Sodium Hydroxide → HCID 20446661, compound

HRID 2417822Notes

Reaction equation

HRID 2417822 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][N:11]2[CH:14]=[N:15][CH:16]=[C:10]2[CH:9]=1)=[O:4].[OH-].[Na+]>CO>[C:3]([CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][N:11]2[CH:14]=[N:15][CH:16]=[C:10]2[CH:9]=1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20446658HCID 20446658, compound

Product 1

HCID 20446661HCID 20446661, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

7-(3-methoxycarbonylpropyl)-imidazo[1,5-a]pyridine (Example 24, 8.0 mg) is dissolved in 0.3 ml of methanol and 0.1 ml of 1N NaOH is added. The mixture is stirred at 25° for 5 hours, evaporated, and the residue is redissolved in 5 ml of water. The aqueous solution is washed with 2 ml of ethyl acetate, brought to pH=6 with 2N sulfuric acid and extracted with methylene chloride (3×5 ml). The organic extracts are dried over sodium sulfate/magnesium sulfate and evaporated to yield 7-(3-carboxypropyl)-imidazo[1,5-a]pyridine, IR (CHCl3) 1720 cm-1.

Workup

  1. customevaporated
  2. dissolutionthe residue is redissolved in 5 ml of water
  3. washThe aqueous solution is washed with 2 ml of ethyl acetate
  4. extractionextracted with methylene chloride (3×5 ml)
  5. dry with materialThe organic extracts are dried over sodium sulfate/magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-34c2db7a72a34eceaa3abf5950b32eb2
Source dataset
uspto-grants-1984_09
Patent number
US04470986

Reaction notes

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