HCID 19429288, compound → HCID 19429294, compound
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]=12Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 1
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
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate was concentrated to dryness under reduced pressure, ethyl acetate
- additionwas added to the residue
- extractionthe resulting mixture was extracted with 0.5N-HCl
- customThe aqueous layer collected
- additionwas alkalized by addition of potassium carbonate
- extractionextracted with dichloromethane
- customthe organic layer collected
- washwas washed with saturated aqueous solution of sodium chloride
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-b35a5af848d14a2d85c8a10c20d39b50
- Source dataset
- uspto-grants-1994_08
- Patent number
- US05336679
Reaction notes
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