Tag: M.W=100-200

Synthetic Route of 24134-09-6, 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 24134-09-6 as follows.

Preparation 163 4-(1,2-dimethyl-1H-imidazol-5-yl)aniline Tetrakis(triphenylphosphine)palladium (0.053 g, 0.046 mmol) was added to a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.1 g, 0.456 mmol), 5-bromo-1,2-dimethyl-1H-imidazole (0.088 g, 0.502 mmol) and cesium fluoride (0.208 g, 1.369 mmol) in DME/MeOH (2/1, 2.9 mL). The reaction mixture was heated for 10 minutes at 150 C. under microwave irradiation. The reaction was diluted with EtOAc and quenched with water. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure. The crude mixture was purified using Biotage silica gel column chromatography eluting with 1 to 5% MeOH/aq. NH3 (10/1) in DCM followed by filtration through a SCX-2 column to afford the title product as a white solid (48 mg, 56%). 1H NMR (500 MHz, CDCl3): delta 2.42 (s, 3H), 3.46 (s, 3H), 3.81 (br s, 2H), 6.71-6.74 (m, 1H), 6.85 (s, 1H), 7.12-7.14 (m, 1H). LC (Method B)-MS (ESI, m/z) tR 0.24 min, 188 [M+H]+

According to the analysis of related databases, 24134-09-6, the application of this compound in the production field has become more and more popular.

Electric Literature of 41716-18-1,Some common heterocyclic compound, 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, molecular formula is C5H6N2O2, 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: To a solution of 1-methyl-1Himidazole-4-carboxylic acid (0.50 g, 4.0 mmol), 1-hydroxybenztriazole monohydrate (0.74 g, 4.8 mmol), and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.92 g, 4.8 mmol) in acetonitrile (10 mL) was added a solution of 3-(trifluoromethoxy) benzylamine 8(0.84 g, 4.4 mmol) in acetonitrile (10 mL), and the mixture was stirred at room temperature for overnight. The reaction mixture was concentrated in vacuo, and saturated aqueous NaHCO3solution was added to the residue. After extraction with ethyl acetate, the organic layer was dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was purified using silica gel column chromatography (0?10percent MeOH in CHCl3) to obtain 9(1.18 g, 98percent) as a colorless powder

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-imidazole-4-carboxylic acid, its application will become more common.

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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Product Details of 1003-21-0

To a solution of 5-bromo-1-methyl-1H-imidazole (0.074 g, 0.46 mmol) in DCM (5 mL) was added ethyl magnesium bromide (0.153 mL, 0.46 mmol; 3M in diethyl ether) dropwise over a 10 minute period. The resulting cloudy mixture was stirred at room temperature for 20 minutes, cooled in an ice bath to 0 C. and (4-chloro-2-methoxy-3-(4-(methylsulfonyl)benzyl)quinolin-6-yl)(4-chlorophenyl)methanone (0.10 g, 0.20 mmol, Intermediate 22: step b) dissolved in THF (3 mL) was added. The cold bath was removed and the reaction mixture stirred at room temperature for 10 minutes then heated in an 80 C. oil bath for 16 hours. The mixture was cooled to room temperature, H2O added followed by 6M aqueous HCl to a neutral pH. The aqueous mixture was extracted with DCM (2*). The combined DCM extracts were dried over Na2SO4, filtered, concentrated under reduced pressure, chromatographed (0-10% MeOH in CH2Cl2) then further purified by Gilson HPLC(H2O/acetonitrile/1% TFA) to afford the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.17 (s, 3H) 3.53 (s, 3H) 4.03 (s, 3H) 4.36 (br. s., 2H) 6.96 (s, 1H) 7.38 (d, J=8.59 Hz, 2H) 7.48 (t, J=8.84 Hz, 4H) 7.55-7.68 (m, 2H) 7.76-7.94 (m, 3H) 8.11 (s, 1H) 9.12 (br. s., 1H); MS (ESI) 582.

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.

Electric Literature of 4331-29-7, These common heterocyclic compound, 4331-29-7, name is 1H-Benzo[d]imidazol-7-amine, 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.

