Category: 3073-77-6

Adding a certain compound to certain chemical reactions, such as: 3073-77-6, 2-Amino-5-nitropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Example 44. 2-(5-Nitropyrimidin-2-ylaminoViV-(2-(pyrroIidin-l- yI)ethyI)thiazoIe-4-carboxamide (30); [0183] A mixture of 5-nitro-pyrimidin-2-ylamine (251 mg, 1.8 mmol), 2-bromo- thiazole-4-carboxylic acid (2-pyrrolidin-l-yl-ethyl)-amide (540 mg, 1.8 mmol), Cs2CO3 (2.3 g, 7.1 mmol), Xantphos (211 mg, 0.4 mmol), and Pd2(dba)3 (161 mg, 1.2 mmol) in dioxane (36 mL) was purged with argon for 5 min. The reaction slurry was heated to reflux for 18 h. under argon. Dioxane was removed in vacuo and the resulting crude mixture was adsorbed on silica gel and purified using an Isco flash chromatography system (0% to 30% Methanol with 1% NH4OH in DCM) to afford a white solid (270 mg, 42%). Rt 0.31 (0.5 % NH4OH, 10 % MeOH in CHCl3). MS (ES+): m/z = 364 (M+H)+. LC retention time: 1.74 min

The synthetic route of 3073-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3073-77-6, 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 3073-77-6 as follows.

Example 33. (5-Nitro-pyrimidin-2-yl)-[4-(2-pyrrolidin-l-yl-ethoxy)-phenvI1-amine(21); [0169] In a dry 10OmL round bottom flask 5-nitro-pyrimidin-2-ylamine (2 g, 14.3 mmol, 1 equiv), l-[2-(4-bromo-phenoxy)-ethyl]-pyrrolidine (4.45 mL, 21.4 mmol, 1.5 equiv), cesium carbonate (14 g, 42.9 mmol, 3 equiv), 4,5-bis(diphenylphosphino)-9,9- dimethyl xanthene (1.65 g, 1.43 mmol, 0.2 equiv) and tris(dibenzylideneacetone) dipalladium (1.3 g, 0.714 rmnol, 0.1 equiv) were combined. Reactants were flushed with argon, diluted with dioxane (50 mL) and outfitted with reflux condenser. Reaction was heated to reflux for 18 hours. Reaction was cooled to room temperature and filtered. Silica gel chromatography provided the desired nitro product as a yellow powder (1.5 g,)0/ O).; Example 92. iV2-(4-(2-(PyrroIidm-l-vnethoxy)phenvI)pyrimidine-2.,5-diamine (54); [0262] To a solution of the 2-amino-5-nitropyrimidine (0.54 g, 4 mmol) in anhydrous 1,4-dioxane (20 mL) was added l-[2-(4-bromophenoxy)ethyl]pyrrolidine (1.62 g, 6 mmol), Cs2CO3 (5.2 g, 16 mmol), Pd2(dba)3 (0.36 g, 0.4 mmol), and Xantphos (0.7 g, 1.2 mmol). The suspension was heated under reflux for 2 h under argon. The solid was filtered off and washed with EtOAc. The filtrate was washed with brine (1 x 100 mL) and the aqueous was extracted with EtOAc (3 x 50 mL). Combined organic solution was dried (Na2SO4) and concentrated until 10 mL remain solution before adding hexane (100 mL). The mixture was sonicated for 2 min. The solid was collected by filtration and EPO washed with hexane. The crude material was further purified by flash column (CH2Cl2 :MeOH:NH3.H2O = 100:10:1). The obtained yellow solid was dissolved in MeOH (200 mL) and bubbled with Ar for 2 min. before adding 10% Pd-C. The mixture was hydrogenated for Ih at room temperature. The catalyst was filtered off and washed with MeOH. The filtrate was concentrated in vacuo. The desired product was obtained as a yellow solid (0.48 g, 40%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3073-77-6, its application will become more common.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3073-77-6 ,Some common heterocyclic compound, 3073-77-6, molecular formula is C4H4N4O2, 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 140. (5-Nitro-pyrimidin-2-yl)-f4-(3-pyrrolidin-l-vI-propyI)-phenyll-amineW; [0326] A mixture of 5-nitro-pyrimidin-2-ylamine (0.15 g, 1.1 mmol), compound 80 described in Example 139 (0.30 g, 1.1 mmol), Pd2(dba)2 (75 mg, 0.082 mmol), Xantphos (96 mg, 0.17 mmol) and cesium carbonate (0.69 g, 2.1 mmol) were suspended in dioxane (15 mL) and heated at reflux under the argon atmosphere for 15 h. The mixture was allowed to cool to room temperature, filtered and washed with DCM. The filtrate was concentrated and the residue purified by flash chromatography on silica gel (10% MeOH/DCM to 20% MeOH and 2% TEA/DCM) to afford the title compound as a yellow solid (0.20 g, 56%).

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. 3073-77-6, 2-Amino-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3073-77-6, 2-Amino-5-nitropyrimidine, 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, 3073-77-6, blongs to pyrimidines compound. 3073-77-6

Example 83. iV-[4-(3-Pyrrolidiii-l-yl-propane-l-sulfonyl)-phenvI1-pyrimidine-2,5-diamine (52); [0244] To a solution of 2-amino-5-nitropyrimidine (350 mg, 2.5 mmol) in 20 mL anhydrous 1,4-dioxane were added intermediate 51 described in Example 82 (1.25 g, 3.76 mmol) in 5 mL anhydrous 1,4-dioxane, Xantphos, (289 mg, 0.5 mmol), Pd2(dba)3 (229 mg, 0.25 mmol) and Cs2CO3 (1.63 g, 5 mmol). The reaction mixture was stirred at 1000C for 5 h under argon. The reaction mixture was diluted with methanol and CH2Cl2 (5 mL each) then filtered. The filtrate was washed with brine. The organic phase was dried (Na2SO4) and the solvent was removed. The residue was dissolved in methanol and ethyl EPO acetate (2 mL each) and diluted with 20 mL hexane. The precipitated yellow-brown solid, was isolated by filtration and dried in vacuo (800 mg). The crude product was hydrogenated in 20 mL methanol using Pd/C (10 %, 500 mg) for 2 h. The palladium catalyst was removed by filtration, and the solvent was evaporated. The residue was dried in vacuo to yield the title compound (550 mg, 73 %), which was used without further purification.[0245] 1H NMR (DMSOd6): delta 1.60-1.68 (m, 6H)3 2.32 (m, 4H), 2.39 (m, 2H), 3.19 (m, 2H), 5.02 (bs, 2H), 7.68 (d, J= 9.0 Hz, 2H), 7.87 (d, J= 9.0 Hz, IH), 8.02 (s, 2H), 9.68 (s, IH). MS (ES+): m/z = 362 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 3073-77-6.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia