4-methoxy-N-methyl-2-(2-oxo-1-phenylethyl)benzamide → 6-methoxy-2-methyl-4-phenylisoquinolin-1(2H)-one

HRID 2196384Notes

Reaction equation

HRID 2196384 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([NH:9][CH3:10])=[O:8])=[C:5]([CH:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=O)[CH:4]=1>P(=O)(O)(O)O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6](=[CH:11][CH:12]=1)[C:7](=[O:8])[N:9]([CH3:10])[CH:14]=[C:13]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 866102374-methoxy-N-methyl-2-(2-oxo-1-phenylethyl)benzamide

Product 1

HCID 112541096-methoxy-2-methyl-4-phenylisoquinolin-1(2H)-one

Reagents, catalysts & solvents 1

HCID 1004Phosphoric AcidSolvent

Procedure

4-methoxy-N-methyl-2-(2-oxo-1-phenylethyl)benzamide (100 mg) was dissolved in 2 mL of phosphoric acid with gentle heating. After a solution was obtained, the reaction was partitioned between water and EtOAc. The organic solution was dried (Na2SO4) and concentrated. Flash chromatography (25% EtOAc in CH2Cl2) provided the titled compound as a white solid.

Workup

  1. customAfter a solution was obtained
  2. customthe reaction was partitioned between water and EtOAc
  3. dry with materialThe organic solution was dried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c1df4f2a4fcf4335b8d19f301b6f76f6
Source dataset
uspto-grants-2012_12
Patent number
US08338449B2

Reaction notes

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