5-(p-Cyanophenyl)-7,8-dihydroimidazo[1,5-a]pyridine → Fadrozole

HRID 2290568Notes

Reaction equation

HRID 2290568 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]3[CH:15]=[N:16][CH:17]=[C:13]3[CH2:12][CH2:11][CH:10]=2)=[CH:5][CH:4]=1)#[N:2].[H][H]>C(OCC)(=O)C.[Pd]>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[N:14]3[CH:15]=[N:16][CH:17]=[C:13]3[CH2:12][CH2:11][CH2:10]2)=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 2

HCID 152947185-(p-Cyanophenyl)-7,8-dihydroimidazo[1,5-a]pyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 59693Fadrozole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1.6 g of 5-p-cyanophenyl-7,8-dihydroimidazo[1,5-a]pyridine in 50 ml of ethyl acetate is hydrogenated at atmospheric pressure with 0.2 g of 5% palladium on charcoal until the theoretical uptake of hydrogen is complete. The catalyst is filtered, and the solvent evaporated to yield the title compound, m.p. 117°-118°.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-fd6a2eed60314c39a214db11e6d2028b
Source dataset
uspto-grants-1986_10
Patent number
US04617307

Reaction notes

Loading…