HCID 19823303, compound → HCID 19823321, compound

HRID 728168Notes

Reaction equation

HRID 728168 reaction equation
[ClH:1].Cl.[NH2:3][C:4]1[O:5][C:6]2[CH:12]=[C:11]([CH2:13][CH2:14][C:15]3[N:16]=[C:17]4[CH:22]=[C:21]([CH3:23])[CH:20]=[CH:19][N:18]4[C:24]=3[CH3:25])[CH:10]=[CH:9][C:7]=2[N:8]=1>[Pd].CO>[ClH:1].[ClH:1].[NH2:3][C:4]1[O:5][C:6]2[CH:12]=[C:11]([CH2:13][CH2:14][C:15]3[N:16]=[C:17]4[CH2:22][CH:21]([CH3:23])[CH2:20][CH2:19][N:18]4[C:24]=3[CH3:25])[CH:10]=[CH:9][C:7]=2[N:8]=1

Participants

4

Reactant 1

HCID 19823303HCID 19823303, compound

Product 1

HCID 19823321HCID 19823321, compoundYield 188%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Palladium on carbon (0.2 g) was added to a mixture of 2-amino-6-[2-(3,7-dimethylimidazo[1,2-a]-pyridin-2-yl)ethyl]benzoxazole dihydrochloride (1.0 g) in methanol (70 ml) and the mixture was subjected to catalytic reduction under atmospheric pressure at ambient temperature for 6.5 hours. The catalyst was removed by filtration and the filtrate was evaporated in vacuo. The residue was triturated with ethyl acetate and the precipitate was collected by filtration to give 2-amino-6-[2-(3,7-dimethyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-2-yl)ethyl]benzoxazole dihydrochloride (0.95 g).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated in vacuo
  3. customThe residue was triturated with ethyl acetate
  4. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-2287b813e74e40438bffbc2276d4225d
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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