Category: 1018446-95-1

Reference of 1018446-95-1, 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. 1018446-95-1 name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, 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.

(1) tert-butyl 4-[({4-[(2-chlorophenoxy)methyl]pyridin-2-yl}carbonyl)amino]-1H-pyrazole-1-carboxylate To a solution of 4-[(2-chlorophenoxy)methyl]pyridine-2-carboxylic acid (2.64 g) obtained in Example 119(2) in tetrahydrofuran (50 mL) was added oxalyl chloride (1 mL) at room temperature, and then N,N-dimethylformamide (1 drop) was added. The mixture was stirred at room temperature for 40 min and tetrahydrofuran was evaporated under reduced pressure. The residue was dissolved in N,N-dimethylacetamide (50 mL). This solution was added dropwise to a solution of tert-butyl 4-amino-1H-pyrazole-1-carboxylate (2.01 g) synthesised in the above-mentioned (1a) in N,N-dimethylacetamide (50 mL), which was placed in advance in a different pear shape flask. The mixture was stirred at room temperature for 3 hr. Water was added, and the precipitated solid was collected by filtration and washed with water and hexane to give a gray solid (3.73 g, 87%). 1H NMR (300 MHz, DMSO-d6) delta ppm 1.60 (s, 9H) 5.45 (s, 2H) 6.97-7.06 (m, 1H) 7.19-7.25 (m, 1H) 7.28-7.37 (m, 1H) 7.50 (dd, J=1.51, 7.91 Hz, 1H) 7.73 (dd, J=1.60, 4.99 Hz, 1H) 8.15 (s, 1H) 8.24 (d, J=0.75 Hz, 1H) 8.58 (s, 1H) 8.77 (d, J=4.90 Hz, 1H) 11.28 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, and friends who are interested can also refer to it.

Some common heterocyclic compound, 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, molecular formula is C8H13N3O2, 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. 1018446-95-1

Tert-butyl 4-amino-1H-pyrazole-1-carboxylate (24 mg, which was synthesized according to W02008/139161), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (21 mg), cesium carbonate (97 mg), and tris(dibenzylideneacetone)dipalladium (0) (16 mg) were added to a solution of the compound 0001-5 (40 mg) in 1,4-dioxane solution (1.2 mL), and the mixture was heated and refluxed for 2 hours under a nitrogen atmosphere. The reaction solution was returned to room temperature, water was added thereto, and the mixture was extracted with a chloroform-methanol mixed solvent. The organic layer was dried over sodium sulfate and the solvent was then evaporated under reduced pressure. To the obtained residue, dichloromethane (1.2 mL) and trifluoroacetic acid (0.18 mL) were added, and the mixture was stirred at room temperature for 6 hours. Then, a saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and the mixture was extracted with a chloroform-methanol mixed solvent. The organic layer was dried over sodium sulfate, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform-methanol) to obtain a compound 0125 (18 mg) as a yellow solid. 1H-NMR (DMSO-d6) delta: 12.80 (1H, bs), 9.58 (1H, s), 9.51 (1H, bd), 8.42-8.41 (2H, m), 8.00 (1H, d), 7.85 (1H, bs), 7.53 (1H, bs), 7.12 (1H, d), 7.03 (1H, d), 4.14-4.03 (1H, m), 1.93-1.46 (8H, m). MS m/z (M+H): 338.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1018446-95-1, its application will become more common.

Some common heterocyclic compound, 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, molecular formula is C8H13N3O2, 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. 1018446-95-1

Tert-butyl 4-amino-1H-pyrazole-1-carboxylate (24 mg, which was synthesized according to W02008/139161), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (21 mg), cesium carbonate (97 mg), and tris(dibenzylideneacetone)dipalladium (0) (16 mg) were added to a solution of the compound 0001-5 (40 mg) in 1,4-dioxane solution (1.2 mL), and the mixture was heated and refluxed for 2 hours under a nitrogen atmosphere. The reaction solution was returned to room temperature, water was added thereto, and the mixture was extracted with a chloroform-methanol mixed solvent. The organic layer was dried over sodium sulfate and the solvent was then evaporated under reduced pressure. To the obtained residue, dichloromethane (1.2 mL) and trifluoroacetic acid (0.18 mL) were added, and the mixture was stirred at room temperature for 6 hours. Then, a saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and the mixture was extracted with a chloroform-methanol mixed solvent. The organic layer was dried over sodium sulfate, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform-methanol) to obtain a compound 0125 (18 mg) as a yellow solid. 1H-NMR (DMSO-d6) delta: 12.80 (1H, bs), 9.58 (1H, s), 9.51 (1H, bd), 8.42-8.41 (2H, m), 8.00 (1H, d), 7.85 (1H, bs), 7.53 (1H, bs), 7.12 (1H, d), 7.03 (1H, d), 4.14-4.03 (1H, m), 1.93-1.46 (8H, m). MS m/z (M+H): 338.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1018446-95-1, its application will become more common.