Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 17289-25-7, name is (1-Methyl-1H-imidazol-4-yl)methanol, 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 17289-25-7, Application In Synthesis of (1-Methyl-1H-imidazol-4-yl)methanol

To a solution of intermediate 22 (5g, 44.64 [MMOL)] in [CH2CI2] (10 ml) at [0C] was added dropwise thionyl chloride (50 mi) and then the mixture was stirred at room temperature overnight and then at reflux for 3 hours. The mixture was concentrated under reduced pressure, and diethyl ether added. The resulting precipitate was filtered and dried to give the title product as a brown solid (4g, 53. [81%) ;’H] NMR (300 MHz, [D6-DMSO)] [] ppm: 9.25 (s, [1 H),] 7.8 (s, 1H), 4. 95 (s, 2H), 3.9 (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, (1-Methyl-1H-imidazol-4-yl)methanol, other downstream synthetic routes, hurry up and to see.

These common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, 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. Recommanded Product: 68282-53-1

COMPOUND 12.1. 26: N,N-DIETHYL-4-{7-HYDROXY-6-METHOXY-2-[(5- METHYL-1H-IMIDAZOL-4-YL)METHYL]-1,2,3, 4- TETRAHYDROISOOUINOLIN-1-YL} BENZAMIDE; To a solution of INTERMEDIATE 5.1. 12 (56 mg, o. 158 mmol) in anhydrous dichloromethane (3.5 mL) was added 4-methyl-lH-imidazole-5-carboxaldehyde (2. 5eq, 43 mg, 0.395 mmol) and followed by sodium triacetoxyborohydride (4eq, 134 mg, 0.623 mmol). The reaction mixture was stirred at room temperature for 20hr then quenched with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (2 x 20 mL), dried over MgS04. Solvent was removed and the residue purified by preparative column chromatography to give 60 mg (0.1339 mmol, 84%) of COMPOUND 12.1. 26 as a white solid. 1H NMR (500 MHz, CDC13) : 8 1.15 (br s, 3H), 1.30 (br s, 3H), 2.08 (s, 3H), 2.61 (m, 1H), 2.78 (m, 1H), 2.98 (m, 1H), 3.18 (m, 1H), 3. 36 (br s, 2H), 3.40 (d, J 10 Hz, 1H), 3. 58 (br s, 2H), 3. 68 (d, J 10 Hz, 1H), 3. 80 (s, 3H), 4.58 (s, 1H), 6.15 (s, 1H), 6.70 (s, 1H), 7.35 (d, J 8 Hz, 2H), 7.40 (d, J 8 Hz, 2H), 7.75 (s, 1H). 13C NMR (125 MHz, CDC13) : 5 9. 10, 12.00, 13.05, 27.75, 39.80, 43.80, 49.05, 55.25, 68.02, 111.15, 114.97, 125. 66,126. 13,127. 44,128. 00,129. 42, 129. 89, 133.19, 135.99, 144.60, 146.00, 146.82, 172.50. (+) LRESIMS m/z 449 (M+H)+.

The synthetic route of 5-Methyl-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

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 716-79-0 as follows. Application In Synthesis of 2-Phenyl-1H-benzo[d]imidazole

General procedure: To a stirred solution of 2-phenyl-1H-benzo[d]imidazole 7a (50 mg, 0.26 mmol) and NaH (7 mg, 0.31 mmol) in DMF (0.5 mL) was added methyl bromoacetate (29 muL, 0.31 mmol) dropwise. After stirring at room temperature for 16 h, the reaction mixture was extracted with EtOAc (3 ~ 20 mL) and washed with H2O (~ 20 mL). The organic layer was dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, n-hexane/EtOAc 2/1) to yield the title product 8a (35 mg, 50percent). 1H NMR (300 MHz, CDCl3) delta ppm 7.87 (m, 1H) 7.72 (m, 2H) 7.54 (m, 3H) 7.35 (m, 3H) 4.93 (s, 2H) 3.82 (s, 3H); LC/MS (ESI+, MeCN/H2O): m/z: calcd for C15H13N2O2: 253.09 [M + H]+; found: 253.1.

According to the analysis of related databases, 716-79-0, the application of this compound in the production field has become more and more popular.

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 71759-89-2 as follows. Application In Synthesis of 5-Iodo-1H-imidazole

4-Iodoimidazole (0101-1) (10.0 g, 51.6 mmol, 1.0 eq.)Dissolved in 150 ml of tetrahydrofuran,Triphenylmethyl chloride (17.2 g, 61.7 mmol, 1.2 equivalents) andTriethylamine (14.5 ml, 10.4 mmol, 2.0 eq),Heat to 80C and react overnight.Cooled to room temperature, concentrated under reduced pressure, added ethyl acetate, washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Methanol and a small amount of dichloromethane were added and stirred for half an hour. The solid was collected by suction, washed twice with methanol, and vacuum dried. ,4-Iodo-1-trityl-1H-imidazole (16 g, yield: 71%) was obtained as a white solid.

