Category: 575452-22-1

Reference of 575452-22-1, 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. 575452-22-1, name is 1-(1-Ethoxyethyl)-4-iodo-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 1-(1-etboxyethyl)-4-iodo-IH-pyrazole (84a)(5 g, 18.79 mmol)(Prepared as reported by Lin, Qiyan et al; Organic Leilers I 1(9): 1999-2002 (2009)) in ether (16 mL) cooled to -78C was added dropwise a solution of n-butyllithium (12.0 mL, 19.2rnmol) in hexane followed by stirring for 30 mins at -78 C. To the anion formed was addeda solution of 3-nitrobenzaldehyde (31a) (2.87 g, 18.79 mmol) in THF (24 mL) slowly at -78 C, stirred at -78 C for 2 h and then at room temperature for 2 h. The reaction mixturewas quenched with saturated amnionium chloride (50 m.L). The organic layer was separatedand the aqueous phase was extracted with ethyl acetate (75 mL). The organic layers werecombined washed with brine (60 rnL), dried over MgSO4, filtered and concentrated invacuum. The residue obtained was purified by flash column chromatography [(silica gel 80 g, eluting with hexanes/ethyl acetate (1:0 to 1: 1)] to furnish (I -(I -ethoxyethyl)- I H-pyrazol4-yl)(3-nitrophenyl)methanol (84b) (3.537 g, 64.6%) as a yellow gum; ?H NMR (300 MHz, DMSO-d4) 8.24 (s, I H), 8.11 (ddd, .1 = 8.1, 2.4, 1.1 Hz, I H), 7.82 (ddq, .1 = 7.8, 1.8, 1.0Hz, 1.H), 7.74 (d, .1 0.8 Hz, I H), 7.63 (t, J 7.9 Hz, 1H), 7.37 (s, 1 H), 6.04 (dd, .1 4.8,1.6 Hz, IH), 5.85 (d,.J=4.7 Hz, lH), 5.47 (q,J= 6.0 Hz, IH), 3.43 -3.35 (m, lH). 3.23-3.05 (rn, IH), 1.54 (d, J 6.0 Hz, 3H), 1.00 (td, J = 7.0, 0.6 Hz, 3H); MS (ES+) 314.184M+Na).

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-(1-Ethoxyethyl)-4-iodo-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; WU, Minwan; CHINTAREDDY, Venkat, R.; KUMAR, V., Satish; ZHANG, Weihe; WO2015/134998; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 575452-22-1, name is 1-(1-Ethoxyethyl)-4-iodo-1H-pyrazole, molecular formula is C7H11IN2O, 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: C7H11IN2O

General procedure: To a suspension of magnesium (1.3 equiv) in THF (for 1 mol of magnesium 700 mL of THF wereused), at the boiling temperature under argon atmosphere, ethyl bromide (1.4 equiv) was addeddropwise and left to stir at same temperature for one hour. Then the reaction mixture was cooleddown to given temperature and solution of starting pyrazole derivative 2a, 3a or 6a (1 equiv) inTHF (for 1 mol of pyrazole 350 mL of THF were used) was added dropwise at same temperature.After 1 hour of stirring at the same temperature dimethylformamide (1.5 equiv) was added to thereaction mixture dropwise and left to warm to room temperature overnight. Then saturated NH4Cl(5 equiv) solution in deionized water were added to the reaction mixture, organic layer wasseparated and NH4Cl solution was extracted with dichloromethane (for 1 mol of pyrazole 0.5 L ofdichloromethane were used) twice. Organic layers were combined, washed with deionized water(for 1 mol of pyrazole 0.5 L of water were used), dried with anhydrous Na2SO4 and evaporatedunder reduced pressure. Products were purified by distillation or 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 575452-22-1, its application will become more common.

Reference:
Article; Mazeikaite, Rita; Sudzius, Jurgis; Urbelis, Gintaras; Labanauskas, Linas; ARKIVOC; vol. 2014; 6; (2014); p. 54 – 71;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 575452-22-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 575452-22-1 name is 1-(1-Ethoxyethyl)-4-iodo-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To dry tetrahydrofurane (for 0.019 mol of starting material 40 mL of tetrahydrofurane was used),2.5 M n-BuLi solution in n-hexane (1.1 equiv.) was added dropwise under argon atmosphere at -78C temperature, following by addition of diisopropylamine (1.2 equiv.) at -78 C degree and left tostir at same temperature for 30 min. Then pyrazole 2a, 3a or 5a (1 equiv.) solution intetrahydrofurane (for 0,019 mol of protected pyrazole – 5 mL of THF were used) was added to thereaction mixture at -78 C temperature and left to stir at the same temperature for additional 30 min.Then dimethylformamide (1.3 equiv.) solution in tetrahydrofurane (for 0.025 mol ofdimethylformamide – 5 mL of THF were used) were added dropwise at -78 C degree and left towarm to room temperature overnight. Reaction mixture was cooled down to 5 C temperature andquenched with saturated NH4Cl solution in deionized water (for 0.019 mol of starting material – 12mL of saturated NH4Cl solution were used). Organic layer was separated, inorganic layer wasextracted with dichloromethane (3×10 mL). Organic layers were combined and washed withdeionized water (2×10 mL), dried with anhydrous Na2SO4 and evaporated under reduced pressure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(1-Ethoxyethyl)-4-iodo-1H-pyrazole, and friends who are interested can also refer to it.