Category: 41806-40-0

Some common heterocyclic compound, 41806-40-0, name is 1-Methylimidazole-5-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. Computed Properties of C5H6N2O2

[2514] Take crude (881) from Step A, and dissolve in DMF (60 ml), and add NH(OMe)Me(3.14 g), DEC(6.14 g), HOBT(2.16 g), NMM(11 ml), and stir at room temperature over night. Add 1.0 N HCL until acetic (pH=2), wash with diethyl ether. Add, while stirring, K2CO3 until basic pH=8, saturate with NaCl, and extract with (4×).CH2Cl2. Dry with MgSO4, filter and evaporate to obtain product (882) (3.23 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41806-40-0, its application will become more common.

Reference:
Patent; Schering Corporation; US2004/122018; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 41806-40-0, name is 1-Methylimidazole-5-carboxylic Acid, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Methylimidazole-5-carboxylic Acid

Oxalyl chloride (1.1 equiv, 1.1 mL) and 1-methyl-1H-imidazole-5-carboxylic acid 10bb-1 (0.2 g, 1.6 mmol) are added to dry acetonitrile (2.6 mL) in a flame-dried flask under nitrogen atmosphere. N,N-dimethylformamide (2 drops) is added to the mixture. The reaction stirred at room temperature for 4 h. A large volume of diethyl ether is added to precipitate the product and the precipitated product is collected. The solid collected (10bb-2) is used in the next step without further purification.

According to the analysis of related databases, 41806-40-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gladius Pharmaceuticals, Inc.; SUTTON, Larry D.; ZAMBONI, Robert; BUREAU, Patrick; HASSANPOUR, Avid; MAMANI LAPARRA, Laura; VIDAL, Marc; WOO, Simon; ZHOU, Nancy; KEENAN, Richard M.; (127 pag.)US2019/100534; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 41806-40-0, 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. 41806-40-0 name is 1-Methylimidazole-5-carboxylic Acid, 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.

EXAMPLE 72 (METHOD T); N-r4-(6,6-Dimethyl-4-oxo-4,5,6,7-tetrahvdrori.31thiazolor5.4-clpyridin-2-yl)-3,4- dihvdro-2H- 1 ,4-benzoxazin-6-yl]- 1 -methyl-lH-imidazole-5-carboxamide; To a stirred solution of Example 42 (0.025 g, 0.08 mmol) in DCM (1 mL) were added l-methylimidazol-5-ylcarboxylic acid (0.013 g, 0.10 mmol), DIPEA (0.02 mL, 0.10 mmol), EDC (0.030 g, 0.16 mmol) and HOBT (0.05 g, 0.04 mmol). The reaction mixture was stirred at r.t. for 18 h, then concentrated in vacuo. Purification by preparative HPLC (Method 6) gave the title compound (0.01 g, 29%) as a yellow oil. 6H (CDCl3) 9.25 (IH, s), 8.46-8.43 (IH, m), 7.33 (IH, dd, J8.9 and 2.4 Hz), 7.07 (IH, d, J 0.9 Hz), 7.02 (IH, d, J0.8 Hz), 6.94 (IH, d, J 8.9 Hz), 5.56 (IH, br. s), 4.36-4.29 (2H, m), 4.16-4.09 (2H, m), 4.11 (3H, s), 2.90 (2H, s), 1.40 (6H, s). LCMS (ES+) 439.4 (M+H)+, RT 2.69 minutes (Method 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methylimidazole-5-carboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; UCB PHARMA S.A.; WO2008/1076; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 41806-40-0, name is 1-Methylimidazole-5-carboxylic Acid, A new synthetic method of this compound is introduced below., Computed Properties of C5H6N2O2

EXAMPLE 14 3-Methyl-3H-imidazole-4-carboxylic acid (7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-amide Using 7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-ylamine and 3-methyl-3H-imidazole-4-carboxylic acid, the title compound was prepared. MS: m/e=389(M+H+).

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; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger David; Riemer, Claus; US2004/235915; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 41806-40-0, The chemical industry reduces the impact on the environment during synthesis 41806-40-0, name is 1-Methylimidazole-5-carboxylic Acid, I believe this compound will play a more active role in future production and life.

To a solution of 1-methyl-1 H-imidazole-5-carboxylic acid (45 mg, 0.36 MMOL) in DICHLOROMETHANE (3.6 mL) was added 6-CHLORO-2, 3,4, 9-tetrahydro-1H-carbazol-1- amine (95 mg, 0.43 MMOL), 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide (83 mg, 0.43 MMOL), and 1-hydroxybenzotriazole (54 mg, 0. 40 MMOL). After 5 minutes, triethylamine (100 muL, 0.72 MMOL) was added and the reaction was stirred at room temperature for 15 hours. The reaction mixture was diluted with dichloromethane, washed with water, 1 N hydrochloric acid, 1 N sodium hydroxide, brine, dried with magnesium sulfate, filtered, and concentrated. The residue was purified by PREPARATIVE chromatography (10-90% acetonitrile-water (0. 1% trifluoroacetic acid) ) and then diluted with ethyl acetate, washed with saturated aqueous sodium bicarbonate, and dried with magnesium sulfate to give 43 mg (36% yield) of a white SOLID. H-NMR (CDCI3) : 8 9.21 (s, 1H), 7. 43 (M, 1H), 7. 32 (s, 1H), 7. 30 (s, 1H), 7. 20 (d, 1H), 7.07 (dd, 1H), 6. 60 (d, 1H), 5.25 (m, 1H), 3. 81 (s, 3H), 2.67 (m, 2H), 2. 21 (m, 1H), 1.90 (m, 3H) ; MiS m/z 327 (M-1).

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-Methylimidazole-5-carboxylic Acid, other downstream synthetic routes, hurry up and to see.