According to the analysis of related databases, 71759-89-2, the application of this compound in the production field has become more and more popular.

Reference of 16042-25-4, 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 16042-25-4 as follows.

A mixture of 3-(N-hydroxycarbamidoyl)-piperidine-l -carboxylic acid tert-butyl ester (0.25 g, 1.03 mmol, prepared as described in Example 5 (C)), lH-imidazole-2- carboxylic acid (116 mg, 1.03 mmol), HOBT (161 mg, 1.05 mmol), EDCLHCl (0.3 g, 1.55 mmol) and dry triethylamine (0.29 mL, 2.05 mmol) in dry DCM (10 mL) was stirred for 4h at ambient temperature, under nitrogen atmosphere. The solution was then concentrated under vacuum and the crude was purified on silica gel (eluent: DCM: MeOH 20:1) to afford 100 mg of 3-{[(hydroxyimino]-[(lH-imidazole-2- carbonyl)-amino] -methyl }-piperidine-l -carboxylic acid tert-butyl ester (yield: 29%; LCMS (RT): 2.54 min (Method B); MS (ES+) gave m/z: 357.95 (MH+).).A solution of 3-{[(hydroxyimino]-[(lH-imidazole-2-carbonyl)-amino]- methyl}-piperidine-l-carboxylic acid tert-butyl ester (0.1 g, 0.3 mmol) and DIEA (0.043 mL, 0.3 mmol) in MeCN (4 mL) was heated for 30 min at 150 in a sealed tube under microwave irradiation. Upon cooling a white solid precipitated which was collected by filtration to afford 43 mg of the title compound.Yield: 45% (white solid); LCMS (RT): 2.97 min (Method B); MS (ES+) gave m/z: 320.1 (MH+). EPO 17(B) 3-[5-(lH-imidazol-2-yl)-[l,2,4]oxadiazol-3-yl]-rhoiperidine trifluoroacetate.

According to the analysis of related databases, 16042-25-4, the application of this compound in the production field has become more and more popular.

Reference of 68282-53-1, The chemical industry reduces the impact on the environment during synthesis 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, I believe this compound will play a more active role in future production and life.

COMPOUND 14.1. 5: N*N-DIETHYL-4- {6-METHOXY-7-(4- METHOXYPHENOXY)-2-r (5-METHYL-lH-IMIDAZOL-4-YL) METHYL]-1 2, 3,4- TETRAHYDROISOQUINOLIN-1-YL} BENZAMIDE; To INTERMEDIATE 10.2. 3 (38 mg, 0.068 mmol) was added a solution of hydrogen chloride in 1, 4-dioxan (4M, 1 mL) at RT and the mixture was stirred for 1 hr. Solvent was removed by applying a stream of nitrogen and followed by under vacuum. The dried residue was re-dissolved in 1,2-dichloroethane (5 mL). To this solution were added 4-methyl-lH-imidazole-5-carboxaldehyde (9 mg, 0.0816 mmol, 1.2 eq) and sodium triacetoxyborohydride (43 mg, 0.2036 mmol, 3eq). The reaction mixture was stirred at room temperature for overnight and then quenched with saturated aqueous sodium bicarbonate (2 mL), extracted with ethyl acetate (2 x 10 mL). The combined extracts were washed with brine (2 x 5 mL), dried over MgSO4 and concentrated. Product was purified by flash chromatography to afford COMPOUND 14.1. 5 (11 mg, 0.020 mmol, 29%). 1HNMR (CDC13, 500 MHz): No. 1. 10 (br s, 3H), 1. 25 (br s, 3H), 2.11 (s, 3H), 2.58 (br m, 1H), 2.78 (br m, 1H), 2.96 (m, 1H), 3.07 (br m, 1H), 3.22 (br s, 2H), 3.36 (d, J 13 Hz, 1H), 3.54 (br s, 2H), 3.59 (d, J 13 Hz, 1H), 3.75 (s, 3H0, 3.82 (s, 3H), 4.50 (s, 1H), 6.27 (s, 1H), 6.58 (s, 1H), 6.73 (s, 3H), 7.22-7. 35 (m, 5H). 13C NMR (125 MHz, CDC13) : 8 10.94, 13.12, 14.44, 28.46, 39.67, 43.67, 46. 88, 49.13, 55.87, 56.24, 67.53, 112.49, 114.74, 118.26, 120.71, 126.52, 129.79, 130.79, 132. 91, 136.30, 144.17, 145.25, 149.95, 151.76, 155. 89, 171.52. (+) LRESIMS m/z 555 [M+H] +.

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, 5-Methyl-1H-imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference of 492-98-8, A common heterocyclic compound, 492-98-8, name is 1H,1’H-2,2′-Biimidazole, molecular formula is C6H6N4, 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.

