Category: 1124-16-9

Adding a certain compound to certain chemical reactions, such as: 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, 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 1124-16-9, Recommanded Product: 5-Amino-1-isopropyl-3-methylpyrazole

Example 41a 2-[(5-Chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]-N-(methyloxy)benzamide A microwave tube was charged with 2-[(2,5-dichloro-4-pyridinyl)amino]-N-(methyloxy)benzamide (70 mg, 0.224 mmol), {3-methyl-1-(1-methylethyl)-1H-pyrazol-5-amine (70 mg, 0.503 mmol) and cesium carbonate (230 mg, 0.706 mmol). The reaction mixture was degassed with nitrogen for 10 min. At same time, BINAP (50 mg, 0.080 mmol) and palladium(II) acetate (10 mg, 0.045 mmol) were added. The reaction mixture was heated in a microwave at 160 C. for 40 min. The crude material was purified on reverse-phase HPLC (Gilson) eluding with CH3CN/H2O with 0.1% formic acid which gave a title compound (15 mg, 15%); MS: M (C20H23ClN6O2)=414.89, (M+H)+=415, 416; 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 9.42 (br. s., 1H) 8.71 (br. s., 1H) 8.02 (s, 1H) 7.54 (br. s., 1H) 7.06 (t, J=7.5 Hz, 1H) 6.48 (s, 1H) 6.32 (br. s., 1H) 5.86 (s, 1H) 4.47 (dt, J=13.4, 6.7 Hz, 1H) 3.92 (s, 3H) 2.26 (s, 3H) 1.41-1.43 (d, J=6.6 Hz, 2H).

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-Amino-1-isopropyl-3-methylpyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ADAMS, Jerry Leroy; Faitg, Thomas H.; Johnson, Neil W.; Lin, Hong; US2010/113475; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1124-16-9, These common heterocyclic compound, 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, 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.

2-[(5-Chloro-2-{[3-methyl- 1 -(1 -methylethyl)- 1 H-pyrazol-5-yllami no)-4-pyridi nyl)aminol-N( methyloxy)benzamideA microwave tube was charged with 2-[(2,5-dichloro-4-pyridinyl)amino]-N- (methyloxy)benzamide (70 mg, 0.224 mmol), {3-methyl-1-(1-methylethyl)-1H-pyrazol-5- amine (70 mg, 0.503 mmol) and cesium carbonate (230 mg, 0.706 mmol). The reactionmixture was degassed with nitrogen for 10 mm. At same time, BINAP (50 mg, 0.080 mmol) and palladium(ll) acetate (10 mg, 0.045 mmol) were added. The reaction mixture was heated in a microwave at 160 C for 40 mm. The crude material was purified on reverse-phase HPLC (Gilson) eluting with CH3CNH20 with 0.1% formic acid which gave a title compound (15mg, 15%); MS: M(C20H23C1N602) = 414.89, (M+H) = 415, 416; 1H NMR(400 MHz, CHLOROFORM-d) 6 ppm 9.42 (br. s., 1 H) 8.71 (br. s., 1 H) 8.02 (s, 1 H) 7.54 (br. s., 1H) 7.06 (t, J=7.5 Hz, 1 H) 6.48 (s, 1 H) 6.32 (br. s., 1 H) 5.86 (s, 1 H) 4.47 (dt, J=13.4, 6.7 Hz, 1 H) 3.92 (s, 3 H) 2.26 (s, 3 H) 1.41 – 1.43 (d, J = 6.6 Hz, 2H).

The synthetic route of 1124-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; AUGER, Kurt, R.; DAR, Mohammed, M.; FLEMING, Ronald, A.; WO2013/3575; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, 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: 5-Amino-1-isopropyl-3-methylpyrazole

