HCID 20446657, compound → HCID 13206151, compound

HRID 2417815Notes

Reaction equation

HRID 2417815 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[C:10]2[N:11]([CH:15]=[N:16][CH:17]=2)[CH:12]=[CH:13][CH:14]=1)=[O:4]>C(O)C.[OH-].[Na+].O>[C:3]([CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[C:10]2[N:11]([CH:15]=[N:16][CH:17]=2)[CH:12]=[CH:13][CH:14]=1)([OH:4])=[O:2]

Participants

5

Reactant 1

HCID 20446657HCID 20446657, compound

Product 1

HCID 13206151HCID 13206151, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 8-(4-methoxycarbonylbutyl)-imidazo[1,5-a]pyridine (30 mg) in 0.3 ml of ethanol and 0.3 ml of 1N sodium hydroxide is refluxed for 2 hours, cooled, diluted with 2 ml of water and extracted with ethyl acetate (1×5 ml). The aqueous phase is brought to pH=6 and is extracted with methylene chloride (4×10 ml). The extracts are dried and evaporated to yield 8-(4-carboxybutyl)imidazo[1,5-a]pyridine, melting at 195°-197°.

Workup

  1. temperaturecooled
  2. extractionextracted with ethyl acetate (1×5 ml)
  3. extractionis extracted with methylene chloride (4×10 ml)
  4. customThe extracts are dried
  5. customevaporated

Sources & evidence

ORD record
ord-e8cf6b728df84f46ac6780b31f85d9b4
Source dataset
uspto-grants-1984_09
Patent number
US04470986

Reaction notes

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