8-Benzyloxy-6-ethoxycarbonyl-2,3-dimethylimidazo[1,2-a]pyridine → HCID 17954319, compound

HRID 2053037Notes

Reaction equation

HRID 2053037 reaction equation
C([O:8][C:9]1[C:10]2[N:11]([C:20]([CH3:24])=[C:21]([CH3:23])[N:22]=2)[CH:12]=[C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:14]=1)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[C:10]2[N:11]([C:20]([CH3:24])=[C:21]([CH3:23])[N:22]=2)[CH:12]=[C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:14]=1

Participants

4

Reactant 1

HCID 121060828-Benzyloxy-6-ethoxycarbonyl-2,3-dimethylimidazo[1,2-a]pyridine

Product 1

HCID 17954319HCID 17954319, compoundYield 86.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 8.0 g (24.7 mmol) ethyl 8-benzyloxy-2,3-dimethyl-imidazo[1,2-a]pyridine-6-carboxylate in 80 ml ethanol is hydrogenated over 0.8 g 10% Pd/C (1 bar H2) for 24 h. The catalyst is filtered off and the filtrate is evaporated. The oily residue is crystallized from diethyl ether to give 5.0 g (86%) of the title compound as a colourless solid (m.p. 219-221° C.).

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe oily residue is crystallized from diethyl ether

Sources & evidence

ORD record
ord-92796f2d11c2413ca45f0f1613103c1c
Source dataset
uspto-grants-2008_02
Patent number
US07326718B2

Reaction notes

Loading…