2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-carboxamide

Base Information

Chemical Name:2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-carboxamide
CAS No.:1439905-94-8
Molecular Formula:C₁₈H₂₀F₂N₈O
Molecular Weight:402.407
Hs Code.:

Synonyms:2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-carboxamide

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Chemical Property of 2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-carboxamide

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Technology Process of 2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-carboxamide

There total 9 articles about 2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-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:

: 1439909-33-7
tert-butyl ((1S,2S)-2-((5-carbamoyl-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-2-yl)amino)-3,3-difluorocyclohexyl)carbamate

: 1439905-94-8
2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 1h;

Reference yield:

: 1374973-19-9
tert-butyl (1S,2S)-2-amino-3,3-difluorocyclohexylcarbamate

: 1439905-94-8
2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 0.33 h / 100 °C

2: caesium carbonate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane; toluene / 5 h / 105 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 1 h

With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; toluene;

Reference yield:

: 1374973-14-4
(1R,6S)-6-amino-2,2-difluorocyclohexanol

: 1439905-94-8
2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)-4-(pyrazolo[1,5-a]pyridin-3-ylamino)pyrimidin-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / tetrahydrofuran

2: pyridine / dichloromethane / 0.17 h / Cooling with ice

3: sodium azide / 1-methyl-pyrrolidin-2-one / 3 h / 100 °C

4: palladium 10% on activated carbon; hydrogen / ethyl acetate

5: acetonitrile / 20 °C

6: caesium carbonate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane; toluene / 5 h / 105 °C / Inert atmosphere

7: trifluoroacetic acid / dichloromethane / 1 h

With pyridine; sodium azide; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; palladium 10% on activated carbon; hydrogen; caesium carbonate; triethylamine; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; ethyl acetate; toluene; acetonitrile;