Category: 624-76-0

Reference of 624-76-0, 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 624-76-0 as follows.

General procedure: To a solution of 5-(tert-butyl)-N-(8-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)- 2,3,4,5-tetrahydro-1H-benzo[c]azepin-5-yl)-1,2,4-oxadiazole-3-carboxamide (200 mg, 0.41 mmol) in CH3CN (20 mL) were added 2-iodoethanol (141 mg, 0.82 mmol) and K2co3(170 mg, 1.23 mmol). The mixture was stirred at 80oC for 2 h. The mixture was diluted with EtOAc (100 mL), washed with water (60 mL) and concentrated. The crude product was purified by prep- HPLC (CH3CN/H2O with 0.05% NH4Hco3as mobile phase) to give 5-(tert-butyl)-N-(2-(2- hydroxyethyl)-8-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2,3,4,5-tetrahydro-1H- benzo[c]azepin-5-yl)-1,2,4-oxadiazole-3-carboxamide as a yellow solid (90 mg, yield: 32%). ESI-MS (M+H)+: 532.3.1H NMR (400 MHz, CD3OD) delta: 8.43 (d, J = 5.2 Hz, 1H), 8.04-8.00 (m, 3H), 7.64 (s, 1H), 7.47 (d, J = 8.0 Hz, 1H), 7.25 (d, J = 5.0 Hz, 1H), 5.60 (d, J = 9.6 Hz, 1H), 4.22-4.10 (m, 2H), 3.91 (s, 3H), 3.75 (t, J = 6.0 Hz, 2H), 3.28-3.21 (m, 2H), 2.69-2.65 (m, 2H), 2.31-2.27 (m, 1H), 2.00-1.97 (m, 1H), 1.53 (s, 9H).

According to the analysis of related databases, 624-76-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOGEN MA INC.; HOPKINS, Brian, T.; MA, Bin; PRINCE, Robin; MARX, Isaac; LYSSIKATOS, Joseph, P.; ZHENG, Fengmei; PETERSON, Matthew; PATIENCE, Daniel, B.; (205 pag.)WO2018/191577; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 624-76-0, name is 2-Iodoethanol, 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 624-76-0, Formula: C2H5IO

(i) Preparation of (2-iodoethoxy)-tert-butyldimethylsilane To a stirred solution of 2-iodoethanol (17.2 g; 100 mmol) and imidazole (8.17 g; 120 mmol) in dichloromethane (100 mL) was added tert-butyldimethylsilyl chloride (15.83 g; 105 mmol) at such a rate that the reaction temperature did not rise above 30 C. Upon complete addition the solution was left stirring for 17 h, then washed with water (2*50 mL) and brine (50 mL) and dried over MgSO4. Evaporation of the solvent afforded the target compound (28.0 g; 97.8 mmol; 98%) as a colourless liquid. 1H-NMR (400 MHz) (CDCl3): delta=3.83 (t, 2H, J=7.0 Hz), 3.83 (t, 2H, J=7.0 Hz), 3.20 (t, 2H, J=7 Hz), 0.90 (s, 9H), 0.08 (s, 6H) ppm.

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; DRIVER, Michael; TARBIT, Brian; GEHRE, Alexander; US2013/59970; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 624-76-0, The chemical industry reduces the impact on the environment during synthesis 624-76-0, name is 2-Iodoethanol, I believe this compound will play a more active role in future production and life.

N-methylaniline (5 mls, 0.05 mol) was reacted with 2-Iodoethanol (3.599 mls, 0.05 mol) and diisopropylethylamine (8.039 mls, 0.05 mol) in ACN at 70 C. for 16 hours. The solvent was evaporated and the residue was purified by silica gel column chromatography with hexane/EtOAc to provide the compound as a yellow orange oil, 2a (4.48 g, 0.03 mol, 64.5% yield). 1H NMR (400 MHz, Chloroform-d) delta 7.27-7.15 (m, 2H), 6.81-6.67 (m, 3H), 3.74 (t, J=5.8 Hz, 2H), 3.42 (t, J=5.8 Hz, 2H), 2.92 (s, 3H).

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, 2-Iodoethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CINCINNATI CHILDREN’S HOSPITAL MEDICAL CENTER; UNIVERSITY OF CINCINNATI; Merino, Edward J.; Mulloy, James C.; Li, Guorui; Bell-Horwath, Tiffany; US2013/230542; (2013); 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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows., Formula: C2H5IO

Add to the reaction bottleThioacetic acid (874 mg, 11.5 mmol),2-iodoethanol (1.72 g, 10 mmol),Dissolved in 15 ml of anhydrous toluene,1,8-diazabicycloundec-7-ene (DBU, 1.75 g, 11.5 mmol) was added dropwise at 0 C.5 ml of toluene solution, plus,The reaction was stirred for 2 hours at room temperature.After TLC detects the reaction,Dilute with a small amount of water,Divide the organic phase,Washed with saturated brine and concentrated.Purified by column chromatography,The product was dried under vacuum to give 576 mg,yield: 48%.

