1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-carboxamide

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Chemical Name:1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-carboxamide
CAS No.:1428155-14-9
Molecular Formula:C₂₈H₂₄FN₇O₃
Molecular Weight:525.542
Hs Code.:

Synonyms:1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-carboxamide

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Chemical Property of 1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-carboxamide

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Technology Process of 1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-carboxamide

There total 8 articles about 1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-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: 91.0%

: 1268128-55-7
1-(3-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid

: 1428155-03-6
N₁-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)benzene-1,4-diamine

: 1428155-14-9
1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.06.005

Reference yield:

: 7306-68-5
6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

: 1428155-14-9
1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; palladium diacetate; XPhos / water; tert-butyl alcohol / 15 h / 110 °C / Inert atmosphere; Sealed tube

2: ammonium chloride; iron / water; ethanol / 2 h / 90 °C

3: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With palladium diacetate; iron; potassium carbonate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; XPhos; In ethanol; dichloromethane; water; tert-butyl alcohol; 1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.ejmech.2012.06.005

Reference yield:

: 609-71-2
2-hydroxy-3-carboxypyridine

: 1428155-14-9
1-(3-fluorophenyl)-2-oxo-N-(4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-1,2-dihydropyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / dichloromethane / 4 h / 75 °C

2.1: 12 h / 20 °C

3.1: ethyl 2-oxocyclohexane carboxylate; caesium carbonate; copper(I) bromide / dimethyl sulfoxide / 18 h / 60 °C / Sealed tube

4.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 20 °C

4.2: pH 2 - 3

5.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; caesium carbonate; N-ethyl-N,N-diisopropylamine; ethyl 2-oxocyclohexane carboxylate; HATU; copper(I) bromide; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.ejmech.2012.06.005