N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-2-carboxamide

Base Information

Chemical Name:N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-2-carboxamide
CAS No.:1314141-31-5
Molecular Formula:C₂₆H₂₇N₅O₃
Molecular Weight:457.532
Hs Code.:

Synonyms:N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-2-carboxamide

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Chemical Property of N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-2-carboxamide

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Technology Process of N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-2-carboxamide

There total 8 articles about N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-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:

: 24782-43-2
ethyl 4-hydroxyquinoline-2-carboxylate

: 1314141-31-5
N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: phosphorus(V) oxybromide / toluene; acetonitrile / 1.5 h / 75 °C

2: sodium hydroxide; water / tetrahydrofuran; methanol

3: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 16 h / 20 °C

4: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene / 18 h / 80 °C

5: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; tetrahydrofuran / 18 h / 80 °C / Microwave

With water; potassium acetate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; triethylamine; sodium hydroxide; phosphorus(V) oxybromide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;

Reference yield:

: 1314141-34-8
5-(bromomethyl)-2-(1-methyl-1H-pyrazol-4-yl)pyridine 1-oxide

: 1314141-35-9
N-[(1S,2S)-2-hydroxycyclohexyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline-2-carboxamide

: 1314141-31-5
N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-2-carboxamide

Guidance literature:: With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; at 80 ℃; for 18h; Microwave;

Reference yield:

: 209003-46-3
4-bromoquinoline-2-carboxylic acid

: 1314141-31-5
N-[(1S,2S)-2-hydroxycyclohexyl]-4-{[6-(1-methyl-1H-pyrazol-4-yl)-1-oxidopyridin-3-yl]methyl}quinoline-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 16 h / 20 °C

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene / 18 h / 80 °C

3: caesium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; tetrahydrofuran / 18 h / 80 °C / Microwave

With potassium acetate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; dichloromethane; water; toluene;