Tetrahydrofuran → HCID 58931407, compound

HRID 853327Notes

Reaction equation

HRID 853327 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-pyridinamine (260 mg), para-fluorophenyl 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-8f804225c0334659b85888b73a530911
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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