaceuticals Company; US4673668; (1987); A;,
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. 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodo-4,5-dimethoxybenzoic acid

b. N-(6,7-Methylenedioxyquinolin-4-yl)-N-[2-(N,N-diethylamino)ethyl]-2- iodo-4,5-dimethoxybenzamide. Oxalyl chloride (1.12 g , 8.8 mmol) was added to a solution of 2-Iodo-4,5-dimethoxybenzoic acid (820 mg, 2.6 mmol; see above) in anhydrous methylene chloride (40 mL) and the stirred mixture was refluxed for 4 hours. The mixture was then concentrated to dryness under reduced pressure. The acid chloride was dissolved in 40 mL of methylene chloride and added to a solution of 4-[[2-(Diethylamino)ethyl]amino]-6,7-methylenedioxyquinoline (640 mg, 2.2 mmol), and triethylamine (2.2g, 22 mmol) in methylene chloride (50 mL) and the resulting mixture was stirred at reflux under nitrogen for 2 hours. The reaction mix was cooled and washed with a saturated solution of sodium bicarbonate (3 x 75 mL), and extracted into dilute HCl (4 x 100 mL). The aqueous extract was then neutralized with 30% NaOH and extracted with CHC13 (4 x 100 mL), washed with brine (lOOmL), dried (MgS04) and evaporated, yielding 1.1 g as a sticky semisolid glue, in 86% yield; 1H NMR (CDC13) delta 0.96 (t, 6H, J=7.2), 2.54 (q, 4H, J=7.2), 2.82 (m, 2H), 3.29 (s, 3H), 3.71 (s, 3H), 3.92 (m, 1H), 4.46 (m, 1H), 6.12 (s, 2H), 6.37 (s, 1H), 7.00 (s, 1H), 7.27 (d, 1H, J=4.8), 7.33 (s, 1H), 7.39 (s, 1H), 8.52 (d, 1H, J=4.8); 13C NMR (CDC13) delta 11.8, 47.1, 47.5, 50.7, 55.5, 56.1, 82.7, 98.5, 102.2, 106.7, 110.6, 120.1, 121.8, 122.7, 133.7, 146.3, 148.1, 148.3, 148.5, 149.0, 149.7, 151.0, 170.0; HRMS calcd for C25H2805N3IH: 578.1153; found: 578.1153.

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 61203-48-3.

Reference:
Patent; GENZYME CORPORATION; TEICHER, Beverly, A.; SCHMID, Steven, M.; WO2012/15901; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com