HCID 68183215, compound → HCID 68183071, compound

HRID 513661Notes

Reaction equation

HRID 513661 reaction equation
C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([C:21]2[C:30]([N+:31]([O-:33])=[O:32])=[C:29]3[C:24]([CH:25]=[CH:26][CH:27]=[N:28]3)=[CH:23][CH:22]=2)[OH:20])=[C:15]([CH3:34])[CH:14]=1>C(Cl)Cl>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([C:21]2[C:30]([N+:31]([O-:33])=[O:32])=[C:29]3[C:24]([CH:25]=[CH:26][CH:27]=[N:28]3)=[CH:23][CH:22]=2)=[O:20])=[C:15]([CH3:34])[CH:14]=1

Participants

4

Reactant 2

HCID 68183215HCID 68183215, compound2×HCID 178418287HCID 178418287, compound

Product 1

HCID 68183071HCID 68183071, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

PCC (667 mg, 3.1 mmol) was added to a solution of (4-fluoro-2-methyl-phenyl)-(8-nitro-quinolin-7-yl)-methanol (Intermediate 350) (690 mg, 2.21 mmol) in DCM (700 ml) and the mixture was stirred at room temperature for 2 h. The mixture was filtered through celite and the filtrate was concentrated in vacuo. The crude residue was purified by column chromatography with n-hexane/DCM (30:70) as the eluent to give the title compound (600 mg, 87%).

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe crude residue was purified by column chromatography with n-hexane/DCM (30:70) as the eluent

Sources & evidence

ORD record
ord-bc008d925591414d85a6443064cbdce6
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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