Oxalyl chloride → HCID 16064894, compound

HRID 1360684Notes

Reaction equation

HRID 1360684 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:25]=[CH:26][C:27]=1[F:28])[C:22]([OH:24])=[O:23])[C:13](=[O:29])[CH:12]=[CH:11]2.[C:30](Cl)(=O)C(Cl)=O>CO>[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:25]=[CH:26][C:27]=1[F:28])[C:22]([O:24][CH3:30])=[O:23])[C:13](=[O:29])[CH:12]=[CH:11]2

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 16064758HCID 16064758, compound

Product 1

HCID 16064894HCID 16064894, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-[6-(2,4-difluorophenyl)-2-oxo-2H-quinolizin-1-yl]-4-fluorobenzoic acid (Example 31, 15 mg, 0.04 mmol) in MeOH (2 mL) was added oxalyl chloride dropwise at 0° C. The reaction mixture was allowed to warm to ambient temperature for 12 h. The mixture was concentrated and the crude material was purified via silica gel chromatography (100% EtOAc).

Workup

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

Sources & evidence

ORD record
ord-ce2518c4479b43cbae96119babfe7530
Source dataset
uspto-grants-2011_02
Patent number
US07879875B2

Reaction notes

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