Category: 642459-03-8

Reference of 642459-03-8,Some common heterocyclic compound, 642459-03-8, name is 6-Chloro-N-phenylpyrazin-2-amine, molecular formula is C10H8ClN3, 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 36 36A. Preparation of Phenyl- [6- (2. 2, 2-triiluoroethoxy-pyrazm-2-yl]-amine To sodium hydride (50 mg, 1.25 mmol of a 60% dispersion in oil, 1.5 equiv) in DMSO (1 ml) was added a solution of 2, 2, 2-trifluoroethanol (90 1ll, 1.25 mmol, 1.5 equiv) in DMSO (1 ml). The mixture was stirred 15 minutes and 6-chloro- (pyrazin- 2-yl) -phenyl-amine (171 mg, 0.833 mmol, 1 equiv) was added as a solution in DMSO (1 ml). The mixture was heated to 80C for 3 days. The title compound was purified by flash chromatography on silica (19 g, Si02), eluted with 25% ethyl acetate-petrol, to afford 110 mg (49%) ; LCMS 3.95 min, [M+H]”270.; 36B. Preparation of (6-Methylsulfanyl-pyrazin-2-yl)-phenyl-amine The title compound was obtained as a side product of the method of 36A and was isolated as a minor fraction of the reaction products following flash chromatography on silica (19 g, Si02), eluting with 25% ethyl acetate-petrol, to afford 3 mg (1%); LCMS 2.76 min, m/z [M+H] + 218.

The synthetic route of 642459-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX TECHNOLOGY LIMITED; WO2004/4730; (2004); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 642459-03-8, name is 6-Chloro-N-phenylpyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Chloro-N-phenylpyrazin-2-amine

tert-Buty 5-methyl-3-{[6-(phenylamino)pyrazin-2-yl]amino}pyrazole- carboxylate. 6-Chloro-N-phenylpyrazin-2-amine (84 mg, 0.4 mmol), tert-butyl 3-amino-5- methyl-lH-pyrazole-1-carboxylate (98 mg, 0.5 mmol), palladium acetate (10 mg, 0.04 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (55 mg, 0.1 mmol), and potassium carbonate (560 mg, 4.0 mmol) were suspended in anhydrous dioxane (3 mL). The resulting mixture was degassed with nitrogen for 5 minutes and stirred at 90C for one hour. The reaction was then partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (3 x 20 mL), and the organic layers were combined and dried over magnesium sulfate. After filtration, the solvent was removed in vacuo. The residue was purified by silica gel chromatography (15-75% ethyl acetate in hexanes) to give the title compound as an off-white solid (68 mg, 0.19 mmol, 46% yield); 1H NMR (DMSO-^6) delta 9.45 (s, IH), 9.33 (s, IH), 7.81 (s, IH), 7.71 (s, IH), 7.52 (d, J= 8.4 Hz, 2H), 7.32 (t, J= 8.4 Hz, 2H), 7.01 (t, J= 7.6 Hz, IH), 6.53 (s, IH), 2.13 (s, 3H), 1.57 (s, 9H); MS (ESI) MS (ESI) m/z 367.3 [M+l]+.

The synthetic route of 642459-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 642459-03-8,Some common heterocyclic compound, 642459-03-8, name is 6-Chloro-N-phenylpyrazin-2-amine, molecular formula is C10H8ClN3, 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 36 36A. Preparation of Phenyl- [6- (2. 2, 2-triiluoroethoxy-pyrazm-2-yl]-amine To sodium hydride (50 mg, 1.25 mmol of a 60% dispersion in oil, 1.5 equiv) in DMSO (1 ml) was added a solution of 2, 2, 2-trifluoroethanol (90 1ll, 1.25 mmol, 1.5 equiv) in DMSO (1 ml). The mixture was stirred 15 minutes and 6-chloro- (pyrazin- 2-yl) -phenyl-amine (171 mg, 0.833 mmol, 1 equiv) was added as a solution in DMSO (1 ml). The mixture was heated to 80C for 3 days. The title compound was purified by flash chromatography on silica (19 g, Si02), eluted with 25% ethyl acetate-petrol, to afford 110 mg (49%) ; LCMS 3.95 min, [M+H]”270.; 36B. Preparation of (6-Methylsulfanyl-pyrazin-2-yl)-phenyl-amine The title compound was obtained as a side product of the method of 36A and was isolated as a minor fraction of the reaction products following flash chromatography on silica (19 g, Si02), eluting with 25% ethyl acetate-petrol, to afford 3 mg (1%); LCMS 2.76 min, m/z [M+H] + 218.

The synthetic route of 642459-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX TECHNOLOGY LIMITED; WO2004/4730; (2004); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 642459-03-8, name is 6-Chloro-N-phenylpyrazin-2-amine, belongs to Pyrazines 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 642459-03-8, Computed Properties of C10H8ClN3

EXAMPLE 37 Preparation of [6- .-pyrazin-2-yl]-phenyl-amine To sodium hydride (50 mg, 1.25 mmol of a 60% dispersion in oil, 1.5 equiv) in DMSO (1 ml) was added a solution of 2-isopropylimidazole (138 mg, 1.25 mmol, 1.5 equiv) in DMSO (1 ml). The mixture was stirred 15 minutes and 6-chloro- (pyrazin-2-yl) -phenyl-amine (171 mg, 0.833 mmol, 1 equiv) was added as a solution in DMSO (1 ml). The mixture was heated to 80 C for 3 days then 130 C for a further 3 days. The title compound was purified by flash chromatography on silica (19 g, Si02), eluted with 10% MeOH-CH2Cl2, to afford 44 mg (19%); LCMS 2.06 min, iiilz [M+H] + 280.

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, 6-Chloro-N-phenylpyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX TECHNOLOGY LIMITED; WO2004/4730; (2004); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem