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

Base Information

Chemical Name:N-[(1R,6S)-6-amino-2,2-difluorocyclohexyl]-4-(6-chloropyrazolo[1,5-a]pyrimidin-3-yl)-5-ethylthiophene-2-carboxamide
CAS No.:1314893-30-5
Molecular Formula:C₁₉H₂₀ClF₂N₅OS
Molecular Weight:439.917
Hs Code.:

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

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

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

There total 8 articles about N-[(1R,6S)-6-amino-2,2-difluorocyclohexyl]-4-(6-chloropyrazolo[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:

: 1314894-11-5
9H-fluoren-9-ylmethyl [(1S,2R)-2-({[4-(6-chloropyrazolo[1,5-a]pyrimidin-3-yl)-5-ethylthiophen-2-yl]carbonyl}amino)-3,3-difluorocyclohexyl]carbamate

: 1314893-30-5
N-[(1R,6S)-6-amino-2,2-difluorocyclohexyl]-4-(6-chloropyrazolo[1,5-a]pyrimidin-3-yl)-5-ethylthiophene-2-carboxamide

Guidance literature:: With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

Reference yield:

: 1047645-89-5
methyl 4-bromo-5-ethyl-2-thiophenecarboxylate

: 1314893-30-5
N-[(1R,6S)-6-amino-2,2-difluorocyclohexyl]-4-(6-chloropyrazolo[1,5-a]pyrimidin-3-yl)-5-ethylthiophene-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis-(diphenylphosphino)ferrocene / 40 h / 85 °C / Inert atmosphere

2.1: sodium hydroxide; water / methanol / 48 h / 20 °C

3.1: potassium phosphate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere

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

4.2: 3 h / 20 °C

5.1: piperidine / N,N-dimethyl-formamide / 4 h / 20 °C

With piperidine; potassium phosphate; water; potassium acetate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; sodium hydroxide; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tricyclohexylphosphine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

: 1314893-92-9
3-bromo-6-chloropyrazolo[1,5-a]pyrimidine

: 1314893-30-5
N-[(1R,6S)-6-amino-2,2-difluorocyclohexyl]-4-(6-chloropyrazolo[1,5-a]pyrimidin-3-yl)-5-ethylthiophene-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium phosphate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere

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

2.2: 3 h / 20 °C

3.1: piperidine / N,N-dimethyl-formamide / 4 h / 20 °C

With piperidine; potassium phosphate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; In 1,4-dioxane; water; N,N-dimethyl-formamide;