Category: 139756-02-8

139756-02-8, These common heterocyclic compound, 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, 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.

Step 8 2-Methyl-4-(2-propoxybenzoylamino)-5-propyl-2H-pyrazole-3-carboxamide: A solution of 2-propoxybenzoic acid (13.7 g, 76.1 mmol) and thionyl chloride (36.2 g, 304.4 mmol) in dry dichloromethane (80 mL) was heated for 3 hours at reflux. The solvent and excess thionyl chloride were distilled off under reduced pressure. The residue was taken up in dry dichloromethane (60 mL) and reacted with a solution of 4-amino-2-methyl-5-propyl-2H-pyrazole-3-carboxamide (12.6 g, 69.2 mmol), dry triethylamine (7 g, 69.2 mmol) and 4-(N,N-dimethylamino)pyridine (84.5 mg, 0.7 mmol) in dry dichloromethane (200 mL) at 0 C. Stirring was maintained for 1 hour, and the reaction mixture was successively washed with water (150 mL), saturated aqueous sodium carbonate solution (200 mL) and saturated brine (200 mL). The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated to about 60 mL, and then hexane (150 mL) was added to give precipitate product as a white solid (22 g, 92%). 1H NMR (300 MHz, CDCl3) delta 9.47 (s, 1H), 8.28 (d, 1H, J=7.8 Hz), 7.87 (br.s, 1H), 7.57-7.52 (m, 1H), 7.16-7.05 (m, 2H), 5.53 (s, 1H), 4.20 (t, 2H, J=6.6 Hz), 4.09 (s, 3H), 2.54 (t, 2H, J=7.5 Hz), 1.97-1.85 (m, 2H), 1.69-1.26 (m, 2H), 1.07 (t, 3H, J=7.2 Hz), 0.95 (t, 3H, J=7.5 Hz). LC-MS: m/z=345 (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 139756-02-8.

139756-02-8, A common heterocyclic compound, 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, molecular formula is C8H14N4O, 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.

Example 1: 1-methyl-5-{2-propyloxy-5-[bis(2-acetoxyethyl)amidosulfonyl]phenyl}-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one Step 1: preparation of 4-{2-propoxy-5-[bis(2-acetoxyethyl)amidosulfonyl]benzoylamino}-1-methyl-3-n-propylpyrazolo-5- carboxamine [Show Image] 2-propoxy-5-[bis(2-acetoxyethyl)amidosulfonyl]benzoic acid (0.43g, 1mmol) was dissolved in CH2Cl2 (20mL), Carbonyldiimidazole (CDI, 3mmol) was added to the solution and stirred at room temperature for 0.5 hours, then 4-amino-3-propylpyrazolo-5-carboxamine (0.18g, 1mmol) was added and stirred another 1-6h, the stopping point was detected by TLC. When the reaction was finished, the reaction mixture was washed with the ammonium chloride solution and brine, the CH2Cl2 layer was dried over anhydrous magnesium sulfate and the solvent was concentrated to dryness under reduced pressure, the resulting residue was recrystallized from alcohol to get white powder (0.51g), yield 86%.

The synthetic route of 139756-02-8 has been constantly updated, and we look forward to future research findings.

139756-02-8, Adding a certain compound to certain chemical reactions, such as: 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, belongs to pyrazoles-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 139756-02-8.

Synthesis of Bm; Step 7: 4-amino-i-methyl-3-propyl-iH-pyrazole-5-carboxamide (1 eq) and 2-chlorobenzaldehyde (1.1 eq) were suspended in ethanol 5 ml and the mixture heated at 65 C for 2 hours after conformation of forming of imine by TLC. AddedCuC12 (3 eq) and the reaction mixture heated at 70 C under 02 for 2 hours. After completion of the reaction, the ethanol was removed under vacuum. Then workup with ethyl acetate and water. Separate the organic layer and Water layer re-extracted with 2x25m1 ethyl acetate. The combined organic layers are washed with brine solution, concentrated under vacuum. The residue was purified by column chromatography onsilica the desired product Bm as a white solid; yield 88%. ?H NMR (200 MHz CDC13) oe12.06 (s 1H ),8.0i (M, 1H), 7.45 (m, 1H), 7.32 (td, J= 7.8, 1.5 Hz, 1H), 7.21 (td, J=7.5, 1.4 Hz, 111), 4.05 (s, 3H), 3.03 (t, J= 7.4 Hz, 2H), 1.86 (m, 211), 1.06 (t, J- 7.4 Hz,3H). MASS: ESI [M + H] + : 287.12; Elemental anal. calcd. for C15H15FN40 ; C,62.93; H, 5.28; F, 6.64; N, 19.57; 0, 5.59; found C, 62.88; H, 5.31; F, 6.64; N, 19.57;0,5.61.

According to the analysis of related databases, 139756-02-8, the application of this compound in the production field has become more and more popular.

A common compound: 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 139756-02-8

Synthesis of BJ Step 7. 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide (1 eq) and 4-methoxy-3-nitrobenzaldehyde (1.1 eq) were suspended in ethanol 5 ml and the mixture heated at 75 C for 2 hours after conformation of forming of imine by TLC. Added CuC12 (3 eq) and the reaction mixture heated at 75 C under 02 for 2 hours. Aftercompletion of the reaction, the ethanol was removed under vacuum. Then workup with ethyl acetate and water. Separate the organic layer and Water layer re-extracted with 2×25 ml ethyl acetate. The combined organic layers are washed with brine solution, concentrated under vacuum. The residue was purified by column chromatography on silica the desired product Bf as a brown solid; yield 88%. ?H NMR (400 MHz, DMSO)6: 12.54 (s 1H) 8.61 (s, 1H), 8.37 (d J=8.8 Hz 1H), 7.39 (d, J8.8 Hz 1H), 4.13 (s, 3H),3.84 (s, 3H), 2.78(t J=7.4Hz 2H), 1.76(m 2H), 0.95(tJ= 7.4Hz 3H). MASS: ESI [M +H] . 344.13; Elemental anal. calcd. for C16H17N504 C, 55.97; H, 4.99; N, 20.40; 0,18.64; found C, 55.87; H, 5.03; N, 20.43; 0, 18.67.

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, 139756-02-8, other downstream synthetic routes, hurry up and to see.

The chemical industry reduces the impact on the environment during synthesis 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, I believe this compound will play a more active role in future production and life. 139756-02-8

General procedure: A mixture of 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide 1a (1.0 mmol), Ketones 2(1.0 mmol) and InCl3 (10 mol%,) in acetonitrile (6 mL) was stirred at room temperature for the time indicated in Table 3. After completion of the reaction (indicated by TLC) the reaction mixture was filtered and wash with acetonitrile (2 X 5 mL) to remove the insoluble catalyst. The filtrate was collected and concentrated under vacuum. The solid isolated was triturated with MTBE (10 mL), filtered and dried to give the desired product.

The chemical industry reduces the impact on the environment during synthesis 139756-02-8. I believe this compound will play a more active role in future production and life.