HCID 21273213, compound → N,N-dimethyl-3-(5-propyl-1H-imidazol-4-yl)propanamide

HRID 1382785Notes

Reaction equation

HRID 1382785 reaction equation
[CH3:1][N:2]([CH3:15])[C:3](=[O:14])/[CH:4]=[CH:5]/[C:6]1[N:7]=[CH:8][NH:9][C:10]=1[CH2:11][CH2:12][CH3:13].[H][H]>C(O)C.[Pd]=O>[CH3:15][N:2]([CH3:1])[C:3](=[O:14])[CH2:4][CH2:5][C:6]1[N:7]=[CH:8][NH:9][C:10]=1[CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 2

HCID 21273213HCID 21273213, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21273219N,N-dimethyl-3-(5-propyl-1H-imidazol-4-yl)propanamideYield 99%

Reagents, catalysts & solvents 2

HCID 5083724Palladium monoxideCatalystHCID 702EthanolSolvent2×

Procedure

A solution of (E)-N,N-dimethyl-3-(5-propyl-1H-imidazol-4-yl)-2-propenamide (500 mg) in ethanol (25 ml) was added to a suspension of pre-reduced 10% palladium oxide on carbon catalyst (150 mg, 50% paste with water) in ethanol (15 ml). The mixture was stirred in a hydrogen atmosphere for 2 h, then filtered (Hyflo) and evaporated to give the title compound (500 mg) as a colorless oil, t.l.c. on Et3N impregnated SiO2 (ethyl acetate:methanol 4:1), Rf 0.33.

Workup

  1. filtrationfiltered (Hyflo)
  2. customevaporated

Sources & evidence

ORD record
ord-d864d4caa168474d9edb7ae06dddc38e
Source dataset
uspto-grants-1989_02
Patent number
US04808581

Reaction notes

Loading…