1,4-Dioxane → 3-[6-(2,4-difluorophenyl)-2-oxo-2H-quinolizin-1-yl]-4-fluorobenzamide

HRID 1360685Notes

Reaction equation

HRID 1360685 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]2[C:15]([CH:16]=[CH:17][CH:18]=1)=[C:14]([C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][C:26]=1[F:27])[C:22]#[N:23])[C:13](=[O:28])[CH:12]=[CH:11]2.[O:29]1CCOCC1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]2[C:15]([CH:16]=[CH:17][CH:18]=1)=[C:14]([C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][C:26]=1[F:27])[C:22]([NH2:23])=[O:29])[C:13](=[O:28])[CH:12]=[CH:11]2

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 160647573-[6-(2,4-difluorophenyl)-2-oxo-2H-quinolizin-1-yl]-4-fluorobenzonitrile

Product 1

HCID 160648953-[6-(2,4-difluorophenyl)-2-oxo-2H-quinolizin-1-yl]-4-fluorobenzamide

Procedure

To a solution of 3-[6-(2,4-difluorophenyl)-2-oxo-2H-quinolizin-1-yl]-4-fluorobenzonitrile (Example 30) in dioxane/2N KOH was heated to 60° C. for 1 h. The solution was concentrated and purified via reverse phase HPLC (10-100% acetonitrile in H2O, Kromisil, C8, 30×100 mm) to give a title compound.

Workup

  1. concentrationThe solution was concentrated
  2. custompurified via reverse phase HPLC (10-100% acetonitrile in H2O, Kromisil, C8, 30×100 mm)

Sources & evidence

ORD record
ord-429ffd0deef04153a6477ef940f9f752
Source dataset
uspto-grants-2011_02
Patent number
US07879875B2

Reaction notes

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