1-(p-cyanophenylmethyl)-5-(2-formylethyl)-1H-imidazole → 5-(p-Cyanophenyl)-7,8-dihydroimidazo[1,5-a]pyridine

HRID 568536Notes

Reaction equation

HRID 568536 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[C:14]([CH2:15][CH2:16][CH:17]=O)=[CH:13][N:12]=[CH:11]2)=[CH:5][CH:4]=1)#[N:2].CC(C)([O-])C.[K+]>C(O)C>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]3[CH:11]=[N:12][CH:13]=[C:14]3[CH2:15][CH2:16][CH:17]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 152947311-(p-cyanophenylmethyl)-5-(2-formylethyl)-1H-imidazoleHCID 23665647Potassium tert-butoxide

Product 1

HCID 152947185-(p-Cyanophenyl)-7,8-dihydroimidazo[1,5-a]pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 0.24 g of 1-(p-cyanophenylmethyl)-5-(2-formylethyl)-1H-imidazole in 10 ml of anhydrous ethanol is refluxed under nitrogen for 2 h with 20 mg of potassium tert-butoxide, cooled and evaporated to yield the title compound.

Workup

  1. temperaturecooled
  2. customevaporated

Sources & evidence

ORD record
ord-58c66e71119947ce81bb74a966fdbfe3
Source dataset
uspto-grants-1988_03
Patent number
US04728645

Reaction notes

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