Sodium Hydroxide → Imidazo(1,5-a)pyridine

HRID 280231Notes

Reaction equation

HRID 280231 reaction equation
C(OC(COC1C=CC(C=C[C:16]2[N:21]3[CH:22]=[N:23][CH:24]=[C:20]3[CH:19]=[CH:18][CH:17]=2)=CC=1)=O)C.[OH-].[Na+]>C(O)C>[CH:24]1[N:23]=[CH:22][N:21]2[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=12

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 538749585-[2-(p-[Ethoxycarbonylmethoxy]phenyl)ethen-1-yl]imidazo[1,5-a]pyridine

Product 1

HCID 274090Imidazo(1,5-a)pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-[2-(p-[Ethoxycarbonylmethoxy]phenyl)-ethen-1-yl]imidazo[1,5-a]pyridine (3.2 g) is refluxed in 30 ml of ethanol with 20 ml of 1N sodium hydroxide for 3 hours. The ethanol is evaporated and the aqueous phase is adjusted to pH=6. Filtration yields the substituted phenoxyacetic acid 5-[2-(p-carboxymethoxy]phenyl)ethen-1-yl]imidazo[1,5-a]pyridine.

Workup

  1. customThe ethanol is evaporated
  2. filtrationFiltration

Sources & evidence

ORD record
ord-e0a7a2ada4714c109a156fdd55e28072
Source dataset
uspto-grants-1986_05
Patent number
US04588732

Reaction notes

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