6-(2,4-Difluorophenyl)-1-(2,6-difluorophenyl)-2H-quinolizin-2-one → HCID 16064458, compound

HRID 1360672Notes

Reaction equation

HRID 1360672 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[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=1[F:26])[C:13](=[O:27])[CH:12]=[CH:11]2.[Br:28]Br.C(Cl)Cl>C(Cl)Cl>[Br:28][C:12]1[C:13](=[O:27])[C:14]([C:19]2[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=2[F:26])=[C:15]2[N:10]([CH:11]=1)[C:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])=[CH:18][CH:17]=[CH:16]2

Participants

4

Reactant 2

HCID 160644566-(2,4-Difluorophenyl)-1-(2,6-difluorophenyl)-2H-quinolizin-2-oneHCID 86630468Bromine dichloromethane

Product 1

HCID 16064458HCID 16064458, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-(2,4-difluorophenyl)-1-(2,6-difluorophenyl)-2H-quinolizin-2-one (Example 11, 78 mg, 0.211 mmol) in CH2Cl2 was added a solution of Br2:CH2Cl2 (1:1) at room temperature. The reaction was stirred for a couple hours until complete by LCMS. The reaction mixture was concentrated in vacuo and the crude material was purified via silica gel chromatography (100% EtOAc).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe crude material was purified via silica gel chromatography (100% EtOAc)

Sources & evidence

ORD record
ord-91c6e37deb594d64bfd8187e0f8ec07e
Source dataset
uspto-grants-2011_02
Patent number
US07879875B2

Reaction notes

Loading…