(R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile

Base Information

Chemical Name:(R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile
CAS No.:1397683-82-7
Molecular Formula:C₁₄H₁₃FN₆
Molecular Weight:284.296
Hs Code.:

Synonyms:(R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile

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Chemical Property of (R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile

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Technology Process of (R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile

There total 4 articles about (R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile 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: 65.0%

: 1397683-81-6
(R)-4-amino-6-(5-bromo-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile

: 1397683-82-7
(R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile

Guidance literature:: (R)-4-amino-6-(5-bromo-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile; With sodium azide; sodium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide; In acetonitrile; at 110 - 120 ℃; for 6h;

With hydrogenchloride; In water; acetonitrile;

Reference yield:

: 1397683-80-5
(R)-[1-(5-bromo-2-fluoro-phenyl)-2-(3,5-dicyano-pyrazol-1-yl)-1-methyl-ethyl]-carbamic acid tert-butyl ester

: 1397683-82-7
(R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 20 h / 20 °C

2: sodium azide; N,N`-dimethylethylenediamine; sodium carbonate / copper(l) iodide / acetonitrile / 6 h / 110 - 120 °C

With sodium azide; sodium carbonate; trifluoroacetic acid; N,N`-dimethylethylenediamine; copper(l) iodide; In dichloromethane; acetonitrile;

Reference yield:

: 1398113-03-5
(4R)-4-(5-bromo-2-fluorophenyl)-4-methyl-1,2,3-oxathiazolidine-3-carboxylic acid 2,2-dioxide 1,1-dimethylethyl ester

: 1397683-82-7
(R)-4-amino-6-(5-amino-2-fluorophenyl)-6-methyl-6,7-dihydro-pyrazolo[1,5-a]pyrazine-2-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / acetonitrile / 7 h / 80 °C / Inert atmosphere

2: formic acid / dichloromethane / 20 h / 40 °C / Inert atmosphere

3: palladium 10% on activated carbon; triethylamine; hydrogen / methanol / 4 h / 20 °C / 760.05 Torr

4: trifluoroacetic acid; sulfuric acid; nitric acid / 0.5 h / -10 °C / Inert atmosphere

5: platinum on carbon; hydrogen / methanol / 4 h / 50 °C / 760.05 Torr

With formic acid; sulfuric acid; palladium 10% on activated carbon; platinum on carbon; hydrogen; nitric acid; potassium carbonate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/acsmedchemlett.1c00445