Adenine (17.4 g, 0.13 mol),Sodium carbonate (15.9 g, 0.15 mol)1R-propylene carbonate (15.8 g, 0.15 mol)Was dissolved in 50 mL of N-methylpyrrolidone,Heated to 90 ~ 125 ° C,Insulation at 90 ~ 125 ° CReaction 3 ~ 6 hours;Down to room temperature,Under a argon atmosphere, magnesium tert-butoxide (23.8 g, 0.14 mol) was added,Heating up to 30 ~ 45,Insulation reaction 0.5 ~ 1 hour;DripP-toluenesulfonyloxymethylphosphonic acidDiethyl ester (48.3 g, 0.15 mol)Insulation at 30 ~ 45 ° C continue to react 4 ~ 6 hours; the system down to room temperature,The reaction system was concentrated under reduced pressure to give a viscous oily substance intermediate 2;To the resulting intermediate 2 was added 130 g of concentrated sulfuric acid,Heating up to 90 ~ 110 ° C,Insulation reaction 3 ~ 6 hours;Down to room temperature,The reaction was continued at room temperature for 1 to 2 hours,Filter,The filter cake was washed twice with 150 mL of 5 wtpercent dilute sulfuric acid aqueous solution, The filtrate with sodium hydroxide solution rhoEta = 2 ~ 3,Crystallization overnight, cooling to 0 ~ 3 ° C,So that the crystallization for 3 hours;Filter,The filter cake was washed once with 30 mL of water,50 mL of water and acetone (V / V = 1: 1) was washed twice,50mL acetone washed once;Vacuum drying,Tylenolide 31g,The total molar yield was 83.8percentHPLC purity of 98.5percent

Statistics shows that 1H-Benzo[d]imidazol-7-amine is playing an increasingly important role. we look forward to future research findings about 4331-29-7.

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. 14486-52-3, name is 1-Methyl-2-(methylthio)imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 14486-52-3

A. 2-Methylthio-3-methyl-1-(2-mercaptoethyl)imidazolium trifluoromethanesulfonate STR193 Trifluoromethanesulfonic acid (1.38 mL, 0.015 mol) was added dropwise to 2-methylthio-1-methylimidazole1 (4.0 g), 0.03 mol) at 0 C. under N2. Ethylene sulfide (0.9 mL, 0.015 mol) was then added and the mixture was heated at 55 C. under N2 for 24 h. The reaction mixture was triturated with ether (3x) and the residue was taken up in acetone, filtered and evaporated. This gave the product (4.2 g, 82%) as a semicrystalline solid which was used as such without further purification. ir(film) numax: 2550 (w, sh) cm-1; ‘Hnmr (d6 -acetone) delta: 7.97 (s, 2H), 4.66 (t, J=7 Hz, 2H, methylene), 4.17 (s, 3H, N-Me), 3.20 (d of t, J=7 Hz, J’=9 Hz, 2H, methylene), 2.72 (s, 3H, S-Me), 2.20 (t, J =9 Hz, 1H, –SH).

The synthetic route of 14486-52-3 has been constantly updated, and we look forward to future research findings.

Reference of 92507-97-6, 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. 92507-97-6 name is 1-ethyl-2,3-dimethylimidazolium chloride, 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.

3. 1-ethyl-3-methyl-2-methylene imidazoline 5.96 g (37.12 mmol) 1-ethyl-2,3-dimethyl-imidazolium chloride and 2.98 g (74.24 mmol) KH are mixed in a 250 ml flask in a glove box. 100 ml THF is added to the solution, and this is stirred for 60 h at room temperature. The reaction mixture obtained is filtrated over celite, and all components which are volatile at room temperature are condensed from the solution. Subsequently, the product is distilled at 160 C./0.1 mbar in a Schlenk tube cooled with nitrogen. Yield: approx. 70% (colorless liquid extremely sensitive to humidity, which quickly colors yellow under partial decomposition at room temperature). 1H-NMR (C6D6, 200 MHz): delta=0.92 (t, 3H, NCH2CH3), 2.56 (s, 3H, NCH3), 2.65 (s, 2H, CCH2), 3.00 (q, 2H, NCH2CH3), 5.56 (d, 1H, EtNCH), 5.61 (d, 1H, MeNCH). 13C-NMR (C6D6, 50 MHz): delta=12.64 (NCH2CH3), 32.49 (CCH2), 39.82 (NCH3), 40.42 (NCH2CH3), 110.94 (EtNCH), 113.27 (MeNCH), 151.80 (NCN).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-ethyl-2,3-dimethylimidazolium chloride, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 32673-41-9, name is 4-Imidazolemethanol hydrochloride, belongs to imidazoles-derivatives 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 32673-41-9, Safety of 4-Imidazolemethanol hydrochloride

Step A Preparation of 1-triphenylmethyl-4-(hydroxymethyl)-imidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in 250 mL of dry DMF at room temperature was added triethylamine (90.6 mL, 650 mmol). A white solid precipitated from the solution. Chlorotriphenylmethane (76.1 g, 273 mmol) in 500 mL of DMF was added dropwise. The reaction mixture was stirred for 20 hours, poured over ice, filtered, and washed with ice water. The resulting product was slurried with cold dioxane, filtered, and dried in vacuo to provide the titled product as a white solid which was sufficiently pure for use in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Imidazolemethanol hydrochloride, and friends who are interested can also refer to it.

