Acetic Anhydride → HCID 15432607, compound

HRID 618092Notes

Reaction equation

HRID 618092 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]([C:14]2[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=2)=[O:13])=[CH:2]1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>N1C=CC=CC=1>[C:26]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](/[CH:10]=[CH:11]/[C:12]([C:14]2[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=2)=[O:13])=[CH:2]1)(=[O:28])[CH3:27]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 9927763170488-48-9

Product 1

HCID 15432607HCID 15432607, compoundYield 69.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of Compound 1 (1.69 g) obtained in Example 1, acetic anhydride (5.04 g) and pyridine (5.6 ml) was heated at 100° C. for 12 hours. The reaction solution was subjected to partitioning between chloroform and a 10% aqueous solution of citric acid. The organic layer was concentrated under reduced pressure, and the residue was recrystallized from ethyl acetate to give Compound 6 (1.32 g).

Workup

  1. customto partitioning between chloroform
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-aa448ef473fd4f878cb05231bddf0476
Source dataset
uspto-grants-1999_09
Patent number
US05952355

Reaction notes

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