Tetrahydrofuran → HCID 58931407, compound

HRID 387805Notes

Reaction equation

HRID 387805 reaction equation
[NH2:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH2:13])[C:8]=2[C:14]#[CH:15])=[CH:4][CH:3]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]=[C:26]=[O:27])=[CH:21][CH:20]=1.O1CCCC1>O>[NH2:13][C:9]1[C:8]([C:14]#[CH:15])=[C:7]([O:6][C:5]2[CH:16]=[CH:17][C:2]([NH:1][C:26]([NH:25][C:22]3[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=3)=[O:27])=[CH:3][CH:4]=2)[CH:12]=[CH:11][N:10]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 709554-Fluorophenyl isocyanateHCID 22936243HCID 22936243, compound

Product 1

HCID 58931407HCID 58931407, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(4-Aminophenoxy)-3-(1-ethynyl)-2-pyridineamine (260 mg), parafluorophenyl isocyanate (0.13 ml) and tetrahydrofuran (5 ml) were stirred at room temperature for 20 hours. Water was added to the reaction solution, the tetrahydrofuran was distilled off, and then a small amount of ethyl acetate was added and the precipitated solid was filtered off to obtain 20 mg of a light brown solid.

Workup

  1. distillationthe tetrahydrofuran was distilled off
  2. additiona small amount of ethyl acetate was added
  3. filtrationthe precipitated solid was filtered off

Sources & evidence

ORD record
ord-c6bdf8090b784d1fa1ef8e857fb01034
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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