25676-75-9, name is 4-Bromo-1-methylimidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 25676-75-9

General procedure: A mixture of 4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)phenyl boronic acid (50 mg, 0.14 mmol), Cs2CO3 (135 mg, 0.41 mmol), Pd(PPh3)4(23.93 mg, 0.02 mmol) and 4-bromo-1H-imidazole (26 mg, 0.18 mmol) was purged with nitrogen before adding degassed dioxane (690 muL) and water (230 muL) and heating in a microwave for 40 min at 150 C. After cooling, the aqueous layer was removed with a pipette, and the organic layer was diluted with DMSO (1 mL) and filtered through a 0.2 mum filter. The filtrate was concentrated to a volume of 1 mL and purified by Gilson HPLC (20-75% MeCN/10 mM NH4OAc in water). The fractions were concentrated and lyophilized to yield the product (19 mg, 0.049 mmol, 35%). 1H NMR (DMSO-d6) delta ppm 12.11 (s, 1H), 9.76 (s, 1H), 8.59 (d, 1H), 7.97 (d, 2H), 7.85 (td, 1H), 7.70 (s, 1H), 7.67 (s, 1H), 7.56 (m, 2H), 7.36 (dd, 1H), 7.21 (d, 1H), 7.15 (d, 2H), 5.27 (s, 2H), 2.18 (s, 3H). LCMS (M+H) = 385.

The synthetic route of 25676-75-9 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, belongs to imidazoles-derivatives 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 1615-14-1, Quality Control of 2-(1H-Imidazol-1-yl)ethanol

Example 10: 2-Imidazol-l-ylethyl 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)- quinoIine-3-carboxyIate. To a suspension of 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)-quinoline-3- carboxylic acid (1.0 g, 2.8 mmol) in dry tetrahydrofuran (15 mL) at 0 0C under nitrogen atmosphere was added l-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (2.0 g, 11.2 mmol), hydroxybenzotriazole (HOBt, 0.64 g, 4.84 mmol), triethylamine (3.2 mL, 2.3 mmol) and 2-hydroxyethylimidazole (0.65 g, 3.4 mmol). The reaction mixture was slowly brought to room temperature and stirred for 12 hours. The reaction mixture was concentrated in vacuo and after aqueous work up, extracted with dichloromethane, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified on column (flash chromatography on alumina gel, chloroform/methanol 99.8 : 0.2) to give 0.25 g (23 % yield) of 2-imidazol-l-ylethyl 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)quinoline-3-carboxylate as a pale yellow solid. LC-MS (m/z) 446.2 (M+l). 1H NMR delta (CDCl3) 10.65 (s, IH), 9.16 (s, IH), 8.05 (dd, IH, J1 = 8.7 Hz, J2 = 1.8 Hz), 7.97 (d, IH, J= 8.7 Hz), 7.84 (s, IH), 7.76 (s, IH), 7.22-7.10 (m, 3H), 7.08 (s, IH), 6.97 (d, 2H, J= 9.0 Hz), 5.67 (broad s, IH), 4.75 – 4.60 (m, 2H), 4.50-4.35 (m, 2H), 3.87 (s, 3H), 2.88 (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-(1H-Imidazol-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, belongs to imidazoles-derivatives 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 41716-18-1, Safety of 1-Methyl-1H-imidazole-4-carboxylic acid

f) {(S)-3-[1-(6-Methoxy-5-methyl-pyridin-3-yl)-2,3-dihydro-1H-pyrido[3,4-b][1,4]oxazin-7-yloxy]-pyrrolidin-1-yl}-(1-methyl-1H-imidazol-4-yl)-methanone A mixture of 1-methyl-1H-imidazole-4-carboxylic acid (CAS registry 41716-18-1) (15 mg, 0.12 mmol), HBTU (53 mg, 0.14 mmol) and DIPEA (0.025 ml, 0.14 mmol) in DMF (0.6 ml) was stirred at rt for 5 min. A solution of 1-(6-methoxy-5-methyl-pyridin-3-yl)-7-((S)-pyrrolidin-3-yloxy)-2,3-dihydro-1H-pyrido[3,4-b][1,4]oxazine (0.037 g, 0.11 mmol) in DMF (0.6 ml) was added. After stirring for 20 h at rt water was added and the reaction mixture and was extracted with EtOAc. Combined organic layers were washed with brine, dried over Na2SO4, filtered and evaporated. The crude product was purified by prep. RP-HPLC (column SunFire C18, H2O+0.1percent TFA/ACN+0.1percent TFA 90:10 to 60:40 in 16 min) to provide the title compound as a pale yellow foam (24 mg, 49percent yield). HPLC RtM1=0.74 min; ESIMS: 451 [(M+H)+]. 1H NMR (400 MHz, DMSO): delta 8.00 (m, 1H), 7.58-7.63 (m, 3H), 7.53 (d, 1H), 5.51 (d, 1H), 5.29-5.40 (m, 1H), 4.23-4.29 (m, 2H), 3.99 (s, 3H), 3.77-4.19 (m, 2H), 3.66 (m, 5H), 3.39-3.63 (m, 2H), 2.15 (s, 3H), 1.89-2.11 (m, 2H).

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.