2-[(5-Chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]benzonitrile The solution of 2-[(2,5-dichloro-4-pyridinyl)amino]benzonitrile (110 g, 396 mmol), 3-methyl-1-(1-methylethyl)-1H-pyrazol-5-amine (55.1 g, 396 mmol), and cesium carbonate (387 g, 1187 mmol) in 1,4-dioxane (2.5 L) was degassed by N2 stream, and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) (19.71 g, 31.7 mmol) followed by palladium acetate (3.55 g, 15.83 mmol) were added. The reaction mixture was heated to reflux for overnight under N2. The reaction mixture was filtered and the liquid was concentrated. Ethyl acetate (1500 mL), followed by 1 M HCl (1000 mL) were added. Layers were separated. Ethyl acetate was washed with 1 M HCl until no product was observed by HPLC (1000 mL total, 1*). HCl phases were combined, and backwashed with ethyl acetate (3*1000 mL), until the product peak was relativity pure in the HCL layer. The HCl layer was then basified with NaOH (50 w/w followed by 1 M) to ph~4 resulting in a cloudy solution. Ethyl acetate (2000 mL) was added and layers were separated. The ethyl acetate was washed with brine and evaporated. After neutralization-after addition of ethyl acetate-the reaction mixture was filtered to get some product. Also isolation of product during evaporation can be done by filtration of white solid, which comes from the mother liquor. All solids and evaporated products were combined. 2-[(5-Chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]benzonitrile (80 g, 207 mmol, 52.4% yield) was isolated as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.24 (d, J=6.57 Hz, 6H) 2.08 (s, 3H) 4.34 (quin, J=6.57 Hz, 1H) 5.87 (s, 1H) 5.97 (s, 1H) 7.41 (td, J=7.58, 1.01 Hz, 1H) 7.47 (d, J=8.08 Hz, 1H) 7.75 (td, J=7.83, 1.52 Hz, 1H) 7.90 (dd, J=7.83, 1.52 Hz, 1H) 7.94 (s, 1H) 8.42 (d, J=17.43 Hz, 2H); HPLC Rt=2.36 min, MS (ESI): [M+H]+=367.1, 368.1.

The synthetic route of 5-Amino-1-isopropyl-3-methylpyrazole has been constantly updated, and we look forward to future research findings.

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. 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 1124-16-9

Step 1 To a degassed solution of 2,5-dichloro-4-iodopyridine (8 g, 29.2 mmol), 2-amino-3-fluorobenzonitrile (3.98 g, 29.2 mmol) and potassium triphosphate (18.60 g, 88 mmol) in 1,4-dioxane (60 ml) stirred under nitrogen at the room temperature was added DPEPhos (1.258 g, 2.337 mmol) and palladium acetate (0.262 g, 1.168 mmol) The reaction mixture was stirred at reflux for 18 hr. The reaction mixture was filtered. 3-Methyl-1-(1-methylethyl)-1H-pyrazol-5-amine (4.07 g, 29.2 mmol) and cesium carbonate (28.6 g, 88 mmol) were added. The reaction mixture was degassed and palladium acetate (0.262 g, 1.168 mmol) and DPEPhos (1.258 g, 2.337 mmol) were added. The reaction mixture was refluxed overnight. The reaction mixture was filtered and the solid was dissolved in water, heated to 50 C. and stirred for 10 minutes, then filtered again. 2-[(5-Chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]-3-fluorobenzonitrile (6 g, 15.59 mmol, 53.4% yield) was isolated as an orange solid. 1H NMR (400 MHz, DMSO-d6) d ppm 1.23 (d, J=6.57 Hz, 6H) 2.07 (s, 3H) 4.32 (quin, J=6.57 Hz, 1H) 5.64 (d, J=2.02 Hz, 1H) 5.83 (s, 1H) 7.39-7.58 (m, 1H) 7.63-7.82 (m, 2H) 7.88 (s, 1H) 8.26 (br. s., 1H) 8.41 (br. s., 1H); HPLC Rt=2.35 min, MS (ESI): 385.0 [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.

1124-16-9, The chemical industry reduces the impact on the environment during synthesis 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, I believe this compound will play a more active role in future production and life.

Hydrochloric acid in 1,4-dioxane (1.25 mL, 5.00 mmol, 4 mol/L) followed by 1,1′- thiocarbonyldiimidazole (520.1 mg, 2.773 mmol) were added to a stirred solution of l-isopropyl-3- methyl-lH-pyrazol-5-amine [1124-16-9] (368.2 mg, 2.513 mmol) in DCM (7.5 mL) under nitrogen. (2488) The reaction mixture was stirred at rt for 19 h. The reaction mixture was filtered and the white solid was washed with DCM (2 x 15 mL). The filtrate and washings were concentrated in vacuo to give a golden yellow oil which was purified by flash column chromatography on silica (gradient elution with 0% to 50% EtOAc in isohexane) to afford the title compound (167.6 mg, 0.9246 mmol, 37%) as a pale yellow liquid. To confirm the presence of the title compound, a few drops of isobutylamine were added to the LCMS sample of the product before analysis to give the thiourea, LCMS [M+H]+ 255.1, RT 1.256 minutes, purity 99.6% (Method 15).

The chemical industry reduces the impact on the environment during synthesis 1124-16-9. I believe this compound will play a more active role in future production and life.