Category: 628-77-3

Application of 628-77-3, These common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, 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.

1 ,5-dibromopentane (0.986 g, 4.29 mmol, 0.5 eq) followed by potassium carbonate (1.30 g, 9.41 mmol, 1.1 eq) was added to a solution of 30 (3.74 g, 8.57 mmol) and tetrabutylammonium iodide (0.63 g, 1.7 mmol, 0.2 eq) in acetone (20.0 ml) in a 100 ml 20 round-bottomed flask. The reaction mixture was stirred rapidly and heated at 60 oc for 2h, and then allowed to stir at 45 oc overnight. The reaction was found complete by LCMS. The mixture was partitioned in ethyl acetate (150 ml) and water (200 ml, then washed with brine (1 00 ml), dried over magnesium sulfate. The volatiles were removed under vacuum to give the product 31 (4.04 g, 4.29 mmol, 100% Yield), which was used in the 25 next step without further purification. Analytical Data: LC/MS, 3 min lipophilic method, RT 2.39 min; MS (ES+) m/z (relative intensity) 942.3 ([M + Ht¡¤, 1 00);

Statistics shows that 1,5-Diiodopentane is playing an increasingly important role. we look forward to future research findings about 628-77-3.

Reference:
Patent; MEDIMMUNE LIMITED; DIMASI, Nazzareno; HOWARD, Philip Wilson; MASTERSON, Luke; TIBERGHIEN, Arnaud Charles; VIJAYAKRISHNAN, Balakumar; WHITE, Jason; (135 pag.)WO2019/34764; (2019); A1;,
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, SDS of cas: 628-77-3

To 1,3-dihydro-1-(2′-trimethylsilylethyl)-2,1-benzisothiazoline 2,2-dioxide (1.3 g, 4.3 mmol) in anhydrous tetrahydrofuran (13 mL) at room temperature was added 1,5-diiodopentane (1.29 mL, 8.6 mmol). The mixture was cooled to -780 C. and lithium bis(trimethylsilyl)amide (1.0 M solution in tetrahydrofuran, 17.3 mL, 17 mmol) was added. After 15 min, the reaction mixture was poured into water (50 mL), the layers were separated, and the aqueous phase was extracted with ethyl acetate (3*50 mL). The organic layers were combined, washed with brine (30 mL), dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by flash column chromatography (5% ethyl acetate/hexane) on silica gel gave 1,3-dihydro-3-spirocyclohexyl-1-(2′-trimethylsilylethyl)-2,1-benzisothiazoline 2,2-dioxide (0.8 g, 51%) as an off-white solid. 1H NMR (CDCl3, 300 MHz) delta0.00 (s, 9 H), 0.95 (dd, 2 H, J=8.3, 8.2 Hz), 1.18-2.36 (m, 10 H), 3.72 (dd, 2 H, J=7.8Hz), 8.2, 8.3 Hz), 5.06 (s, 2 H, 7.03 (‘t’, 1 H, J=7.06 (dd, 1 H, J=1, 7.6 Hz), 7.18 (dd, 1 H, J=1.1, 7.6 Hz), 7.28 (dt, 1 H, J=1.3, 7.7 Hz). MS (EI) m/z 367 [M]+

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, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6339098; (2002); B1;,
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. 628-77-3, name is 1,5-Diiodopentane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H10I2

A solution of Compound 33 (50.0 mg, 0.20 mmol) in DMF (5.0 mL) was added K2CO3 (42.26 mg, 0.31 mmol) and 1,5-diiodopentane (333 mg, 1.0 mmol). The reaction mixture was stirred at 90 C. for 3 h. The reaction mixture was purified by silica chromatography (0-50% EtOAC in petroleum ether) to give (S)-8-((5-hydroxypentyl)oxy)-7-methoxy-1,2,3,11a-tetrahydro-5H-benzo[e]pyrrolo[1,2-a]azepin-5-one 34 (60 mg, 0.178 mmol, 87.6% yield) as an oil. LCMS (5-95AB/1.5 min): RT=0.765 min, [M+H]+ 332.0

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 628-77-3.

Reference:
Patent; Genentech, Inc.; Dragovich, Peter; Pillow, Thomas; Sadowsky, Jack; Sliwkowski, Mark X.; Wei, BinQing; (160 pag.)US2017/95570; (2017); 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. 628-77-3, name is 1,5-Diiodopentane, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

Spiro[cyclohexane-1,3′-[3H]indol]-2′-(1’H)one A solution of oxindole (25 g, 0.19 mol) in anhydrous tetrahydrofuran (800 cm3) was cooled to -20 C., then n-butyllithium (2.5M in hexanes, 152 cm3, 0.38 mol) was added slowly followed by N,N,N’,N’-tetramethylethylenediamine (51 cm3, 0.38 mol,). After 15 min. 1,5-diiodopentane (174 g, 0.54 mol) was added slowly and the mixture was allowed to warm to room temperature. After stirring for 16 h. saturated aqueous ammonium chloride solution (1L) and EtOAc (1L) were added. After 15 min. the layers were separated and the aqueous phase was extracted EtOAc (*2). The combined organic layers were extracted with hydrochloric acid (1N), then washed with brine (500 cm3), dried (MgSO4), and concentrated to obtain an oil. The oil was triturated with hexane (200 cm3) and benzene (20 cm3). The precipitate was collected and dried in vacuo to obtain the title compound (26.3 g, 69.6%) as colorless crystals: mp 110-114 C.; 1H NMR (DMSO-d6) delta 1.67 (m, 10H), 6.84 (d, 1H, J=8 Hz) 6.94 (t, 1H, J=8 Hz), 7.17 (t, 1H, J=8 Hz), 7.44 (d, 1H, J=8 Hz), 10.3 (S, 1H).