Synthetic example 11 :1 ,r-bis(4-bromobenzyl)-1H,1 ‘H^’-biimidazole11To a mixture of 1H,1 W-2,2′-biimidazole (2.1 g, 15.7 mmol) in DMF at 0 “C was added NaH (1.32 g of a 60% dispersion in mineral oil, 32.8 mmol). The mixture was allowed to warm to room temperature and stirred for 30 min. 1-bromo-4- (bromomethyl)benzene (11.7 g, 46.8 mmol) was added and the mixture was heated to 80 “C and stirred (2h). The mixture was cooled to room temperature and saturated aqueous NH4CI (2 mL) was added and the mixture was concentrated. The mixture was diluted with CH2CI2 and Eta20 and the organic phase was separated. The aqueous phase was re-extracted (CH2CI2) and the combined organics were washed (saturated aqueous NaCI), dried (MgS04), filtered and concentrated to give a solid residue. The residue was purified by flash chromatography (EtOAc/CH2CI2 0:100 then 50:50 then 80:20) to give l .l’-bisi^bromobenzy -I ^^’-biimidazole (4.12 g, 56%) as a colourless solid. 1H NMR (CDCI3) 400 MHz) delta 5.66 (s, 4H), 6.86 -.6.91 (m, 4H), 6.93 (d( J 1.2 Hz, 2H), 7.11 (d, J 1.2 Hz, 2H), 7.33 – 7.39 (m, 4H); 13C NMR (CDCI3, 100 MHz) 5 50.2, 121.5, 121.7, 128.5, 129.1 , 131.8, 136.3, 138.0; HRMS (El) m/z 469.9741 C2oHi6 4Br2 [M]+” requires 671.2918.

The synthetic route of 492-98-8 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. 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Methyl-1H-imidazole-4-carboxylic acid

A mixture of the amine 32 (500 mg, 1.5 mmol), N-methyl-imidazol-4-yl carboxylic acid ( 212 mg, 1.7 mmol), HOBT (218 mg, 1.6 mmol), DCC (353 mg, 1.8 mmol) and triethyl amine (0.64 ml, 4.6 mmol) in dry dichloromethane (15 ml) was stirred at room temperature for 5 days. The reaction mixture was poured into ethyl acetate and washed with 1 N NaOH (1 X), brine (1 X), dried and concentrated. The crude product was purified by chromatography using the ISCO purification system to provide the desired product 33 (590 mg) as a solid. 1H NMR (400 MHz, CHLOROFORM-d) deltappm 1.25 (s, 2 H) 1.43 (s, 8 H) 1.58 (s, 5 H) 1.85 (s, 2 H) 2.01 (s, 1 H) 2.14 (s, 1 H) 2.50 (s, 3 H) 2.58 (s, 1 H) 2.74 (s, 1 H) 3.69 (s, 5 H) 3.88 (s, 1 H) 5.18 (s, 1 H) 7.25 (S, 2 H) 7.40 (s, 2 H); LCMS (m/z) 435.0 (M+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 41716-18-1.

These common heterocyclic compound, 17289-26-8, name is 1-Methyl-1H-imidazole-4-carbaldehyde, 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. HPLC of Formula: C5H6N2O

2-Amino-5-methyl-4-phenylthiophene-3-carboxamide 123 (1.0 eq) was refluxed with 1-methylimidazole-4-carboxaldehyde (1.1 eq) in acetic (5 mL) acid for 24h. After completion of the reaction (confirmed by TLC), solution was cooled and diluted with water. The precipitate was filtered off and dried to give compound 126 (Yield -87%) as a brown solid. The scale was calculated on 700 mg theoretical yield of product. Yield: 609 mg (87 %).

The synthetic route of 1-Methyl-1H-imidazole-4-carbaldehyde has been constantly updated, and we look forward to future research findings.

Related Products 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.

Triethylamine (31 muL, 0.22 mmol) was added to a solution of 1-methyl-1H-imidazole-4-carboxylic acid (Combi-Blocks, catNo.HI-1090: 11 mg, 0.088 mmol), 2,2,2-trifluoro-N-[(4-methylpiperidin-4-yl)methyl]-N-[(1R,2S)-2-phenylcyclopropyl]acetamide (Example 44, Step 3: 15 mg, 0.044 mmol) and (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (46 mg, 0.088 mmol) in N,N-dimethylformamide (0.8 mL). The resulting mixture was stirred at room temperature for 4 h then NaOH (15 wt percent in water, 0.5 mL) was added. The reaction mixture was stirred at 40° C. overnight then cooled to room temperature and purified by prep-HPLC (pH=2, acetonitrile/water+TFA) to give the desired product as the TFA salt. LC-MS calculated for C21H29N4O (M+H)+: m/z=353.2. found 353.2.

The synthetic route of 41716-18-1 has been constantly updated, and we look forward to future research findings.