Water → HCID 69156854, compound

HRID 750161Notes

Reaction equation

HRID 750161 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][N:11]3[C:20]([C:21]([OH:23])=[O:22])=[C:19]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[C:18]4[C:13](=[CH:14][CH:15]=[C:16]([F:30])[CH:17]=4)[C:12]3=[O:31])=[CH:9][C:4]=2[CH2:3][CH2:2]1.CI.[C:34](=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH3:34][O:22][C:21]([C:20]1[N:11]([CH2:10][C:8]2[CH:7]=[CH:6][C:5]3[O:1][CH2:2][CH2:3][C:4]=3[CH:9]=2)[C:12](=[O:31])[C:13]2[C:18]([C:19]=1[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[CH:17][C:16]([F:30])=[CH:15][CH:14]=2)=[O:23]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 23060698HCID 23060698, compound

Product 1

HCID 69156854HCID 69156854, compoundYield 60.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(2,3-Dihydrobenzofuran-5-ylmethyl)-6-fluoro-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid (800 mg) was dissolved in DMF (8 ml), and methyl iodide (0.24 ml) and potassium carbonate (530 mg) were added at room temperature. The mixture was stirred for 12 hrs. Water was added to the reaction mixture, and crystals were collected by filtration and washed with water. After drying the crystals, recrystallization (ethyl acetate) gave the title compound (500 mg).

Workup

  1. filtrationwere collected by filtration
  2. washwashed with water
  3. customAfter drying
  4. customthe crystals, recrystallization (ethyl acetate)

Sources & evidence

ORD record
ord-67f1448b62324d678372e247537c5157
Source dataset
uspto-grants-2008_07
Patent number
US07402595B2

Reaction notes

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