HCID 20446681, compound → HCID 13206152, compound

HRID 326135Notes

Reaction equation

HRID 326135 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]2[N:13]([CH:15]=[N:16][CH:17]=2)[CH:14]=1)=[O:4]>C(O)C.[OH-].[Na+].O>[C:3]([CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]2[N:13]([CH:15]=[N:16][CH:17]=2)[CH:14]=1)([OH:4])=[O:2]

Participants

5

Reactant 1

HCID 20446681HCID 20446681, compound

Product 1

HCID 13206152HCID 13206152, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 6-(4-methoxycarbonylbutyl)-imidazo[1,5-a]pyridine in 0.3 ml of ethanol and 0.8 ml of 1 N sodium hydroxide, is refluxed gently for 2 hours, cooled, diluted with 2 ml of water and extracted with ethyl acetate (5 ml). The aqueous phase is brought to pH=6 and is extracted with chloroform. The extracts are dried and evaporated to yield 6-(4-carboxybutyl)-imidazo[1,5-a]pyridine, melting at 168°-171 °.

Workup

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

Sources & evidence

ORD record
ord-a488dd09242b47159874bfc24081cdcd
Source dataset
uspto-grants-1984_04
Patent number
US04444775

Reaction notes

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