(S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone

Base Information

Chemical Name:(S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone
CAS No.:1450667-10-3
Molecular Formula:C₂₂H₁₉F₃N₄O₂
Molecular Weight:428.414
Hs Code.:

Synonyms:(S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone

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Chemical Property of (S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone

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Technology Process of (S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone

There total 4 articles about (S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone 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:

: 1450666-95-1
(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)phenyl)(3-hydroxypyrrolidin-1-yl)methanone

: 1450667-09-0
(R)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone

: 1450667-10-3
(S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone

Guidance literature:: With 2,2'-iminobis[ethanol]; In ethanol; hexane; Resolution of racemate;

Reference yield:

: 1021918-64-8
methyl 4-(5-aminopyrazin-2-yl)benzoate

: 1450667-10-3
(S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / tetrahydrofuran / 16 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

4.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / water; 1,4-dioxane / 16 h / Reflux; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; lithium hydroxide monohydrate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 4.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b01265

Reference yield:

: 1450666-83-7
C₁₂H₁₀BrN₃O₂

: 1450667-10-3
(S)-(4-(5-amino-6-(4-(trifluoromethyl)phenyl)pyrazin-2-yl)-phenyl)(3-hydroxypyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide monohydrate / tetrahydrofuran / 16 h / 20 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

3.1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / water; 1,4-dioxane / 16 h / Reflux; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide monohydrate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; 3.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b01265