2-[4-[(2,3-Epoxy)propoxy]phenyl]-8-methylimidazo[1,2-a]pyridine → 2-[4-(2-Hydroxy-3-propylaminopropoxy)phenyl]-8-methylimidazo[1,2-a]pyridine

HRID 8386

Reaction equation

HRID 8386 reaction equation
[O:1]1[CH2:21][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]=[C:13]3[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][N:14]3[CH:20]=2)=[CH:7][CH:6]=1>C(N)CC>[OH:1][CH:2]([CH2:21][NH:12][CH2:11][CH2:8][CH3:7])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]=[C:13]3[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][N:14]3[CH:20]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 1

HCID 220156322-[4-[(2,3-Epoxy)propoxy]phenyl]-8-methylimidazo[1,2-a]pyridine

Product 1

HCID 220156042-[4-(2-Hydroxy-3-propylaminopropoxy)phenyl]-8-methylimidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 7852PropylamineSolvent

Procedure

The product of Step C (5.0 g) and propylamine (20 mL) was heated at 40° C. for 18 hours. The reaction was cooled to ambient temperature evaporated and the residue purified via silica gel chromatography (dichloromethane/methanol) to give the title compound which was converted to a HCl salt upon treatment with HCl/methanol.

Workup

  1. customevaporated
  2. customthe residue purified via silica gel chromatography (dichloromethane/methanol)

Sources & evidence

ORD record
ord-838a0f414b414d4bad70479de4331dc3
Source dataset
uspto-grants-2006_08
Patent number
US07087757B2

Linked notes

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