Acetic Anhydride → HCID 23000218, compound

HRID 398339Notes

Reaction equation

HRID 398339 reaction equation
[CH2:1]([NH:6][C:7]1[N:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[CH2:2][CH2:3][C:4]#[CH:5].[C:13](OC(=O)C)(=[O:15])[CH3:14]>S(=O)(=O)(O)O>[C:13]([N:6]([C:7]1[N:8]=[CH:9][CH:10]=[CH:11][N:12]=1)[CH2:1][CH2:2][CH2:3][C:4]#[CH:5])(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 23000157HCID 23000157, compound

Product 1

HCID 23000218HCID 23000218, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Conditions

Temperature
90 °C

Procedure

A mixture of 2-(pent-4-ynylamino)pyrimidine (4.25 g, 26.4 mmol) and concentrated sulfuric acid (5 drops) in acetic anhydride (100 mL) was heated to 90° C. for 16 h. The mixture was cooled and partitioned between water and methylene chloride. The organic layer was dried (Na2SO4), filtered through a pad of silica and evaporated in vacuo to give the title compound:

Workup

  1. temperatureThe mixture was cooled
  2. custompartitioned between water and methylene chloride
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. filtrationfiltered through a pad of silica
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-e02d4bac52b5495cb5fce07d72447cfb
Source dataset
uspto-grants-2003_08
Patent number
US06610692B1

Reaction notes

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