Pyridine → HCID 22554787, compound

HRID 985118Notes

Reaction equation

HRID 985118 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]3[C:13]4[C:18]([CH:19]=[CH:20][C:9]=23)=[CH:17][C:16]([OH:21])=[CH:15][CH:14]=4)=[CH:4][CH:3]=1.[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:21][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[C:10]1=[N:11][O:12][C:8]([C:5]3[CH:4]=[CH:3][C:2]([O:1][C:29](=[O:35])[CH2:30][CH2:31][CH3:32])=[CH:7][CH:6]=3)=[C:9]1[CH:20]=[CH:19]2)(=[O:26])[CH2:23][CH2:24][CH3:25]

Participants

6

Reactant 4

HCID 1049PyridineHCID 8855Butyryl chlorideHCID 516892Sodium BicarbonateHCID 178515927HCID 178515927, compound

Product 1

HCID 22554787HCID 22554787, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was made as a derivative of the compound prepared as described in Section 5.1.2.32. To a THF solution of 3-(4-hydroxyphenyl)naphtho[1,2-c]isoxazol-7-ol 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-d79c9e7915d04d1fa5d54eff3d8e1cdc
Source dataset
uspto-grants-2005_03
Patent number
US06869969B2

Reaction notes

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