2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide

Base Information

Chemical Name:2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide
CAS No.:1373938-85-2
Molecular Formula:C₂₃H₁₈ClFN₄O₃
Molecular Weight:452.872
Hs Code.:

Synonyms:2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide

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Chemical Property of 2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide

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Technology Process of 2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide

There total 8 articles about 2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1373939-83-3
3-(3-(5-aminopyrazin-2-yl)-4-methylphenyl)-5,5-dimethylisoxazol-4(5H)-one

: 609-65-4
o-chlorobenzoyl chloride

: 1373938-85-2
2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1021/acs.jmedchem.1c01403

Reference yield:

: 7697-26-9
3-bromo-4-methylbenzoic acid

: 1373938-85-2
2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide

Guidance literature:: Multi-step reaction with 8 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 16 h / 20 °C

2: tetrahydrofuran / 2 h / -20 - 25 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12 h / 0 - 20 °C

4: pyridine; hydroxylamine hydrochloride / methanol / 12 h / Reflux

5: acetic acid; chromium(VI) oxide; sulfuric acid / water / 0.5 h / 100 °C

6: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

7: sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 15 h / 75 °C / Inert atmosphere

8: pyridine / dichloromethane / 2 h / 0 - 20 °C

With pyridine; chromium(VI) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; hydroxylamine hydrochloride; potassium acetate; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/acs.jmedchem.1c01403

Reference yield:

: 1373939-85-5
(3-bromo-4-methylphenyl)(3,3-dimethyloxiran-2-yl)methanone

: 1373938-85-2
2-chloro-N-(5-(5-(5,5-dimethyl-4-oxo-4,5-dihydroisoxazol-3-yl)-2-methylphenyl)pyrazin-2-yl)-6-fluorobenzamide

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine; hydroxylamine hydrochloride / methanol / 12 h / Reflux

2: acetic acid; chromium(VI) oxide; sulfuric acid / water / 0.5 h / 100 °C

3: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

4: sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 15 h / 75 °C / Inert atmosphere

5: pyridine / dichloromethane / 2 h / 0 - 20 °C

With pyridine; chromium(VI) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; hydroxylamine hydrochloride; potassium acetate; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/acs.jmedchem.1c01403