Tetrahydrofuran → 5-Methyloxazolo[4,5-b]pyridin-2(3H)-one

HRID 465982

Reaction equation

HRID 465982 reaction equation
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1.[O:10]1CCC[CH2:11]1>>[CH3:9][C:4]1[N:3]=[C:2]2[NH:1][C:11](=[O:10])[O:8][C:7]2=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 885002-Amino-6-methylpyridin-3-ol

Product 1

HCID 100120755-Methyloxazolo[4,5-b]pyridin-2(3H)-one

Procedure

1.24 g (10 mmol) of 2-amino-3-hydroxy-6-methylpyridine are introduced into a three-necked round-bottomed flask. The contents are placed under argon. 20 ml of anhydrous tetrahydrofuran and then 2.43 g (15 mmol) of 1,1-carbonyldiimidazole are added. The mixture is heated to reflux for 6 hours. The reaction medium is evaporated. The crystals obtained are washed with water, filtered off and redissolved in hot methanol. The solution is filtered and re-evaporated.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 6 hours
  3. customThe reaction medium is evaporated
  4. customThe crystals obtained
  5. washare washed with water
  6. filtrationfiltered off
  7. dissolutionredissolved in hot methanol
  8. filtrationThe solution is filtered
  9. customre-evaporated

Sources & evidence

ORD record
ord-0dfb332c095248c4ac6d13aabfae6763
Source dataset
uspto-grants-1992_10
Patent number
US05155116

Linked notes

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