According to the analysis of related databases, 628-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth; Ligand Pharmaceuticals, Inc.; US6462032; (2002); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 628-77-3, 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 628-77-3 as follows.

Example 1.12: Preparation of 2′,3′,4′,4a’,5′,6′-hexahydro-l’/ -spiro[cyclohexane-l,7′- naphtho[l,8-cd]azepine] (Compound 117) Step A: Preparation of 3′,4′-dihyd ‘/ -spiro[cyclohexane-l,l’-naphthalen]-2′-one To a suspension of 60% sodium hydride dispersion (1.2 g, 30.00 mmol) in 70 mL THF, a solution of 3,4-dihydronaphthalen-2(lH)-one (2.0 g, 13.68 mmol) in 30 mL THF was added (over ca. 5 min). After stirring at room temperature for 10 min, 1,5-diiodopentane (2.04 mL, 13.71 mmol) was added. After stirring at room temperature overnight, the mixture was partly concentrated and residue was extracted with water and AcOEt. Organic phase was dried over MgS04, filtered, and concentrated. The residue was purified by biotage column chromatography (S1O2, hexane/ AcOEt gradient) to give 3′,4′-dihydro-2’H-spiro[cyclohexane-l,r-naphthalen]-2′-one (2.24 g, 76%) as a colorless oil. NMR (400 MHz, CDCI3) delta 1.27-1.39 (m, 1H), 1.62-1.79 (m, 7H), 2.10-2.17 (m, 2H), 2.70 (t, / = 7.1 Hz, 2H), 3.19 (t, / = 7.2 Hz, 2H), 7.12 (m, 2H), 7.22-7.27 (m, 1H), 7.38-7.40 (m, 1H).

According to the analysis of related databases, 628-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; LEHMANN, Juerg; FEICHTINGER, Konrad; REN, Albert S.; SEMPLE, Graeme; (205 pag.)WO2017/23679; (2017); 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. 628-77-3, name is 1,5-Diiodopentane, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H10I2

Sodium hydride (12 g, 52 mmol) was suspended in tetrahydrofuran (200 mL) under argon and warmed to 35 C. Methyl 2-(4-bromophenyl)acetate (26 mmol) in tetrahydrofuran added drop wise to reaction over 1 hour. The reaction mixture was then kept at this temperature for 1 hour until all gas evolution has ceased. The 1,5-diiodopentane (17 g, 52 mmol) was then added drop wise as a solution in tetrahydrofuran (100 mL) and the reaction mixture stirred at 35 C. for a further hour and at ambient temperature overnight. After this time, the reaction mixture was cooled to 0 C. and quenched by the addition of dry silica, filtered and the solvent removed under vacuum. The crude product was then purified by flash chromatography eluding with 33% ethyl acetate in heptane to give methyl 1-(4-bromophenyl)cyclohexanecarboxylate (15.3 g, 99% yield) as a yellow oil. 1H NMR (400 MHz, CDCl3): delta ppm 7.45-7.38 (m, 2H), 7.27-7.24 (m, 2H), 3.63 (s, 3H), 2.43 (d, J=13.3 Hz, 2H), 1.71-0.80 (m, 8H) ppm.

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; pfizer Inc; US2010/197591; (2010); 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. 628-77-3, name is 1,5-Diiodopentane, A new synthetic method of this compound is introduced below., Quality Control of 1,5-Diiodopentane

General procedure: To a diethyl ether (8.3mL) solution of ketone 6e (391mg, 1.61mmol) was dropwise added a toluene solution of potassium hexamethyldisilazide (0.50M, 3.40mL, 1.7mmol) at -78C. After stirring at 0C for 10min, the mixture was added to a diethyl ether (8.3mL) solution of 1,4-diiodobutane (0.43mL, 3.3mmol) and hexamethylphosphoramide (2.7mL) at -78C. The mixture was warmed to room temperature. After stirring for 7h, the reaction was quenched with phosphate buffer (pH 7). The organic materials were extracted with ethyl acetate three times. The combined organic extracts were washed with brine and dried over Na2SO4. After the solvent was removed under reduced pressure, the residue was purified by column chromatography (hexane/ethyl acetate=10/1) to give a crude mixture (372mg) including 8-iodo-1-phenyl-4-(3,3,3-trifluoroprop-1-en-2-yl)octan-3-one as a colorless oil. To a diethyl ether (3.1mL) solution of the obtained crude mixture was added dropwise a toluene solution of potassium hexamethyldisilazide (0.50M, 1.30mL, 0.65mmol) at -78C. After stirring at -78C for 5min, the mixture was warmed to room temperature and stirred for another 4h. The reaction was quenched with phosphate buffer (pH 7). The organic materials were extracted with ethyl acetate three times. The combined organic extracts were washed with brine and dried over Na2SO4. After the solvent was removed under reduced pressure, the residue was purified by column chromatography (hexane/ethyl acetate=10/1) to give 1h (257mg, 54%) as a colorless oil

