Acetic Anhydride → HCID 20246370, compound

HRID 1589545Notes

Reaction equation

HRID 1589545 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[N:8]=[CH:9][CH:10]=[C:5]2[C:4](=[O:11])[N:3]=1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>N1C=CC=CC=1>[NH:1]([C:2]1[N:7]=[C:6]2[N:8]=[CH:9][CH:10]=[C:5]2[C:4](=[O:11])[N:3]=1)[C:12]([CH3:13])=[O:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 219043482-Amino-4H-pyrrolo[2,3-d]pyrimidin-4-one

Product 1

HCID 20246370HCID 20246370, compoundYield 64.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Aminopyrrolo(2,3-d)pyrimidin-4-one (3.0 g) and acetic anhydride (10 g) are suspended in pyridine (50 ml) and the reaction is conducted under reflux for 24 hours. The solvent and excess reagent are distilled off under reduced pressure and, on an ice bath, 5% (W/V) alcoholic ammonia (20 ml) is added to the residue. The mixture is stirred for 2 hours. The resulting crystalline precipitate is collected by filtration and washed with dilute hydrochloric acid and water to give the above-identified compound (2.5 g).

Workup

  1. temperatureunder reflux for 24 hours
  2. distillationThe solvent and excess reagent are distilled off under reduced pressure and, on an ice bath
  3. addition5% (W/V) alcoholic ammonia (20 ml) is added to the residue
  4. filtrationThe resulting crystalline precipitate is collected by filtration
  5. washwashed with dilute hydrochloric acid and water

Sources & evidence

ORD record
ord-7121e7973161421b9de70abbaca75120
Source dataset
uspto-grants-1986_02
Patent number
US04571423

Reaction notes

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