Dimethylformamide → n-(4-Fluorophenyl)-n'-{4-[(7-oxo-7,8-dihydro[1,8]naphthyridin-4-yl)oxy]phenyl}urea

HRID 1433447Notes

Reaction equation

HRID 1433447 reaction equation
[O:1]=[C:2]1[NH:11][C:10]2[N:9]=[CH:8][CH:7]=[C:6]([O:12][C:13]3[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=3)[C:5]=2[CH:4]=[CH:3]1.[F:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[O:29])=[CH:23][CH:22]=1.CN(C)C=O>O>[F:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH:17][C:16]2[CH:15]=[CH:14][C:13]([O:12][C:6]3[C:5]4[CH:4]=[CH:3][C:2](=[O:1])[NH:11][C:10]=4[N:9]=[CH:8][CH:7]=3)=[CH:19][CH:18]=2)=[O:29])=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 709554-Fluorophenyl isocyanateHCID 589313574-[(7-Oxo-7,8-dihydro[1,8]naphthyridin-4-yl)oxy]aniline

Product 1

HCID 58931385n-(4-Fluorophenyl)-n'-{4-[(7-oxo-7,8-dihydro[1,8]naphthyridin-4-yl)oxy]phenyl}urea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-(4-Fluorophenyl)-N′-{4-[(7-oxo-7,8-dihydro[1,8]naphthyridin-4-yl)oxy]aniline (30 mg), p-fluorophenyl isocyanate (0.016 ml) and dimethylformamide (6 ml) were stirred at 70° C. until disappearance of the starting materials. After returning the reaction solution to room temperature, water was added dropwise and the precipitated solid was filtered out to obtain 22 mg of a light brown solid.

Workup

  1. customto room temperature
  2. filtrationthe precipitated solid was filtered out

Sources & evidence

ORD record
ord-f097fc5fb986463289e3ef0b32545d8c
Source dataset
uspto-grants-2009_11
Patent number
US07612092B2

Reaction notes

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