The synthetic route of 628-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fujita, Takeshi; Hattori, Masahiro; Matsuda, Masaaki; Morioka, Ryutaro; Jankins, Tanner C.; Ikeda, Masahiro; Ichikawa, Junji; Tetrahedron; vol. 75; 1; (2019); p. 36 – 46;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, molecular formula is C5H10I2, 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: 1,5-Diiodopentane

[00118] Dimethoxycurcumin (8) will be prepared via condensation of 3,4- dimethoxybenzaldehyde and 2,4-pentanedione according to the procedure of Venkateswarlu. Treatment of 8 with potassium carbonate in the presence of a suitable alkylating agent is expected to affect the desired disubstitution reactions. Alkylation with the diiodoalkanes should result in formation of the spirocyclic products.[00119] As noted in Example I, the inventors now prepared derivatives FLLL31 (Ib, R = methyl) and FLLL32 (6b, cyclohexyl) in this way. Interestingly, O-alkylation of the enolate generated from 8 is also observed in both cases, although the yield of this product is relatively low (<;10%) and can be readily separated via column chromatography. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-77-3, its application will become more common. Reference:
Patent; THE OHIO STATE UNIVERSITY RESEARCH FOUNDATION; LI, Pui-Kai; LI, Chenglong; LIN, Jiayuh; FUCHS, James, R.; WO2010/121007; (2010); A1;,
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, Application In Synthesis of 1,5-Diiodopentane

Intermediate 3 was prepared by a similar procedure from intermediate 1 (500 mg, 1.1 mmol), 1 ,5-diiodopentane (1.1 g, 0.5 ml, 3.3 mmol), 1 M aqueous sodium hydroxide (3 ml, 3 mmol), tetra-n-butylammonium iodide (45 mg, 0.12 mmol) and water (3 ml). Purification was achieved via column chromatography (loaded onto diatomaceous earth) using 0-14% step gradient of EtOAc in cyclohexane (2% steps ) as eluent, followed by EPO 100% cyclohexane, followed by 30% EtOAc in cyclohexane to afford the product as a colorless gum.Yield: 324 mg (46%)LC-MS (Method 3): Rt 4.79 min, m/z 642 [MH+]

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, 1,5-Diiodopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARGENTA DISCOVERY LTD.; WO2007/42815; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 628-77-3, These common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, 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.

Step 1: To a dry, nitrogen purged flask was charged with compound 2-1 (26.5 g, 0.1 mol,1.0 eq), compound 1-3 (17.8 g, 0.1 mol, 1.0 eq), potassium t-butoxide (13.4 g, 0.12 mol, 1.2 eq),anhydrous THF (450 ml).The mixture was stirred at 50 & lt; 0 & gt; C for 16 hrs.Add excess ammonium acetate, acetic acid.The mixture was refluxed for 16 hrs.After cooling to room temperature, the reaction solution was spin dried,and 600 ml of deionized water and 600 ml of ethyl acetatewere added to the residueand then stirred at 30 C for 30 mins.The organic phase was separated from the aqueous phasewhile the organic phase was washed three times with water (600 ml) and washed with saturated brine three times (600 ml).The organic phase wasdriedoveranhydrous sodium sulfate and filtered to dryness.The resulting crude product was purified by column chromatography usingethyl acetate / petroleum ether (1: 5 by volume) as a mobile phaseand vacuum dried at 50 C to give the first intermediate of the compound.The resulting intermediate intermediate 1-3 (37.9 g, 0.1 mol, 1.0 eq),compound 2-2 (71.3 g, 0.22 mol, 2.2 eq), potassium tert- 24.6 g, 0.22 mol, 2.2 eq), anhydrousTHF (250 mL).The mixture was stirred under nitrogen at 50 C for 16 hrs.After cooling to room temperature, thereaction solution was spin dried, and 600 ml of deionized water and 600 ml of ethyl acetate were added to the residue and thenstirredat 30 Cfor 30 mins.The organic phase was separated from the aqueous phase while the organic phase was washed three times with water (600 ml)and washedwith saturatedbrine three times (600 ml).The organic phase was dried over anhydrous sodium sulfate and filtered to dryness.Residue with ethylacetate / petroleum ether (volume ratio of 1: 6) as mobile phase The resultant crude product was purified by column chromatography at 50 deg.] Cto give compound 2-3 (35.4g after drying in vacuo to yield 79.02 %).

The synthetic route of 628-77-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Hehui Optoelectric Co., Ltd.; Yan Liangliang; Gong Zhihao; Li Weimeng; (14 pag.)CN106939024; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com