Hydrochloric Acid → HCID 15684574, compound

HRID 728161Notes

Reaction equation

HRID 728161 reaction equation
C([NH:4][C:5]1[C:6]2[N:7]([C:11]([CH3:26])=[C:12]([CH2:14][CH2:15][C:16]3[CH:25]=[CH:24][C:19]4[N:20]=[C:21]([NH2:23])[O:22][C:18]=4[CH:17]=3)[N:13]=2)[CH:8]=[CH:9][CH:10]=1)(=O)C.Cl.C(OCC)(=O)C.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH2:23][C:21]1[O:22][C:18]2[CH:17]=[C:16]([CH2:15][CH2:14][C:12]3[N:13]=[C:6]4[C:5]([NH2:4])=[CH:10][CH:9]=[CH:8][N:7]4[C:11]=3[CH3:26])[CH:25]=[CH:24][C:19]=2[N:20]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 15684575N-[2-[2-(2-Amino-6-benzoxazolyl)ethyl]-3-methylimidazo[1,2-a]pyridin-8-yl]acetamide

Product 1

HCID 15684574HCID 15684574, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-[2-(8-acetylamino-3-methylimidazo[1,2-a]pyridin-2-yl)ethyl]-2-aminobenzoxazole (0.6 g) and conc. hydrochloric acid (0.76 ml) in ethanol (12 ml) was refluxed for 7 hours. To the reaction mixture was added ethyl acetate (18 ml) and the resulting precipitate was collected by filtration. A solution of resulting precipitate in water was adjusted to pH 9.0 with 20% aqueous potassium carbonate solution and the precipitate was collected by filtration and dried to give 2-amino-6-[2-(8-amino-3-methylimidazo[1,2-a]pyridin-2-yl)ethyl]benzoxazole (0.45 g).

Workup

  1. temperaturewas refluxed for 7 hours
  2. filtrationthe resulting precipitate was collected by filtration
  3. customA solution of resulting precipitate in water
  4. filtrationthe precipitate was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-290f8b0d5d3d46969e45032e2e92cf63
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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