HCID 19429288, compound → HCID 19429294, compound

HRID 1078212Notes

Reaction equation

HRID 1078212 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][N:5]2[CH2:10][CH2:9][C:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][C:6]=12>CO>[CH3:1][C:2]1[N:3]=[CH:4][N:5]2[CH2:10][CH2:9][CH:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][C:6]=12

Participants

3

Procedure

Ethyl 1-methyl-5,6-dihydroimidazo[1,5-a]pyridine-7-carboxylate (0.90 g) was subjected to catalytic reduction in 30 ml methanol at room temperature for ten hours by using 0.02 g of 5% paradium-carbon as the catalyst. The reaction mixture was filtered, the filtrate was concentrated to dryness under reduced pressure, ethyl acetate was added to the residue, and the resulting mixture was extracted with 0.5N-HCl. The aqueous layer collected was alkalized by addition of potassium carbonate and then extracted with dichloromethane, the organic layer collected was washed with saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure, thus giving 0.89 g (98%) of ethyl 1-methyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine-7-carboxylate.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated to dryness under reduced pressure, ethyl acetate
  3. additionwas added to the residue
  4. extractionthe resulting mixture was extracted with 0.5N-HCl
  5. customThe aqueous layer collected
  6. additionwas alkalized by addition of potassium carbonate
  7. extractionextracted with dichloromethane
  8. customthe organic layer collected
  9. washwas washed with saturated aqueous solution of sodium chloride
  10. dry with materialdried over anhydrous sodium sulfate
  11. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0de4fdb8c77a46919e2e6c2770fbd9a2
Source dataset
uspto-grants-1996_08
Patent number
US05547961

Reaction notes

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