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 624-76-0.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (46 pag.)CN109485676; (2019); 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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C2H5IO

Example 124 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(3R,4R)-3-(4-fluorophenyl)-1-(2-hydroxyethyl)piperidin-4-yl]-1,3-dimethylurea monohydrochloride To a solution of the compound (0.18 g) obtained in Example 51 and 2-iodoethanol (0.055 mL) in DMF (6.0 mL) was added N,N-diisopropylethylamine (0.184 mL) at room temperature, and the mixture was heated to 40C and stirred overnight. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH Chromatorex) (solvent gradient; 0?100% ethyl acetate/hexane) and treated with 2N hydrogen chloride/2-propanol to give the title compound (0.16 g, 83%) as a white powder. MS(ESI+): 522 (M-HCl+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 624-76-0.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2336105; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 624-76-0, The chemical industry reduces the impact on the environment during synthesis 624-76-0, name is 2-Iodoethanol, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of compound 1 (1 mmol) in acetonitrile (30 mL) and functionalized alkyl halides(1.3 mmol) was irradiated by ultrasound irradiation. The reaction was processed as described above togive the same ionic liquids 2-7.

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, 2-Iodoethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rezki, Nadjet; Al-Sodies, Salsabeel A.; Shreaz, Sheikh; Shiekh, Rayees Ahmad; Messali, Mouslim; Raja, Vaseem; Aouad, Mohamed R.; Molecules; vol. 22; 11; (2017);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 624-76-0, name is 2-Iodoethanol belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Iodoethanol

Example 58Preparation of Derivative 58 According to the Present InventionDerivative 58 having the following formula was prepared as follows. Sodium hydride (24.14 mg, 1.0 mmol, 60% dispersed oil) was added in 20 ml of DMF solution containing 5-4-(2-cyclohexylethoxy)benzylidene)thiazolidin-2,4-dione (200 mg, 0.60 mmol) and stirred at room temperature under nitrogen. The mixture was further stirred for 10 minutes, and 2-iodoethanol (123.81 mg, 0.72 mmol) dissolved in 5 ml of DMF was slowly added thereto. After being stirred at 60 C. for 48 hours, the reaction mixture was extracted with ethyl acetate and washed with water. The organic layer was dried with anhydrous magnesium sulfate, filtered and solvent-evaporated. The residue was purified by silica gel chromatography (hexane:ethyl acetate=10:1) to afford Derivative 58 having the above formula, 5-[(4-(2-cyclohexylethoxy)benzylidene]-3-(hydroxyethyl)-1,3-thiazolidine-2,4-dione (180 mg, yield: 79%).1H NMR (300 MHz, CDCl3) delta 7.878 (s, 1H), 7.485 (d, J=14.4 Hz, 2H), 7.007 (d, J=14.4 Hz, 2H), 4.078 (t, J=13.2 Hz, 2H), 4.001 (t, J=10.2 Hz, 2H), 3.891 (t, J=10.2 Hz, 2H), 2.049 (m, 1H), 1.670-1.782 (m, 7H), 1.471-1.529 (m, 1H), 1.178-1.284 (m, 3H), 0.956-1.034 (m, 2H)

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

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. 624-76-0, name is 2-Iodoethanol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Iodoethanol

