5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide

Base Information

• Chemical Name: 5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide
• CAS No.: 1438423-18-7
• Molecular Formula: C₁₇H₂₀N₈OS
• Molecular Weight: 384.465
• Mol file: 1438423-18-7.mol

Synonyms:5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide

Chemical Property of 5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide

There total 5 articles about 5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide 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:

5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carbonitrile (1438424-19-1) → 5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide (1438423-18-7)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In ethanol; water; dimethyl sulfoxide; at 20 ℃; for 20h;

Reference yield:

2-amino-3-pyridinecarbonitrile (24517-64-4) → 5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide (1438423-18-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen sulfide; pyridine; triethylamine / 20 h / 20 °C / Sealed tube

1.2: 5 h / 20 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos; caesium carbonate / 1,4-dioxane / 2 h / 110 °C / Inert atmosphere

2.2: 0.33 h

3.1: dihydrogen peroxide; sodium hydroxide / ethanol; dimethyl sulfoxide; water / 20 h / 20 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydrogen sulfide; dihydrogen peroxide; caesium carbonate; triethylamine; sodium hydroxide; DavePhos; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide;

Reference yield:

tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate (365996-30-1) → 5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carboxamide (1438423-18-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / water / 3.5 h / 20 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos; caesium carbonate / 1,4-dioxane / 2 h / 110 °C / Inert atmosphere

2.2: 0.33 h

3.1: dihydrogen peroxide; sodium hydroxide / ethanol; dimethyl sulfoxide; water / 20 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dihydrogen peroxide; caesium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; DavePhos; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide;

upstream raw materials:

2-amino-3-pyridinecarbonitrile

tert-butyl ((1S,2R)-2-((6-chloro-5-cyanopyrazin-2-yl)amino)cyclohexyl)carbamate

isothiazolo[3,4-b]pyridin-3-amine

5-((1R,2S)-2-aminocyclohexylamino)-3-(isothiazolo[3,4-b]pyridin-3-ylamino)pyrazine-2-carbonitrile