HCID 57558196, compound → HCID 11853676, compound

HRID 1162899Notes

Reaction equation

HRID 1162899 reaction equation
CO[CH:3](OC)[CH2:4][N:5]([CH3:30])[C:6]([NH:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[C:14]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]([F:29])([F:28])[F:27])[NH:15][C:16]2=[O:19])=[CH:11][CH:10]=1)=[O:7]>C(O)=O>[CH3:30][N:5]1[CH:4]=[CH:3][N:8]([C:9]2[CH:18]=[C:17]3[C:12]([CH:13]=[C:14]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]([F:28])([F:29])[F:27])[NH:15][C:16]3=[O:19])=[CH:11][CH:10]=2)[C:6]1=[O:7]

Participants

3

Reactant 1

HCID 57558196HCID 57558196, compound

Product 1

HCID 11853676HCID 11853676, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The 1-(2,2-dimethoxyethyl)-1-methyl-3-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]urea (17.5 mg, 0.0389 mmol) obtained in step A was dissolved in formic acid (0.2 ml). The obtained solution was stirred at a room temperature overnight. Thereafter, formic acid was distilled away under reduced pressure, and the obtained residue was then dissolved in methylene chloride. The obtained solution was washed with a saturated sodium bicarbonate aqueous solution, and was then dried over anhydrous sodium sulfate, followed by concentration. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=4:1 to 1:0), so as to obtain 7-(3-methyl-2-oxo-2,3-dihydroimidazol-1-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (10.9 mg; yield: 73%) in the form of a colorless solid.

Workup

  1. distillationThereafter, formic acid was distilled away under reduced pressure
  2. dissolutionthe obtained residue was then dissolved in methylene chloride
  3. washThe obtained solution was washed with a saturated sodium bicarbonate aqueous solution
  4. dry with materialwas then dried over anhydrous sodium sulfate
  5. concentrationfollowed by concentration
  6. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=4:1 to 1:0)

Sources & evidence

ORD record
ord-2b6560ee705244cd8fdd934bc86075d6
Source dataset
uspto-grants-2010_10
Patent number
US07820693B2

Reaction notes

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