N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide

Base Information

Chemical Name:N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide
CAS No.:1314893-44-1
Molecular Formula:C₂₀H₂₁F₄N₅O₂S
Molecular Weight:471.479
Hs Code.:

Synonyms:N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide

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Chemical Property of N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide

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Technology Process of N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide

There total 7 articles about N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-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:

: 1314894-25-1
tert-butyl [(1R,2R)-2-[({4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophen-2-yl}carbonyl)amino]-3,3-difluorocyclohexyl]carbamate

: 1314893-44-1
N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide

Guidance literature:: tert-butyl [(1R,2R)-2-[({4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophen-2-yl}carbonyl)amino]-3,3-difluorocyclohexyl]carbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

With sodium hydroxide; In dichloromethane; water;

Reference yield:

: 40477-61-0
5-ethyl-4-bromo-thiophene-2-carboxylic acid

: 1314893-44-1
N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0.08 h / 20 °C

1.2: 64 h / 20 °C

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis-(diphenylphosphino)ferrocene / 1,4-dioxane / 80 h / 85 - 90 °C / Inert atmosphere

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 16 h / 85 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With potassium acetate; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 55405-68-0
3,6-dibromopyrazolo[1,5-a]pyrimidine

: 1314893-44-1
N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-4-[6-(difluoromethoxy)pyrazolo[1,5-a]pyrimidin-3-yl]-5-ethylthiophene-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium hydroxide / methanol / 64 h / 65 °C

2: potassium carbonate / water; N,N-dimethyl acetamide / 16 h / 100 °C

3: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 16 h / 85 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With sodium carbonate; potassium carbonate; trifluoroacetic acid; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;