[00396] To a jacketed glass reactor equipped with overhead stirring, was charged tert-butyl ((2R,3R,4R,5R)-2-(((l S,2S,3R,4S,6R)-3-(((2S,3R)-6-(aminomethyl)-3-((tert- butoxycarbonyl)amino)-3,4-dihydro-2H-pyran-2-yl)oxy)-4-((tert-butoxycarbonyl)amino)-6- ((S)-4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,5- dihydroxy-5-methyltetrahydro-2H-pyran-4-yl)(methyl)carbamate, formula (6a), (250 g, 0.263 mol, 1 equiv). Acetonitrile (1250 mL) was charged to the reactor and the temperature was stabilized between 15 and 30 C (24.3 C). The mixture was concentrated under vacuum to a final volume target of 500 mL. The solution was sampled for water content by KF which provided a result of 0.22% w/w. An additional portion of acetonitrile (750 mL) was charged to the reactor and a second azeotropic distillation was performed to a volume target of 500 mL. The mixture was sampled for KF and a result of 0.097%> w/w was obtained. The reaction temperature was stabilized at 29.9 C and acetone (1250 mL) was charged to the mixture. The reaction was heated and the temperature stabilized at 29.9 C. Sodium bicarbonate (44.25 g, 0.527, 2.0 equiv) was charged to the reaction mixture followed by 2-iodoethanol (44.4 g, 20.14 mL, 0.258 mol, 0.98 equiv). After 43 h an additional portion of 2-iodoethanol (0.25 mL) was added to the reaction mixture. After 9.5 hours a third portion of 2-iodoethanol (0.3 mL) was added to the reaction mixture. After an additional 2 h, the reaction was sampled and deemed complete by HPLC analysis (consumption of tert-butyl ((2R,3R,4R,5R)-2- (((l S,2S,3R,4S,6R)-3-(((2S,3R)-6-(aminomethyl)-3-((tert-butoxycarbonyl)amino)-3,4- dihydro-2H-pyran-2-yl)oxy)-4-((tert-butoxycarbonyl)amino)-6-((S)-4-((tert- butoxycarbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,5-dihydroxy-5- methyltetrahydro-2H-pyran-4-yl)(methyl)carbamate, formula (6a),). The reaction was cooled to 22.7 C and l,4-diazabicyclo[2.2.2]octane (60.0 g, 0.535 mol, 2.03 equiv) was charged as a solid. The destruction of 2-iodoethanol was monitored by a GC method and after 10 h the quench of this reagent was deemed complete. Water (1250 mL) and isopropyl acetate (1250 mL) were charged to the reaction mixture. The reactor contents were agitated by 25 min and the layers allowed to separate. The lower aqueous layer (API) and the upper organic layer (OP1) were collected in receivers. API was returned to the reactor and a second portion of isopropyl acetate (750 mL) was charged. The reactor contents were agitated for 30 minutes and the layers allowed to separate. The lower aqueous layer (AP2) and the upper organic layer (OP2) were collected in receivers. OP1 and OP2 were combined in the reactor and extracted with two portions of saturated sodium chloride solution (750 mL, prepared by dissolving 100 g NaCl/290 mL of water). The washed organic phase (OP4) was concentrated under vacuum to a volume target of 500 mL. Acetonitrile (2550 mL) was charged to the reactor. A second azeotropic vacuum distillation was performed to a volume target of 1550 mL. Isopropyl acetate (200 mL) was charged to the mixture. Water (10.7 mL) was charged to the mixture until a KF of 0.85% was obtained. The reactor contents were heated to 75 C upon which a solution was obtained. The reaction mixture was cooled to 57 C and seeded with tert-butyl ((2R,3R,4R,5R)-2-(((l S,2S,3R,4S,6R)-4-((tert-butoxycarbonyl)amino)-6-((S)- 4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-3-(((2S,3R)-3-((tert- butoxycarbonyl)amino)-6-(((2-hydroxyethyl)amino)methyl)-3,4-dihydro-2H-pyran-2- yl)oxy)-2-hydroxycyclohexyl)oxy)-3,5-dihydroxy-5-methyltetrahydro-2H-pyran-4- yl)(methyl)carbamate, formula (7a), (5 g, 0.0050 mol, 0.02 equiv). Stirring was maintained at 57 C for 2 h during which a thick slurry formed. The mixture was cooled from 65 C to 2.5 C over a period of 12 h. The slurry was filtered and washed with acetonitrile (900 mL) and dried in a vacuum oven to afford tert-butyl ((2R,3R,4R,5R)-2-(((l S,2S,3R,4S,6R)-4-((tert- butoxycarbonyl)amino)-6-((S)-4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-3- (((2S,3R)-3-((tert-butoxycarbonyl)amino)-6-(((2-hydroxyethyl)amino)methyl)-3,4-dihydro- 2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,5-dihydroxy-5-methyltetrahydro-2H-pyran- 4-yl)(methyl)carbamate, formula (7a), (218.1 g, 0.220 mol, 83% molar yield)

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 624-76-0.

Related Products of 624-76-0, A common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

2-Methoxy-2-methylthiopropionic acid S-(2-hydroxyethyr) ester (9); To 2.5 g (19 mmol) 8 in 20 ml of dry toluene at ice bath temperature under Ar was added 2.2 ml (14.6 mmol) DBU dropwise with stirring. Iodoethanol (1.2 ml, 14.6 mmol) in 5 ml dry toluene was added slowly to the rapidly stirred solution at O0C. The reaction mixture was then stirred for 18 hours at 5 0C. Reaction mixture was diluted with 200 ml of EtOAc and washed with 3 x 50 ml H2O. EtOAc layers were dried with Na2SO4, and solvent was removed in vacuo to give 4.7 g crude material. Silica gel chromatography with 20% EtOAc in hexanes provided 2.66 g, 79 % yield of (9). NMR 300 MHz, CDCl3, delta 3,75 (q, 2H, J=6 Hz), 3.33 (S, 3H), 3.06 (t, 2H, J=6 Hz), 2.02 (t, IH) and 1.39 (s, 6H) 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; VALEANT RESEARCH & DEVELOPMENT; WO2006/122207; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 624-76-0, The chemical industry reduces the impact on the environment during synthesis 624-76-0, name is 2-Iodoethanol, I believe this compound will play a more active role in future production and life.

Method B): R-lipoyl chloride (10.0g, 44.5mmol) and tetrahydrofuran (200mL) were added to the reaction flask, stirringN, N-dimethylaniline (16.2 g, 133.5 mmol) was added to the solution. The mixture was cooled in an ice bath and 2-iodoethanol (17.6 g, 102.3 mmol)The reaction mixture was reacted at 50 C for 3h. After treatment and purification, the crude product was recrystallized from a mixed solvent of ethyl acetate and n-hexane,R-lipoic acid was 2-iodoethyl ester, light yellow solid (14.1 g), yield 88%, the reaction formula is:

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, 2-Iodoethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhou Fushilai Pharmaceutical Co., Ltd.; Mo Guoning; (9 pag.)CN107089967; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com