Pyridine → HCID 22554903, compound

HRID 985116Notes

Reaction equation

HRID 985116 reaction equation
[CH2:1]([C:3]1[C:4]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[N:5][O:6][C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[CH3:2].[C:22](Cl)(=[O:26])[CH2:23][CH2:24][CH3:25].N1C=[CH:32][CH:31]=[CH:30][CH:29]=1.C([O-])(O)=[O:35].[Na+]>C1COCC1>[C:22]([O:14][C:11]1[CH:10]=[CH:9][C:8]([C:7]2[O:6][N:5]=[C:4]([C:15]3[CH:16]=[CH:17][C:18]([O:21][C:29](=[O:35])[CH2:30][CH2:31][CH3:32])=[CH:19][CH:20]=3)[C:3]=2[CH2:1][CH3:2])=[CH:13][CH:12]=1)(=[O:26])[CH2:23][CH2:24][CH3:25]

Participants

6

Reactant 4

HCID 1049PyridineHCID 8855Butyryl chlorideHCID 516892Sodium BicarbonateHCID 135484499HCID 135484499, compound

Product 1

HCID 22554903HCID 22554903, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was made as a derivative of the compound prepared according to Section 5.1.2.4. To a THF solution of 4-[4-ethyl-5-(4-hydroxyphenyl)isoxazol-3-yl]phenol was added butyryl chloride (3.0 eq.) and pyridine (3.0 eq). The mixture was stirred at rt for 24 h, poured into cold NaHCO3, extracted with EtOAc. The organic extracts were washed with brine, dried with Na2SO4 and concentrated in vacuo to give the product as a white powder.

Workup

  1. customprepared
  2. extractionextracted with EtOAc
  3. washThe organic extracts were washed with brine
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-27ca513695e54c89a9d66651d2ca0649
Source dataset
uspto-grants-2005_03
Patent number
US06869969B2

Reaction notes

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