Pyridine → HCID 14673950, compound

HRID 1199423Notes

Reaction equation

HRID 1199423 reaction equation
[CH3:1][C:2]1([CH3:20])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([NH:15][C:16](=[O:18])[CH3:17])[CH:3]1[OH:19])=[N:10][O:11][N:12]=3.N1C=CC=CC=1.[C:27](OC(=O)C)(=[O:29])[CH3:28]>C(OCC)(=O)C>[CH3:1][C:2]1([CH3:20])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([NH:15][C:16](=[O:18])[CH3:17])[CH:3]1[O:19][C:27](=[O:29])[CH3:28])=[N:10][O:11][N:12]=3

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 14673922HCID 14673922, compound

Product 1

HCID 14673950HCID 14673950, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 100 mg (0.36 m mol) of 7,8-dihydro-6,6-dimethyl-7-hydroxy-8-acetylamino-6H-pyrano [2,3-f] benzo-2,1,3-oxadiazole, 2 ml of pyridine and 34 μl (0.36 m mol) of acetic anhydride was stirred at the room temperature for 24 hours. After the completion of the reaction, the mixture was diluted with ethyl acetate, washed with water and saturated anhydrous NaCl solution and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was recrystallized from chloroform to obtain 58 mg (yield: 26%) of the intended compound.

Workup

  1. customAfter the completion of the reaction
  2. washwashed with water and saturated anhydrous NaCl solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationAfter the solvent was distilled off
  5. customthe residue was recrystallized from chloroform

Sources & evidence

ORD record
ord-b2e8ae78923c47cb928e4e133e738ca3
Source dataset
uspto-grants-1990_02
Patent number
US04900752

Reaction notes

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