Acetic Anhydride → HCID 15372704, compound

HRID 394675Notes

Reaction equation

HRID 394675 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH:10]=[C:9]([CH2:12][NH2:13])[O:8][C:7]=2[CH:14]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH:10]=[C:9]([CH2:12][NH:13][C:15](=[O:17])[CH3:16])[O:8][C:7]=2[CH:14]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15372701HCID 15372701, compound

Product 1

HCID 15372704HCID 15372704, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

The crude amine obtained in Step C is dissolved in 10 ml of anhydrous pyridine; the mixture is then cooled to 0° C. 0.41 g (4 mmol) of acetic anhydride is added to that solution; stirring is then maintained for 30 minutes. The solvent is then evaporated in vacuo; the residue is then taken up in dichloromethane. The organic phase is then acidified with a hydrochloric acid solution (1N); the aqueous phase is then extracted with dichloromethane. After during over magnesium sulphate and evaporation of the solvent in vacuo, the title amide is obtained pure in the form of a white solid after passage over a silica column (eluant: MeOH/CH2Cl2: 10/90).

Workup

  1. temperatureis then maintained for 30 minutes
  2. customThe solvent is then evaporated in vacuo
  3. extractionthe aqueous phase is then extracted with dichloromethane
  4. customAfter during over magnesium sulphate and evaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-a300a2379e224bc5ade554a9cd5e9688
Source dataset
uspto-grants-2003_08
Patent number
US06602903B2

Reaction notes

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