Dimethylformamide → N-(4-Fluorophenyl)-N'-(4-[(7-oxo-5,6,7,8-tetrahydro[1,8]naphthyridin-4-yl)oxy]phenyl}urea

HRID 387792Notes

Reaction equation

HRID 387792 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[CH2:4][CH2:3]1.[F:20][C:21]1[CH:26]=[CH:25][C:24]([N:27]=[C:28]=[O:29])=[CH:23][CH:22]=1.O1CCCC1.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[CH2:4][CH2:3][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

6

Reactant 4

HCID 6228DimethylformamideHCID 8028TetrahydrofuranHCID 709554-Fluorophenyl isocyanateHCID 589310804-[(7-Oxo-5,6,7,8-tetrahydro[1,8]naphthyridin-4-yl)oxy]aniline

Product 1

HCID 58930817N-(4-Fluorophenyl)-N'-(4-[(7-oxo-5,6,7,8-tetrahydro[1,8]naphthyridin-4-yl)oxy]phenyl}urea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-[(7-oxo-5,6,7,8-tetrahydro[1,8]naphthyridin-4-yl)oxy]aniline (43 mg), p-fluorophenyl isocyanate (28 mg), tetrahydrofuran (5 ml) and dimethylformamide (2 ml) were stirred at room temperature for 30 minutes. Water was added dropwise at room temperature until precipitation of crystals, and these were filtered out to obtain 48 mg of the target substance as white crystals.

Workup

  1. filtrationthese were filtered out
  2. customto obtain 48 mg of the target substance as white crystals

Sources & evidence

ORD record
ord-24325a837d8a4ac4af6a9157b99c6ee4
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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