Category: 35100-92-6

Reference of 35100-92-6,Some common heterocyclic compound, 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine, molecular formula is C5H9N3, 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.

Intermediate IVa (R)-tert-butyl 4-(2-chloro-4-(( 1 ,5 -dimethyl- 1 H-pyrazol-3 -yl)amino)pyrimidin-5 -yl)-2- methylpiperazine- 1 -carboxylate In a 25 mL Biotage microwave vial (R)-tert-butyl 4-(2,4-dichloropyrimidin-5-yl)-2- methylpiperazine-1 -carboxylate (500 mg, 1.44 mmol, Intermediate III ) and 1,5- dimethyl-lH-pyrazol-3 -amine (160 mg, 1.44 mmol, Princeton Bio.) was taken in ethanol (10 mL). N,N-diisopropylethylamine (0.754 mL, 4.32 mmol) was added and the reaction mass was subjected to microwave irradiation at 120 C for 4 hours. The reaction was monitored by LCMS and identified the required mass. Reaction mass was cooled and evaporated to dryness and the residue was then chromatographed with EtoAc/Hexane on silica to get pure solid of (R)-tert-butyl 4-(2-chloro-4-((l,5-dimethyl- lH-pyrazol-3-yl)amino)pyrimidin-5-yl)-2-methyl piperazine-l-carboxylate (300 mg, 49.4 %) MS (ES+), (M+H)+= 422.20 for Ci9H28ClN702

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,5-Dimethyl-1H-pyrazol-3-amine, its application will become more common.

Application of 35100-92-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 1 1,5-Dimethyl-1H-pyrazol-3-amine (400 mg, 3.6 mmol, Eq: 1.00) and 4-bromo-6-chloro-2-methylpyridazin-3(2H)-one (965 mg, 4.32 mmol, Eq: 1.20) were combined with 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (312 mg, 540 mumol, Eq: 0.15), cesium carbonate (3.52 g, 10.8 mmol, Eq: 3) and tris(dibenzylideneacetone)dipalladium(0) (165 mg, 180 mumol, Eq: 0.05) in dioxane (10.0 ml). The solution was degassed with Ar. The reaction mixture heated at 100 C. for 18 h. The mixture was cooled to room temperature. The solution was diluted with 100 ml DCM. The organic layer was washed with water. The organic layer was dried over MgSO4. Concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 40 g, 10% to 50% (60:10:1 DCM:MeOH:NH4OH)/DCM gradient) to give 6-chloro-4-(1,5-dimethyl-1H-pyrazol-3-ylamino)-2-methylpyridazin-3(2H)-one (408 mg, 45%). LC/MS-ESI observed [M+H]+ 235.

The synthetic route of 1,5-Dimethyl-1H-pyrazol-3-amine has been constantly updated, and we look forward to future research findings.

Application of 35100-92-6,Some common heterocyclic compound, 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine, molecular formula is C5H9N3, 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.

The final product 03 (30 mg, 0.0927 mmol), 1,5-dimethyl-1H-pyrazole-3-amine (31 mg, 0.278 mmol) and Et3N (38 mg, 0.376 mmol) were weighed into a bottle, and 2 mL of DMF was added to dissolve Reaction reagent.The reaction was heated at 50 C overnight.The crude reaction product was directly purified by reverse-phase HPLC to obtain the target compound YB152 (54.7 mg).

The synthetic route of 35100-92-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 35100-92-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 7) tert-butyl 4-((5-chloro-2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate and tert-butyl 4-((2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate To a suspension of tert-butyl 4-((2,5-dichloropyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate (0.27 g, 0.71 mmol) in anhydrous 1,4-dioxane (6.0 mL) was added 1,5-dimethyl-1H-pyrazol-3-amine (0.16 g, 1.44 mmol), palladium diacetate (32 mg, 0.14 mmol), BINAP (90 mg, 0.14 mmol) and cesium carbonate (0.47 g, 1.43 mmol). The mixture was degassed and refilled with nitrogen for several times in a sealed tube and then stirred under microwave irradiation at 150 C. for 2 hours. The mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/a solution of NH3 in MeOH (3M) (v/v)=100/1 to 50/1 to 30/1 to 10/1) to give the tert-butyl 4-((5-chloro-2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate as a yellow solid (0.19 g, yield 60%), also get tert-butyl4-((2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate as a brown solid (0.20 g, 67%, impure). For tert-butyl 4-((5-chloro-2-((1,5-dimethyl-1H-pyrazol-3-yl)amino)pyrimidin-4-yl)amino)-3-ethylpiperidine-1-carboxylate LC-MS (ESI, pos. ion) m/z: 450.4 [M+H]+; 1H NMR (400 MHz, CDCl3) delta (ppm): 7.90 (s, 1H), 7.19 (s, 1H), 6.38 (s, 1H), 4.99 (d, J=8.4 Hz, 1H), 4.12-3.91 (m, 3H), 3.67 (s, 3H), 2.93 (t, J=12.0 Hz, 1H), 2.61 (br, 1H), 2.25 (s, 3H), 2.14-2.06 (m, 1H), 1.77-1.66 (m, 1H), 1.48 (s, 9H), 1.45-1.38 (m, 2H), 1.22 (s, 1H), 0.94 (t, J=7.5 Hz, 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, 1,5-Dimethyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

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 35100-92-6 as follows. 35100-92-6

4 – ((2,5-dichloro-4-yl) amino) -3-ethyl piperidine-1-carboxylate (0.27g, 0.71mmol) in anhydrous 1,4-dioxane was suspended inSix rings (6.0mL), to which was added 1,5-dimethyl -1H- pyrazol-3-amine (0.16g, 1.44mmol), palladium acetate (32mg, 0.14mmol), BINAP (90mg, 0.14mmol) and cesium carbonate (0.47g, 1.43mmol). The reaction mixture was placed in a sealed tube, exhausted systemAir, refilled with nitrogen repeatedly, and then the reaction was heated to 150 deg.] C, reacted for 2 hours under microwave irradiation. The reaction mixture was reducedPressure concentrated. The resulting residue was purified by silica gel column chromatography (DCM / 3M solution of NH3 in MeOH (v / v) = 100/1 to 50/1 to 30/1 to 10/1)Purified to give 4 – ((5-chloro-2 – ((1,5-dimethyl–1H- pyrazol-3-yl) amino) pyrimidin-4-yl) amino) -3-ethylpiperidine – 1- carboxylate as a yellow solidBody (0.19g, 60% yield) and 4 – ((2 – ((1,5-dimethyl–1H- pyrazol-3-yl) amino) pyrimidin-4-yl) amino) -3-ethyl piperidine-1-carboxylic acid tert-butylEster as a brown solid (0.20g, crude yield 67%, non-pure).

According to the analysis of related databases, 35100-92-6, the application of this compound in the production field has become more and more popular.